1. 1 Basic Substance Search Techniques

2. 2 REGISTY and CAplus File Registry SUBSTANCES File CAPlus DOCUMENTS Registry Numbers

3. 3 REGISTRY and CAplus REGISTRY - substance identification information

4. 4 CAPlus - source (document) information REGISTY and CAplus

5. 5 REGISTRY Overview The REGISTRY file contains records for chemical substances registered by CAS from 1907 to the present. All types of chemical substances are indexed in the file: coordination compounds inorganic compounds metals and alloys organic compounds polymers nucleic acid and peptide sequences

6. 6 REGISTRY Overview

7. 7 The REGISTRY file is a chemical structure and dictionary database containing unique substance records as identified by the CAS Registry System. Each substance has its own CAS Registry Number 1 RN 1 Substance 1 Substance 1 (or plus) RN

8. 8 REGISTRY Overview RNs Structure: xxxxxx-yy-z x - continuosly increasing number y - 0 - 99 counter z - random number (0 - 9) computer assigned

9. 9 REGISTRY Overview 03 JAN 2006 871080-87-4 (about 84 milions) 08 Apr 2005 848170-57-0 (about 82 milions)

10. 10 REGISTRY Record Chemical names of all kinds RN 26159-34-2 REGISTRY CN 2-Naphthaleneacetic acid, 6-methoxy-.alpha.-methyl-, sodium salt, (.alpha.S)- (9CI) (CA INDEX NAME) OTHER CA INDEX NAMES: CN 2-Naphthaleneacetic acid, 6-methoxy-.alpha.-methyl-, sodium salt, (S)- CN 2-Naphthaleneacetic acid, 6-methoxy-.alpha.-methyl-, sodium salt, L-(-)- (8CI) OTHER NAMES: CN Aleve CN Apranax CN Naprosyn sodium CN Naproxen sodium CN Sodium (+)-6-methoxy-2-naphthalenepropionate CN Sodium d-2-(6-methoxy-2-naphthyl)propionate CN Sodium naprosyn CN Sodium naproxen continued on next page

11. 11 Formula, structure, properties and other information: FS STEREOSEARCH MF C14 H14 O3. Na CI COM LC STN Files: ADISINSIGHT, AGRICOLA, ANABSTR, BEILSTEIN*, BIOBUSINESS, BIOSIS, BIOTECHNO, CA, CANCERLIT, CAPLUS, CBNB, CHEMCATS, CHEMLIST, CIN, CSCHEM, DIOGENES, DRUGPAT, EMBASE, IMSDIRECTORY, IPA, MEDLINE, MRCK*, PHAR, PROMT, RTECS*, TOXLINE, TOXLIT, USAN, USPATFULL (*File contains numerically searchable property data) Other Sources: EINECS** (**Enter CHEMLIST File for up-to-date regulatory information) CRN (22204-53-1) Absolute stereochemistry. Rotation (+). continued on next page REGISTRY Record

12. 12 REGISTRY Record Formula, structure, properties and other information: 275 REFERENCES IN FILE CA (1907 TO DATE) 277 REFERENCES IN FILE CAPLUS (1907 TO DATE)

13. 13 => help directory => help sfields => help dfields => help format => help properties Properties in Registry => help calc => help eprop => help ic => help set units => help qrd Usefull Helps

14. 14 Properties in Registry => e property data/fa E1 1232 PR/FA E2 1232 PREFERRED REGISTRY NUMBER/FA E3 19036636 --> PROPERTY DATA/FA E4 39936005 REF.CA/FA E5 573703 REF.CAD/FA E6 1448140 REF.CAOLD/FA........ 77084053 SOURCE OF REGISTRATION/FA E27 77084053 SOURCE OF REGISTRATION/FA

15. 15 Source of registration in Registry => e a/sr **** START OF FIELD **** E24 76 AMERICAN SOCIETY OF HOSPITAL PHARMACISTS/SR 26943164CA/SR E25 26943164 CA/SR E26 72436 CA INDEX GUIDE OR RING SYSTEMS HANDBOOK/SR E27 455238 CAOLD/SR 105409CAS CLIENT SERVICES/SR E28 105409 CAS CLIENT SERVICES/SR E29 33181 CHEMICAL CATALOG/SR 3501458CHEMICAL LIBRARY/SR E30 3501458 CHEMICAL LIBRARY/SR (also National Cancer Institute, NSC Number) E31 898 ENVIRONMENT CANADA (EC)/SR E32 27650 EUROPEAN UNION (EU)/SR 45525633GENBANK/SR E33 45525633 GENBANK/SR E34 2998 OTHER STN DATABASES/SR E35 83844 REACTION DATABASE/SR E36 488 US ADOPTED NAMES COUNCIL (USAN)/SR E37 3102 US ENVIRONMENTAL PROTECTION AGENCY (US EPA)/SR E38 4180 US NATIONAL LIBRARY OF MEDICINE (NLM)/SR E39 207 WORLD HEALTH ORGANIZATION (WHO)/SR **** END OF FIELD ****

16. 16 Source of registration in Registry RN 502486-72-8 REGISTRY CN Cyclohexanepropanenitrile,.beta.,.beta.-diethyl- (9CI) (CA INDEX NAME) OTHER NAMES: CN NSC 103382 FS 3D CONCORD MF C13 H23 N SR Chemical Library **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**

17. 17 Properties in Registry  Calculated data  Experimental data

18. 18 REGISTRY has been enhanced with additional property values Nearly 495 million calculated properties Over 1.75 million experimental properties –Over 1.3 million single component substances in REGISTRY have been enriched with “tags” pointing to additional experimental data and CA references Over 180 different physical and chemical properties added Properties in Registry

19. 19 Properties in Registry Calculated data Values for the calculated physical properties in the REGISTRY file were determined using CAS connection tables and software developed by Advanced Chemistry Development, Inc.

20. 20 Calculated data  pKa for the most acidic and most basic centers in the molecule  Number of Hydrogen Donors / Acceptors  Number of Rotatable Bonds  Molecular Weight  Molar Solubility in water at various pHs  logP/logD (water-octanol partition coefficients) Properties in Registry

21. 21 Properties in Registry Calculated data * Bioconcentration factor * Boiling point * Enthalpy of Vaporization * Flash point * Organic Carbon Adsorption Coefficient (Koc) * Vapor pressure

22. 22 Properties in Registry Calculated data Property Search Example Units ---------- ----------------- ------- Freely Rotatable Bonds S 2-5/FRB --- Hydrogen Donors S HD<=5 --- Hydrogen Acceptors S 1-3/HAC --- LogD S 2.21/LOGD --- LogP S LOGP<=3 --- Molar Solubility S SLB.MOL>=1 MOL/L Molecular Weight S MW<200 --- pKa S PKA<=-0.62 ---

23. 23 Properties in Registry Experimental data The source of experimental property data in the REGISTRY file is the SPRESI database produced by ZIC/VINITI and offered by Infochem. The data added to the REGISTRY file are from the journal and patent literature in the time period 1975-.

24. 24 Properties in Registry Experimental data: Boiling Point Density Melting Point Polymorph Sublm Decomp Optical Rotatory Power Refractive Index Electric Conductance Electric Conductivity Electric Resistance Electric Resistivity Glass Transition Temperature Magnetic Moment Median Letal Dose (LD 50 ) Tensile Strength

25. 25 Properties in Registry Experimental data Experimental Property Example Default Units ----------------------- ------- ------------- Boiling Point S 150-155/BP deg C Density S DEN>=1.002 g/cm**3 Melting Point S MP<=30 deg C Optical Rotatory Power S 70-80/ORP deg Refractive Index S 1.427/RI ---

26. 26 => mp/fa and logp/fa 687370 MP/FA 12943949 LOGP/FA L2 609188 MP/FA AND LOGP/FA => d ide prop Search example Properties in Registry

27. 27 Spectra now available Over 114,000 C-13 NMR spectra for 80,000 substances 28,000 IR absorption spectra for 16,000 substances Field Availability (/FA) field: –Carbon-13 NMR spectra –IR absorption spectra –IR spectra –Mass spectra –NMR spectra –Spectra Properties in Registry

28. 28 Properties in Registry => e carbon/fa E1 15245183 BP/FA E2 84016392 CA INDEX NAME/FA E3 0 --> CARBON/FA E4 80227 CARBON-13 NMR SPECTRA/FA => e4 L1 80227 "CARBON-13 NMR SPECTRA"/FA

29. 29 => d eprops L1 ANSWER 1 OF 80227 REGISTRY COPYRIGHT 2006 ACS on STN Experimental Properties (EPROP) PROPERTY (CODE) | VALUE | NOTE =====================+========+========== Carbon-13 NMR Spectra|Spectrum|(1) WSS (1) Spectral data were obtained from Wiley Subscription Services, Inc. (US) Experimental Property Tags (ETAG) PROPERTY | NOTE ==================+======= Proton NMR Spectra|(1) CAS (1) Yu, Jiangbo; Inorganic Chemistry 2005 V44(5) P1611-1618 CAPLUS Properties in Registry

30. 30 Properties in Registry => D ACC 849798-42-1 N.W ANSWER 1 REGISTRY COPYRIGHT 2006 ACS on STN Carbon-13 NMR Spectra / BINARY DATA / 04001.JPG Spectrum ID: CC-03-C_SPC-15856 Temperature: 298 deg C Solvent: chloroform-d (865-49-6) Standard: tetramethylsilane Spectrometer: JEOL FX-60 Source: Spectral data are provided by Wiley Subscription Services, Inc. (US) COPYRIGHT 2006 ACS on STN START LOCAL KERMIT RECEIVE PROCESS BINARY DATA HAS BEEN DOWNLOADED TO MULTIPLE FILES 'IMAGEnnn.JPG'

31. 31 Properties in Registry

32. 32 Experimental property data tags (ETAG) show which references have property information => S L1 AND X-RAY DIFFRACTION PATTERN/ETAG 68 X-RAY DIFFRACTION PATTERN/ETAG L2 1 L1 AND X-RAY DIFFRACTION PATTERN/ETAG => D RN IN HIT L2 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2005 ACS on STN RN 757235-20-4 REGISTRY IN Aluminum,....... Experimental Property Tags (ETAG) PROPERTY | NOTE =========================+======= X-Ray Diffraction Pattern|(1) CAS (1) Cheng, Jung-An; Chemistry of Materials 2004 V16(15) P2862-2868 CAPLUS Use EPROPS if you need to search all experimental property fields. Click the hyperlink to view the related CAplus record. (STN ® on the Web SM or STN Express, Version 8.0.) Properties in Registry

33. 33 Click on the Full-text link in the CAplus record to see experimental data ANSWER 1 CAPLUS COPYRIGHT 2005 ACS on STN AN 2004:528452 CAPLUS Full-text DN 141:284916 TI............... AU Cheng, Jung-An; Chen, Chin H.; Liao, Chi Hung....... Properties in Registry

34. 34 CAplus Overview The CAplus file covers publications worldwide in all areas of chemistry from 1907 to the present. File coverage includes applied chemistry, biological, organic, inorganic, analytical, and chemical engineering research. The CAplus file contains records selected from International journal publications – approximately 8000 journals from >150 countries Patents published by 50 countries and 2 international organizations References to every item listed in the tables of contents of 1400 of the most often cited chemical journals (core journals)

35. 35 CAplus Overview

36. 36 CAplus Record Bibliographic part: AN 2000:500182 CAPLUS DN 133:281729 TI Selective cyclooxygenase-2 inhibitors: heteroaryl modified 1,2-diarylimidazoles are potent, orally active antiinflammatory agents AU Khanna, Ish K.; Yu, Yi; Huff, Renee M.; Weier, Richard M.; Xu, Xiangdong; Koszyk, Francis J.; Collins, Paul W.; Cogburn, J. Nita; Isakson, Peter C.; Koboldt, Carol M.; Masferrer, Jaime L.; Perkins, William E.; Seibert, Karen; Veenhuizen, Amy W.; Yuan, Jinhua; Yang, Dai- Chang; Zhang, Yan Y. continued on next page

37. 37 Bibliographic part: CS Discovery Medicinal Chemistry and Inflammatory Disease Research, Pharmacia Corporation, Skokie, IL, 60077, USA SO J. Med. Chem. (2000), 43(16), 3168-3185 CODEN: JMCMAR; ISSN: 0022-2623 PB American Chemical Society DT Journal LA English CC 28-9 (Heterocyclic Compounds (More Than One Hetero Atom)) Section cross-reference(s): 1, 7 continued on next page CAplus Record

38. 38 Abstract: GI AB A series of heteroaryl modified 1,2- diarylimidazoles has been synthesized and found to be potent and highly selective (1000-9000-fold) inhibitors of the human COX-2. 3-Pyridyl-derived COX-2 selective inhibitor I exhibited excellent activity in o o o series of diarylimidazoles are discussed. continued on next page CAplus Record

39. 39 Indexing: ST diarylimidazole prepn cyclooxygenase inhibitor; imidazole aryl prepn cyclooxygenase inhibitor; inflammation inhibitor arylimidazole; structure activity arylimidazole inflammation inhibitor IT Structure-activity relationship (antiinflammatory; prepn., cyclooxygenase-2 inhibitory and antiinflammatory activity, and structure-activity relationship of arylimidazoles) IT Anti-inflammatory agents (prepn., cyclooxygenase-2 inhibitory and antiinflammatory activity, and structure- activity relationship of arylimidazoles) continued on next page CAplus Record

40. 40 Indexing: IT 39391-18-9 RL: BPR (Biological process); BIOL (Biological study); PROC (Process) (cyclooxygenase-2; prepn., cyclooxygenase-2 inhibitory and antiinflammatory activity, and structure-activity relationship of arylimidazoles) IT 177660-77-4P 177660-79-6P 177660-84-3P 177660-88-7P 298204-66-7P RL: BAC (Biological activity or effector, except adverse); RCT (Reactant); SPN (Synthetic preparation); BIOL (Biological study); PREP (Preparation) (prepn., cyclooxygenase-2 inhibitory and antiinflammatory activity, and structure- activity relationship of arylimidazoles) continued on next page CAplus Record

41. 41 IT 177660-66-1P 177660-72-9P 177660-73-0P 177660-78-5P 177660-80-9P 177660-81-0P 177660-82-1P 177660-83-2P 177660-85-4P 177660-86-5P 177660-89-8P 177660-90-1P 177660-91-2P 177660-92-3P 177660-93-4P o o o 194467-37-3P 194467-38-4P 194467-39-5P 194467-40-8P 194467-41-9P 194467-42-0P 194467-44-2P 194467-60-2P 194467-62-4P 194467-64-6P 298204-42-9P 298204-43-0P 298204-44-1P 298204-47-4P 298204-49-6P 298204-52-1P 298204-67-8P 298204-68-9P 298204-69-0P 298204-70-3P 298204-71-4P RL: BAC (Biological activity or effector, except adverse); SPN (Synthetic preparation); BIOL (Biological study); PREP (Preparation) (prepn., cyclooxygenase-2 inhibitory and antiinflammatory activity, and structure-activity relationship of arylimidazoles) continued on next page Indexing: CAplus Record

42. 42 Indexing: IT 70-23-5 70-57-5, 5-Methylnicotinamide 100-54-9, 3-Cyanopyridine 104-96-1, 4-(Methylthio)aniline 110-13-4, Acetonylacetone 431-35-6, 3-Bromo-1,1,1-trifluoroacetone 693-95-8, 4-Methylthiazole 920-37-6 1003-67-4, 4-Picoline N-oxide 1122-72-1 2065-75-0, Bromomalonaldehyde 2208-07-3 2369-19-9 3222-56-8, 2-Methylnicotinic acid 6325-93-5 13472-85-0 20826-03-3 20826-04-4 21917-76-0 26562-24-3 30766-22-4, Methyl 5-hydroxynicotinate 35166-33-7 177662-76-9 RL: RCT (Reactant) (prepn., cyclooxygenase-2 inhibitory and antiinflammatory activity, and structure-activity relationship of arylimidazoles) o o o continued on next page CAplus Record

43. 43 RE.CNT 56 RE (1) Allison, M; New Engl J Med 1992, V327, P749 MEDLINE (2) Ankersen, M; Acta Chem Scand 1989, V43, P793 CAPLUS (3) Bohl, D; Int J Clin Pharmacol Ther Toxicol 1990, V28, P416 MEDLINE (4) Boltze, V; Arzneim-Forsch 1980, V30, P1314 (5) Brogden, R; Drugs 1978, V16, P97 CAPLUS (6) Celecoxib; Drugs Future 1997, V22, P711 (7) Clive, D; New Engl J Med 1984, V310, P563 CAPLUS (8) Comins, D; J Org Chem 1990, V55, P69 CAPLUS (9) Cornforth, J; J Chem Soc 1948, P1969 (10) Engelhardt, G; Inflam Res 1995, V44, P423 CAPLUS ooo (56) Xie, W; Proc Natl Acad Sci U S A 1991, V88, P2692 CAPLUS Cited references: CAplus Record

44. 44 Chemical Name Searching

45. 45 3. Locate relevant references. 2. Locate the CAS RN of interest. 1. Logon to STN Search Strategy 4. Logoff from STN.

46. 46 STN Command Line Format The general format for entering a command on STN is => Command Instructions For example, to enter the REGISTRY database: => FILE REGISTRY

47. 47 Tools for Online Searching

48. 48 Tools for Online Searching

49. 49 Chemical Name Search Who sells naphthol AS-OL phosphate?

50. 50 Chemical Name Search => fil reg => naphthol as-ol phosphate/cn L1 1 NAPHTHOL AS-OL PHOSPHATE/CN

51. 51 Chemical Name Search L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2002 ACS RN 84522-15-6 REGISTRY CN 2-Naphthalenecarboxamide, N-(2-methoxyphenyl)-3- (phosphonooxy)- (9CI) (CA INDEX NAME) OTHER NAMES: CN Naphthol AS-OL phosphate FS 3D CONCORD MF C18 H16 N O6 P CI COM SR Commission of European Communities LC STN Files: CA, CAPLUS, CHEMCATS, CHEMLIST, CSCHEM

52. 52 Chemical Name Search => fil chemcats => l1 L2 3 L1 => d 1-3 all

53. 53 Chemical Name Search L2 ANSWER 1 OF 3 CHEMCATS COPYRIGHT 2002 ACS Accession No. (AN): 2000:195495 CHEMCATS Catalog Name (CO): SIGMA Publication Date (PD): 30 Oct 2001 Order Number (ON): N0393 Chemical Name (CN): Naphthol AS-OL phosphate CAS Registry No. (RN): 84522-15-6 PRICES Quantity : 1 1G, Price: inquire:N0393-1G

54. 54 Chemical Name Search SIGMA-ALDRICH S.r.l. Via Gallarate, 154 Numero Verde: 167-827018 Milano, 20151 Italy Phone: 39 2 3341 7310 Fax: 39 2 3801 0737 Email: sigald@energy.it

55. 55 Chemical Name Search L2 ANSWER 2 OF 3 CHEMCATS COPYRIGHT 2002 ACS Accession No. (AN): 1998:291237 CHEMCATS Catalog Name (CO): Research Organics Catalog of Biochemicals Publication Date (PD): 1 Feb 2000 Order Number (ON): 0352N Chemical Name (CN): Naphthol AS-OL phosphate CAS Registry No. (RN): 84522-15-6 PRICES Quantity : N/A, Price: contact supplier

56. 56 Chemical Name Search => fil cschem => l1 L3 1 L1

57. 57 Chemical Name Search L3 ANSWER 1 of 1 CSCHEM COPYRIGHT 2002 CHEM SOURCES AN 116830 CSCHEM RN 84522-15-6 CN NAPHTHOL-AS-OL-PHOSPHATE COC INSUS CO ICN Biomedicals, Inc. NSKJP Nippon Shokubai Co., Ltd. Osaka Head Office REO Research Organics, Inc. (BLK) SIGUS Sigma Chemical Company => sel coc SmartSELECT INITIATED New TRANSFER and ANALYZE Commands Now Available See HELP TRANSFER and HELP ANALYZE for Details L4 SEL L3 1- COC : 4 TERMS

58. 58 Chemical Name Search => fil cscorp => l4 L5 4 L4 => d 1-4 all

59. 59 Chemical Name Search L5 ANSWER 3 OF 4 CSCORP COPYRIGHT 2002 CHEM SOURCES AN 3900 CSCORP FS INTERNATIONAL COC NSKJP CO Nippon Shokubai Co., Ltd. Osaka Head Office CO ICN Biomedicals S.r.l. CA Palazzo Canova 20090 Segrate-MI Italy - Centro Direzionale Milano 2 (SALES) Phone: 800 011643 Telefax: 800 255 220

60. 60 What has been reported on the substance called 3-hydroxytamoxifen? Chemical Name Search

61. 61 => fil reg => E 3-HYDROXYTAMOXIFEN/CN E1 1 3-HYDROXYSULFOLANE-4-SULFONIC ACID SODIUM SALT/CN E2 1 3-HYDROXYTACRINE/CN E3 1 --> 3-HYDROXYTAMOXIFEN/CN E4 1 3-HYDROXYTERPHENYLLIN/CN E5 1 3-HYDROXYTERPHENYLLIN TETRAACETATE/CN E6 1 3-HYDROXYTETRACOSANOIC ACID/CN E7 1 3-HYDROXYTETRADECANAL/CN E8 1 3-HYDROXYTETRADECANE-1-SULFONIC ACID SULTONE/CN E9 1 3-HYDROXYTETRADECANEDIOIC ACID/CN E10 1 3-HYDROXYTETRADECANOIC ACID/CN E11 1 3-HYDROXYTETRADECENEDIOIC ACID/CN E12 1 3-HYDROXYTETRAHYDROFURAN/CN Which kind of indexing is used in CN Field? Chemical Name Search

62. 62 => S 3-HYDROXYTAMOXIFEN/CN OR => S E3 L1 1 3-HYDROXYTAMOXIFEN/CN Chemical Name Search

63. 63 => D L1 1 IDE L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2000 ACS RN 82413-20-5 REGISTRY CN Phenol, 3-[(1E)-1-[4-[2-(dimethylamino)ethoxy] phenyl]-2-phenyl-1-butenyl]- (9CI) (CA INDEX NAME) o o o OTHER NAMES: CN 3-Hydroxytamoxifen o o o Double bond geometry as shown. OR: => D L1 Chemical Name Search

64. 64 1. Enter CAplus => FILE CAPLUS 2. Search the CAS RN => S L1 L2 147 L1 Chemical Name Search

65. 65 => D SCAN TI Treatment of psoriasis ST psoriasis treatment calmodulin antagonist; tamoxifen metabolite psoriasis treatment; droloxifene metabolite psoriasis treatment IT Pharmaceutical dosage forms (calmodulin antagonists in, for psoriasis treatment) o o o IT 522-51-0, Dequalinium chloride 6707-58-0, Dequalinium 22260-51-1, Bromocriptine mesylate 22916-47-8, Miconazole 25614-03-3, Bromocriptine 30484-77-6 31750-48-8, N-Desmethyl tamoxifen 52468-60-7, Flunarizine 68047-06-3, 4-Hydroxy tamoxifen 82413-20-5, Droloxifene 83647-33-0 157568-01-9 RL: BIOL (Biological study) (as calmodulin antagonist for psoriasis treatment) HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):1 Chemical Name Search

66. 66 o o o TI Two-step method for the production of E-1-[4'-(2-dimethylaminoethoxy)phenyl]-1-(3'- hydroxyphenyl)-2-phenyl-1-butene (droloxifene) ST droloxifene two step prepn; antiestrogenic prepn droloxifen o o o IT 82413-20-5P, Droloxifene RL: SPN (Synthetic preparation); THU (Therapeutic use); BIOL (Biological study); PREP (Preparation); USES (Uses) (two-step method for the prodn. Of droloxifene) HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):0 Chemical Name Search

67. 67 Tips for Chemical Name Searching If the chemical name contains: Superscripts Subscripts Italic letters/numbers DICHLOROMETHANE-D 2 Then your action is: Ignore the italicization or the fact that a character is super/subscripted => S DICHLOROMETHANE-D2/CN

68. 68 If the chemical name contains: Greek letters: α- ACETYLNAPHTHALENE Then your action is: Spell out the name of the Greek letter and place a period before and after the name of the Greek letter => S.ALPHA.-ACETYLNAPHTHALENE/CN Tips for Chemical Name Searching

69. 69 If the chemical name contains: Primes (apostrophes) N,N’-DIMETHYL-1,2-ETHANEDIAMINE Then your action is: Place quotation marks (“ ”) around the entire name => S “N,N’-DIMETHYL-1,2-ETHANEDIAMINE”/CN Tips for Chemical Name Searching

70. 70 If the chemical name contains: Parentheses 2-(1-ACETOXYETHYL)FURAN Then your action is: Place quotation marks (“ ”) around the entire name => S “2-(1-ACETOXYETHYL)FURAN”/CN Tips for Chemical Name Searching

71. 71 If the chemical name contains: Brackets BENZO[B]THIOPHENE Then your action is: Replace brackets with parentheses and place quotation marks (“ ”) around the entire name => E “BENZO(B)THIOPHENE”/CN Tips for Chemical Name Searching

72. 72 Tips for Trade Name Searching RULES Letters followed by numbers: => S SR 344/CN Numbers followed by letters : => S 25055N Letters between numbers: => S 23F203 Examples: M 0967E, D 450HF30, CS 03DE-FT2A

73. 73 Skills Practice Find RNs:  Dichloromethane-d 2  6,7-Dihydro-1H-cyclopenta[gh]perimidine  N,N',N''-Trinitroso-1,3,5-hexahydrotriazine  Tricyclo[6.2.0.0 2,10 ]decane  , ,  -Trifluorostyrene  GR117289X   1-4 -Corticotropin

74. 74 Modify the search question: Locate references discussing the preparation of 3-hydroxytamoxifen? CAS ROLES CAS Roles

75. 75 A Quick Reference Card on CAS Roles is available: http://info.cas.org/ONLINE/QR/casroles.pdf The CAS Roles on STN User Guide contains a complete description of CAS Roles, search strategies, and a list of compound class index headings to which CAS Roles are applied. http://www.cas.org/ONLINE/UG/roles.pdf CAS Roles

76. 76 Powerful CAS indexing terms that enable you to search for precise information on substances every indexed substance and to controlled index terms for classes of compoundsAssigned to every indexed substance and to controlled index terms for classes of compounds CAS Roles Introduced in 1994

77. 77 CAS Roles are assigned to –every chemical substance indexed via CAS RN e.g. 50-00-0, formaldehyde –controlled index terms for classes of compounds e.g., aldehydes, immunoglobulins, and fluoropolymers As many roles as necessary are used CAS Roles

78. 78 TI Synthesis of stereoselective exocyclic double bonds by the use of palladium catalysts IT Double bond Stereochemistry (synthesis of stereoselective exocyclic double bonds by the use of palladium catalysts) IT Alkenes, preparation RL: SPN (Synthetic preparation); PREP (Preparation) (synthesis of stereoselective exocyclic double bonds by the use of palladium catalysts) IT 7440-05-3, Palladium, uses RL: CAT (Catalyst use); USES (Uses) (synthesis of stereoselective exocyclic double bonds by the use of palladium catalysts) CAS ROLES linked to substances (same IT) CAS Roles

79. 79 CAS Roles ANST Analytical Study ANT Analyte AMX Analytical Matrix ARG Analytical Reagent Use ARU Analytical Role, Unclassified BIOL Biological Study ADV Adverse Effect, Including Toxicity AGR Agricultural Use BAC Biological Activity or Effector, Except Adverse (1) BCP Biochemical Process (2) BMF Bioindustrial Manufacture BOC Biological Occurrence BPN Biosynthetic Preparation BPR Biological Process (1) BSU Biological Study, Unclassified BUU Biological Use, Unclassified COS Cosmetic Use (2) DGN Diagnostic Use (2) DMA Drug Mechanism of Action (2) FFD Food or Feed Use MFM Metabolic Formation NPO Natural Product Occurrence (2) PAC Pharmacological Activity (2) PKT Pharmacokinetics (2) THU Therapeutic Use CMBI Combinatorial Study (2) CPN Combinatorial Preparation (2) CRT Combinatorial Reactant (2) CRG Combinatorial Reagent (2) CST Combinatorial Study (2) CUS Combinatorial Use (2 FORM Formation, Nonpreparative FMU Formation, Unclassified GFM Geological or Astronomical Formation MFM Metabolic Formation (1) OCCU Occurrence BOC Biological Occurrence (1) GOC Geological or Astronomical Occurrence NPO Natural Product Occurrence(2) OCU Occurrence, Unclassified POL Pollutant

80. 80 CAS Roles PREP Preparation BMF Bioindustrial Manufacture BPN Biosynthetic Preparation BYP Byproduct CPN Combinatorial Preparation(2) IMF Industrial Manufacture PNU Preparation, Unclassified PUR Purification or Recovery SPN Synthetic Preparation PROC Process BCP Biochemical Process (2) BPR Biological Process (1) GPR Geological or Astronomical Process PEP Physical, Engineering, or Chemical Process CPS Chemical Process (2) EPR Engineering Process (2) PYP Physical Process (2) REM Removal or Disposal RACT Reactant or Reagent(2,3) RCT Reactant (3) CRT Combinatorial Reactant(2) RGT Reagent (2) CRG Combinatorial Reagent (2) USES Uses AGR Agricultural Use ARG Analytical Reagent Use BUU Biological Use, Unclassified CAT Catalyst Use COS Cosmetic Use (2) CUS Combinatorial Use (2) DEV Device Component Use DGN Diagnostic Use (2) FFD Food or Feed Use MOA Modifier or Additive Use NUU Other Use, Unclassified (4) POF Polymer in Formulation TEM Technical or Engineered Material Use THU Therapeutic Use Standing alone roles MSC Miscellaneous PRP Properties

81. 81 Super Roles 9 Super Roles (4 letter codes) –ANST Analytical Study –BIOL Biological Study –CMBI Combinatorial Study –FORM Formation, Nonpreparative –MSC* Miscellaneous –OCCU Occurrence –PREP Preparation –PROC Process –PRP* Properties –RACT Reactant or Reagent –USES Uses

82. 82 Specific Roles Specific Roles (3 letter codes) –most up-posted to the 9 super roles –Example: CAT Catalyst also posted to USES –not up-posted: MSC Miscellaneous PRP Properties

83. 83 Customizing Role Display => SET ROLES ENTER OFF, CODES OR (TEXT):CODES SET COMMAND COMPLETED L1 ANSWER 1 OF 36968 CAPLUS COPYRIGHT 2001 ACS IT 7440-05-3, Palladium RL: DEV; USES => SET ROLES TEXT SET COMMAND COMPLETED L1 ANSWER 1 OF 36968 CAPLUS COPYRIGHT 2001 ACS IT 7440-05-3, Palladium RL: DEV (Device component use); USES (Uses)

84. 84 CAS Roles => fil caplus => help roles Overview of CAS role changes....... 1............... 2............... List of CAS Roles ANST Analytical Study ANT Analyte AMX Analytical Matrix ARG Analytical Reagent Use ARU Analytical Role, Unclassified BIOL Biological Study.................

85. 85 CAS Roles => e ant/rl E# FREQUENCY AT TERM -- --------- -- ---- E1 1001098 10 ANST/RL E2 0 5 ANST VALID VOL. 66 (1967) TO PRESENT/RL E3 780201 4 --> ANT/RL E4 0 2 ANT VALID VOL. 66 (1967) TO PRESENT/RL E5 124922 6 ARG/RL.................

86. 86 CAS Roles => e e3+all E23 1001098 BT1 ANST/RL E24 0 BT1 ANST valid Vol. 66 (1967) to present/RL E25 780201 --> ANT/RL E26 780201 Analyte/RL NOTE Vol. 66 (1967) to present - Assigned a substance in studies where the substance is being detected,....................... ********** END **********

87. 87 Roles are “linked” (L) to substances - CAS Roles

88. 88 CAS Roles

89. 89 Roles assigned by computer algorithm Most records from this time were only assigned Super roles, based on available information Include super role as part of search strategy => S NITRO COMPOUNDS (L) BIOL/RL AND PY<1995 => s ASPARAGUS (L) USES/RL AND PY<1995 CAS Roles 1907 - 1994

90. 90 Display formats that show CAS Roles RL IT HITIND HITRN HITSTR IND SAM SCAN ALL

91. 91 Chemical Name Search Refinement => fil reg => S 3-HYDROXYTAMOXIFEN/CN L1 1 3-HYDROXYTAMOXIFEN/CN

92. 92 => file caplus => S L1/PREP 147 L1 2680398 PREP/RL L3 8 L1/PREP (L1 (L) PREP/RL) Valid syntax only for RNs containig L Valid syntax in any case Chemical Name Search Refinement

93. 93 => D SCAN TI Two-step method for the production of E-1- [4'-(2-dimethylaminoethoxy)phenyl]-1-(3'- hydroxyphenyl)-2-phenyl-1-butene (droloxifene) ST droloxifene two step prepn; antiestrogenic prepn droloxifene o o o IT 82413-20-5P, Droloxifene RL: SPN (Synthetic preparation); THU (Therapeutic use); BIOL (Biological study); PREP (Preparation); USES (Uses) (two-step method for the prodn. of droloxifene) HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):0 Chemical Name Search Refinement

94. 94 BIB = bibliographic information (the default) plus some citations CBIB = bibliographic information in a compressed form ABS = abstract with grafics (if available) AB = only abstract ALL = full record, with all citations Chemical Name Search Refinement Display format in CAPlus

95. 95 Chemical Name Search Refinement Find papers and patents on methods of biosynthesis or large-scale biosynthetic preparation of calcitonin.

96. 96 1.Locate CAS RN in REGISTRY file 2.Enter CAplus, identify appropriate CAS Role 3. Locate references citing substance in desired role p. 11 Chemical Name Search Refinement

97. 97 => FILE REGISTRY => E CALCITONIN/CN E1 1 CALCITEX 902/CN E2 1 CALCITIC LIMESTONE/CN E3 1 --> CALCITONIN/CN E4 1 CALCITONIN (BUFO JAPONICUS)/CN => S E3 Chemical Name Search Refinement

98. 98 => D L1 L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2001 ACS RN 9007-12-9 REGISTRY CN Calcitonin (9CI) (CA INDEX NAME) OTHER NAMES: CN Calcitrin CN Thyrocalcitonin MF Unspecified CI PMS, COM, MAN PCT Manual registration LC STN Files: AGRICOLA, AIDSLINE, ANABSTR, BIOBUSINESS, BIOSIS, BIOTECHNO, CA, CABA, CANCERLIT, CAPLUS, CBNB, CEN, CHEMCATS, CHEMLIST, CIN, CSCHEM, DDFU, DIOGENES, DRUGNL, DRUGU, DRUGUPDATES, EMBASE, HSDB*, IFICDB,IFIPAT, IFIUDB, IMSDIRECTORY, IPA, MEDLINE, MRCK*, NAPRALERT, NIOSHTIC,PHAR, PROMT, RTECS*, TOXLINE, TOXLIT, USPATFULL Chemical Name Search Refinement

99. 99 Identify CAS Roles => FILE CAPLUS => E BMF+ALL/RL E1 4814071 BT1 BIOL/RL E2 2734101 BT1 PREP/RL E3 42279 --> BMF/RL E4 42279 Bioindustrial Manufacture/RL NOTE For commercial-scale biomanufacture of the substance. => E BPN+ALL/RL E1 4814071 BT1 BIOL/RL E2 2734101 BT1 PREP/RL E3 59633 --> BPN/RL E4 59633 Biosynthetic Preparation/RL NOTE For lab-scale biosynthesis

100. 100 => FILE CAPLUS => S L1/BPN or L1/BMF Multiple roles on REGISTRY L-numbers can be searched using the OR operator. Or: => S L1(L)(BPN or BMF)/RL Chemical Name Search Refinement

101. 101 => D SCAN TI HIT L2 58 ANSWERS CAPLUS COPYRIGHT 2001 ACS TI Large-scale preparation of recombinant human calcitonin from a multimeric fusion protein produced in Escherichia coli IT 9007-12-9P, Calcitonin RL: BMF (Bioindustrial manufacture); BIOL (Biological study); PREP (Preparation)(large-scale prepn. of recombinant human calcitonin from multimeric fusion protein produced in Escherichia coli) HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):3 Chemical Name Search Refinement

102. 102 VancomycinVancomycin Are there any recent combinatorial studies aimed at restoring the potency of this important antibiotic through chemical manipulation of the vancomycin structure? CAS Roles

103. 103 => FILE REG => S VANCOMYCIN/CN L1 1 VANCOMYCIN/CN => FILE CAPLUS => S L1(L) CMBI/RL 4084 L1 107 L1/D 202 CMBI/RL L2 1 (L1 OR L1/D) (L) CMBI/RL CAS Roles

104. 104 => D BIB ABS HIT L2 ANSWER 1 OF 1 CAPLUS COPYRIGHT 2002 ACS AN 2001:689112 CAPLUS Full-text DN 136:70060 TI Synthesis and biological evaluation of vancomycin dimers with potent activity against vancomycin- resistant bacteria: target-accelerated combinatorial synthesis AU Nicolaou, K. C.; Hughes, Robert; Cho, Suk Young; Winssinger, Nicolas; Labischinski, Harald; Endermann, Rainer CS Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, CA, 92037, USA SO Chemistry--A European Journal (2001), 7(17), 3824-3843 CODEN: CEUJED; ISSN: 0947-6539 PB Wiley-VCH Verlag GmbH DT Journal LA English o o o CAS Roles

105. 105 I am specifically interested in process engineering studies for industrial scale separation of enantiomers. Can the roles help? CAS Roles

106. 106 => FILE CAPLUS => S (RESOLUTION OR SEPARATION) AND ENANTIOMER 77006 RESOLUTION 831 RESOLUTIONS O O O 514324 SEPARATION (SEPARATION OR SEPN) 18336 ENANTIOMER 19852 ENANTIOMERS 28986 ENANTIOMER (ENANTIOMER OR ENANTIOMERS) L1 10974 (RESOLUTION OR SEPARATION) AND ENANTIOMER CAS Roles

107. 107 => S L1 AND EPR/RL 1778 EPR/RL L2 2 L1 AND EPR/RL CAS Roles

108. 108 => D 1-2 BIB ABS HITIND L2 ANSWER 1 OF 2 CAPLUS COPYRIGHT 2002 ACS AN 2001:823763 CAPLUS Full-text DN 136:104180 TI Electrodialysis System for Large-Scale Enantiomer Separation AU van der Ent, Ed M.; Thielen, Tom P. H.; Stuart, Martien A. Cohen; van der Padt, Albert; Keurentjes, Jos T. F. o o o AB A system was developed for large-scale enantiomer sepns that can be regarded as the scale-up of a capillary electrophoresis system. o o o CAS Roles

109. 109 L2 ANSWER 2 OF 2 CAPLUS COPYRIGHT 2002 ACS AN 2001:740268 CAPLUS Full-text DN 136:87457 TI Modelling multiple chemical equilibria in chiral partition systems AU Koska, J.; Haynes, C. A. o o o AB Ligand-exchange chiral extn. (LEXCEX) technol. For large-scale continuous resolution of enantiomers of amino acids and chiral therapeutics and drug precursors was studied. LEXCEX is based on the o o o IT Ligands RL: EPR (Engineering process); NUU (Other use, unclassified); PEP (Physical, engineering or... CAS Roles

110. 110 Titanium dioxide, CAS RN 13463-67-7, is used in many applications from paints to fillers in plastics. I am only interested in the use of TiO 2 in cosmetics, starting from 2002, but I don’t want to restrict myself to any specific cosmetic application. CAS Roles

111. 111 => FILE HCAPLUS => SET RANGE=2002, SET COMMAND COMPLETED => S 13463-67-7 (L) COS/RL REG1stRY INITIATED o o o L2 1296 L1 875 COS/RL L3 55 L2 (L) COS/RL CAS Roles

112. 112 If we search on the generic cosmetic search term in the basic index, we get fewer answers => S 13463-67-7 (L) COS? REG1stRY INITIATED L5 1296 L4 7527 COS? L6 31 L5 (L) COS? CAS Roles

113. 113 => D SCAN L3 TI HIT L3 55 ANSWERS HCAPLUS COPYRIGHT 2002 ACS TI Methods of enhancing delivery of oil-soluble skin care actives using silicones IT 58-95-7, Vitamin E acetate 68-26-8, Retinol o o o 13463-67-7, Titanium dioxide, biological studies 23089-26-1, (-)-  -Bisabolol o o o RL: COS (Cosmetic use); BIOL (Biological study); USES (Uses) (cosmetic emulsions containing silicone elastomers for enhancement of delivery of oil-soluble skin care actives) HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):2 CAS Roles

114. 114 Searching CAS Roles in File Registry

115. 115 9 Super Roles (4 letter codes) –ANST Analytical Study –BIOL Biological Study –CMBI Combinatorial Study –FORM Formation, Nonpreparative –MSC* Miscellaneous –OCCU Occurrence –PREP Preparation –PROC Process –PRP* Properties –RACT Reactant or Reagent –USES Uses CAS Roles in Registry

116. 116 CAS Roles in Registry Search Fields for super roles and document types in REGISTRY

117. 117 CAS Roles in Registry => 504-76-7 L1 1 504-76-7 (504-76-7/RN) (default display IDE) => D (default display IDE) L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2005 ACS on STN RN 504-76-7 REGISTRY ED Entered STN: 16 Nov 1984 CN Oxazolidine (7CI, 8CI, 9CI) (CA INDEX NAME) OTHER NAMES: CN 1,3-Oxazacyclopentane CN 1,3-Oxazolidine CN 1-Oxa-3-azacyclopentane CN Oxazole, tetrahydro- CN Tetrahydrooxazole FS 3D CONCORD MF C3 H7 N O CI COM, RPS LC STN Files: AGRICOLA, BEILSTEIN*,.....

118. 118 CAS Roles in Registry => d iderl L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2005 ACS on STN RN 504-76-7 REGISTRY ED Entered STN: 16 Nov 1984 CN Oxazolidine (7CI, 8CI, 9CI) (CA INDEX NAME)..................... DT.CA CAplus document type: Conference; Dissertation; Journal; Patent; Report RL.P Roles from patents: BIOL (Biological study); PREP (Preparation); PROC (Process); PRP (Properties); RACT (Reactant or reagent); USES (Uses); NORL (No role in record) RLD.P Roles for non-specific derivatives from patents: ANST (Analytical study); BIOL (Biological study); FORM (Formation, nonpreparative); PREP (Preparation); PROC (Process); PRP (Properties); RACT (Reactant or reagent); USES (Uses).......................

119. 119 CAS Roles in Registry => s oxazole? L1 72936 OXAZOLE? => s l1 and prep/rls.p 7096217 PREP/RL.P 129284 PREP/RLD.P 7171863 PREP/RLS.P (PREP/RL.P,RLD.P) L2 28471 L1 AND PREP/RLS.P

120. 120 CAS Roles in Registry => d L2 ANSWER 1 OF 28471 REGISTRY COPYRIGHT 2005 ACS on STN RN 800413-52-9 REGISTRY CN 2-Propenoic acid, 2-methyl-, butyl ester, polymer with cyclohexyl 2-methyl-2-propenoate, 4,5-dihydro-2-(1-methylethenyl)oxazole, methyl 2-methyl-2-propenoate,  -(1-oxo-2-propenyl)-  -methoxypoly(oxy- 1,2-ethanediyl) and 2-propenoic acid (9CI) (CA INDEX NAME) MF (C10 H16 O2. C8 H14 O2. C6 H9 N O. C5 H8 O2. C3 H4 O2. (C2 H4 O)n C4 H6 O2)x CI PMS PCT Polyacrylic, Polyether, Polyvinyl SR CA LC STN Files: CA, CAPLUS, USPATFULL DT.CA CAplus document type: Patent RL.P Roles from patents: PREP (Preparation); PRP (Properties); USES (Uses)

121. 121 CAS Roles in Registry HINT: USE CAS ROLES IN CA Files NOT IN REGISTRY

122. 122 CAS Roles in Registry HINT: Select CAS ROLES IN REGISTRY to find the roles linked to RNs

123. 123 => fil reg => c6/es(p)nonc2/es and cnrs=>2 and c h n o/elf L5 5250 C6/ES(P)NONC2/ES AND CNRS=>2 AND C H N O/ELF => sel rl L6 SEL L5 1- RL : 8 TERMS CAS Roles in Registry

124. 124 => d L6 SEL L5 1- RL : 8 TERMS TERM # # OCC # DOC % DOC RL ------ ------- ------ ------ --------------- 1 1747 1747 33.28 PREPARATION 2 1102 1102 20.99 BIOLOGICAL STUDY 3 387 387 7.37 REACTANT OR REAGENT 4 152 152 2.90 PROPERTIES 5 115 115 2.19 NO ROLE IN RECORD 6 64 64 1.22 PROCESS 7 15 15 0.29 FORMATION, NONPREPARATIVE 8 1 1 0.02 ANALYTICAL STUDY ********* END OF L6 *** CAS Roles in Registry

125. 125 CAS Roles in Registry

126. 126 CAS Roles in Registry

127. 127 Searching RNs in CAPlus

128. 128 => fil reg => 13463-67-7 L1 1 13463-67-7 (13463-67-7/RN) => d L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2003 ACS RN 13463-67-7 REGISTRY CN Titanium oxide (TiO2) (8CI, 9CI) (CA INDEX NAME) OTHER NAMES: CN 1385RN59 CN 1500D........... AR 51745-87-0 DR 494848-07-6, 494848-23-6, 494851-77-3, 494851-98-8, 12000-59-8, 12701-76-7, 12767-65-6, 12789-63-8, 1309-63-3, 1344-29-2, 55068-84-3, 55068-85-4, 62338-64-1, 101239-53-6, 98084-96-9, 37230-92-5, 37230-94-7, 100292-32-8 37230-95-8, 37230-96-9, 39320-58-6, 39360-64-0, 39379-02-7, 100292-32-8, 116788-85-3, 185323-71-1, 185828-91-5, 188357-76-8, 188357-79-1, 195740-11-5, 221548-98-7, 224963-00-2, 246178-32-5, 252962-41-7 Searching with RNs

129. 129 => fil caplus => 13463-67-7 REG1stRY INITIATED Substance data SEARCH and crossover from CAS REGISTRY in progress... Use DISPLAY HITSTR (or FHITSTR) to directly view retrieved structures. L3 113339 L2 => 13463-67-7/bi L4 112373 13463-67-7/BI => l3 not l4 L5 966 L3 NOT L4 Searching with RNs

130. 130 => d hit L5 ANSWER 1 OF 966 CAPLUS COPYRIGHT 2003 ACS 100292-32-8(searched 13463-67-7) IT 100292-32-8, Ti-Pure R 900 (searched 13463-67-7) RL: MOA (Modifier or additive use); USES (Uses) (opacifying agent; prepaints and method of preparing road-marking paints from prepaints) Searching with RNs

131. 131 => 13463-67-7/rn 112373 13463-67-7 1543 13463-67-7D L6 111080 13463-67-7/RN (13463-67-7 (NOTL) 13463-67-7D ) => l4 not l6 L7 1293 L4 NOT L6 Searching with RNs

132. 132 => d hit L7 ANSWER 1 OF 1293 CAPLUS COPYRIGHT 2003 ACS IT............ D 13463-67-7D, Titanium oxide,........ => d hit l6 L6 ANSWER 1 OF 112373 CAPLUS COPYRIGHT 2003 ACS IT....... 13463-67-7, Titania.......... Searching with RNs

133. 133 => fil reg => 146167-56-8 L1 1 146167-56-8/RN => d rn dr RN 146167-56-8 REGISTRY DR 157279-93-1, 157279-94-2, 187593-03-9, 286010-31-9 Searching with RNs

134. 134 => fil caplus => L1 L2 4 L1 => 146167-56-8 REG1stRY INITIATED crossover from CAS REGISTRY in progress.. L4 4 L3 Searching with RNs

135. 135 => d kwic 1-4 L4 ANSWER 1 OF 4 IT... 157279-93-1D... L4 ANSWER 2 OF 4 IT.. 157279-93-1D.. IT.. 157279-93-1P.. L4 ANSWER 3 OF 4 IT.. 146167-56-8P..157279-93-1P.. L4 ANSWER 4 OF 4 IT.. 146167-56-8DP.. IT.. 146167-56-8P.. DR 157279-93-1, 157279-94-2, 187593-03-9, 286010-31-9 RN 146167-56-8 Searching with RNs

136. 136 => 146167-56-8/bi L5 2 146167-56-8/BI => d kwic 1-2 L5 ANSWER 1 OF 2 IT... 146167-56-8P.... L5 ANSWER 2 OF 2 IT..146167-56-8DP.. IT..146167-56-8P.. Answers 3,4 from L4 Selected, from L4, only answers with searched RN Searching with RNs

137. 137 => 146167-56-8/rn 2 146167-56-8 1 146167-56-8D L6 2 146167-56-8/RN (146167-56-8(NOTL)146167-56-8D) Searching with RNs

138. 138 => d l6 kwic 1-2 L6 ANSWER 1 OF 2 IT... 146167-56-8P.... L6 ANSWER 2 OF 2 IT... 146167-56-8P.... Answers 3,4 from L4 D Selected, from L4, only answers with searched RN, without D suffix. Searching with RNs

139. 139 General Chemistry 1What is the structure of the substance named Lupersol 223? –Any references on its preparation? –Any preparations from patents? 2Locate references discussing methods for detecting the herbicide Nicosulfuron. Pharmaceutical Chemistry 1What is the structure of the drug sumatriptan? –Preparation? –Patents? 2Find references from CAplus discussing toxic effects of roxithromycin 3Find information, reports, or literature that discusses the synthesis of virginiamycin M1. Skills Practice

140. 140 Molecular Formula Searching

141. 141 Arrange Molecular Formula in Hill System Order Inorganic Compounds - No Carbon Present : Arrange the elements in alphabetical order and indicate the number of each element present. If an element is present only once, no number is required. H2O4S CLHCL6SB

142. 142 Substances Containing Carbon: Arrange the carbons first, hydrogens second (if present), and all other elements in alphabetical order. C8H18C2AG2N8C9H8CL4N8O Arrange Molecular Formula in Hill System Order

143. 143 If there is a carbon-containing component and a non-carbon containing component Then the order of arrangement is… Carbon -containing component comes first Example: C2H402.K/MF Arrange Molecular Formula in Hill System Order

144. 144 If there are no carbon-containing components Then the order of arrangement is… Alphabetical, using the first element of each component Example: H2O4S.2K/MF Arrange Molecular Formula in Hill System Order

145. 145 If all components contain carbon Then the order of arrangement is… Component with highest number of carbons comes first, with others arranged in descending order Example: (C8H8.C2H4)X/MF Arrange Molecular Formula in Hill System Order

146. 146 If two or more components have the same number of carbons Then the order of arrangement is… Determine the number of hydrogen atoms; the component with the highest number of hydrogens comes first Example: C3H9N.C3H6O2/MF Arrange Molecular Formula in Hill System Order

147. 147 If two or more components have the same number of carbons and hydrogens Then the order of arrangement is… Alphabetical, using the remaining elements Example: (C2H3Cl.C2H3F)X /MF Arrange Molecular Formula in Hill System Order

148. 148 If a ratio is needed between components Then … the ratio is specified so that the count for the first component is 1 Examples: calcium acetate is C2H4O2.1/2CA, disodium adipate is C6H10O4.2NA Arrange Molecular Formula in Hill System Order

149. 149 The following substance has insecticidal activity. Find references to it. ( You know a molecular formula ) Molecular Formula Searching

150. 150 3. Locate CAS RN of interest 2. Logon to STN 1. Arrange molecular formula in Hill System order 4, 5. Locate references, display answers, and Logoff Molecular Formula Searching

151. 151 Write the molecular formula of this substance in Hill system order. C14H9Cl2FN2O2 Arrange Molecular Formula in Hill System Order

152. 152 => FILE REGISTRY => E C14H9CL2FN2O2/MF E1 2 C14H9CL2FN2/MF E2 6 C14H9CL2FN2O/MF E3 9 --> C14H9CL2FN2O2/MF E4 1 C14H9CL2FN2O2S/MF o o o E11 1 C14H9CL2FN2O7S/MF E12 10 C14H9CL2FN2OS/MF Verify presence of molecular formula

153. 153 => S E3 L1 9 C14H9CL2FN2O2/MF => D SCAN L1 9 ANSWERS REGISTRY COPYRIGHT 2000 ACS IN Benzamide, 2,6-dichloro-N-[[(3- fluorophenyl)amino]carbonyl]- (9CI) MF C14 H9 Cl2 F N2 O2 HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):1 Run the search

154. 154 L1 9 ANSWERS REGISTRY COPYRIGHT 2000 ACS IN Benzamide, 2,6-dichloro-N- [[(4-fluorophenyl)amino]carbonyl]- (9CI) MF C14 H9 Cl2 F N2 O2 HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):0 Evaluate answers (identify relevant name fragment)

155. 155 => S L1 AND 4-FLUOROPHENYL 9345976 4 244865 FLUOROPHENYL 122985 4-FLUOROPHENYL (4(W)FLUOROPHENYL) L2 2 L1 AND 4-FLUOROPHENYL => S L2 AND 2,6-DICHLORO 424342 2,6 529042 DICHLORO 51499 2,6-DICHLORO (2,6(W)DICHLORO) L3 1 L2 AND 2,6-DICHLORO Isolate relevant answers

156. 156 => D L3 1 IDE L3 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2000 ACS RN 35372-56-6 REGISTRY CN Benzamide, 2,6-dichloro-N-[(4fluorophenyl) amino]carbonyl]- (9CI) (CA INDEX NAME) FS 3D CONCORD MF C14 H9 Cl2 F N2 O2 LC STN Files: BEILSTEIN*, CA, CAPLUS, CASREACT, IFICDB, IFIPAT, IFIUDB, TOXLIT, USPATFULL 14 REFERENCES IN FILE CA (1967 TO DATE) 14 REFERENCES IN FILE CAPLUS (1967 TO DATE) Isolate relevant answers

157. 157 Locate references Citing the Substance => FILE CAPLUS => S L13 L4 14 L3

158. 158 => D SCAN L4 14 ANSWERS CAPLUS COPYRIGHT 2000 ACS CC 5-4 (Agrochemical Bioregulators) TI Larvicidal effects of benzoylphenylureas against the lesser mealworm (Coleoptera: Tenebrionidae): quantitative structure-activity relationships ST larvicide benzoylphenylurea QSAR lesser mealworm; o o o IT 1821-33-6 1821-33-6D, derivs. 35367-09-0 35367-14-7 35367-29-4 35367-31-8 35372-56-6 o o o RL: AGR (Agricultural use); BAC (Biological activity or effector, except adverse); BIOL (Biological study); USES (Uses) (larvicidal activity of benzoylphenylureas against lesser mealworm in relation to structure) Evaluate answers

159. 159 Special Case: Salts of Acids To determine the /MF for salts of acids, do the following Remove the metal from the acid. Replace it with hydrogen. Determine the formula for the neutral fragment. Separate the acid formula from the metal formula with a period. The carbon-containing acid comes first. The coefficient of the first component is always equal to 1.

160. 160 Special Case:Salts of Acids Sodium acetate REGISTRY representation Molecular formula in /MF C2H4O2.Na Bi-component compound, then Field NC (Number Components) = 2

161. 161 Special Case: Salts of Amines To determine the /MF for amine salts quaternized with at least one hydrogen atom, do the following: Remove the hydrogen from the amine. Add it to the anion. Determine the formulas for the neutral fragments. Separate the formulas with a period. The carbon- containing formula comes first.

162. 162 Trimethylammonium chloride REGISTRY representation Molecular formula in /MF C3H9N.CLH Special Case: Salts of Amines

163. 163 To determine the /MF for amine salts quaternized without any hydrogen atom, do the following: 1Determine the formula for each charged fragment. 2Separate the formulas with a period. The carbon- containing formula comes first. Special Case: Salts of Amines

164. 164 Tetramethylammonium chloride MF = C4H12N.Cl Special Case: Salts of Amines

165. 165 Special Case: Polymers CAS definition - a natural or synthetic macromolecule formed by linking together smaller molecules (monomers). Most polymers are registered by CAS in terms of their component monomers.

166. 166 The molecular formula for polymers in /MF – all the monomer component formulas enclosed in parentheses – and separated by periods if more than one component monomer is present – followed by “X” – ratios between monomers are ignored – component with the highest number of carbons comes first – other components arranged in descending order Special Case: Polymers

167. 167 Homopolymer Polystyrene - homopolymer of Molecular formula in /MF (C8H8)X Which is the NC value? Special Case: Polymers

168. 168 Copolymer Vinyl acetate-vinyl chloride-vinyl fluoride copolymer Molecular formula in /MF (C4H6O2.C2H3Cl.C2H3F)X Which is the NC value? Special Case: Polymers

169. 169 1.Write the /MF search terms for the following substances: Sodium palmitate _______________________ Calcium palmitate _______________________ Palmitic acid _______________________ Palmitic acid = CH 3 (CH 2 ) 14 CO 2 H 2.Formulate the search query to locate the CAS RN for the ammonium salt of palmitic acid. => C16H32O2.Na C16H32O2.1/2Ca C16H32O2 S C16H32O2.H3N/MF Skills Practice

170. 170 1.Write the /MF search terms for the following substances: Sodium acetate monohydrate _______________________ Trimethylammonium-hydrochloride monohydrate _______________________ Disodium malonate _______________________ Copper malonate _______________________ Copper acetate _______________________ C2H4O2.H2O.Na C3H9N.CLH.H2O C3H4O4.2Na C2H4O2.1/2Cu Skills Practice C3H4O4.Cu

171. 171 Locate the CAS RNs for lacceric acid and its salts. Lacceric acid = CH 3 (CH 2 ) 30 CO 2 H Write the MF = C32H64O2 Retrieving Acids or Bases and Their Salts

172. 172 Retrieving Acids or Bases and Their Salts MF index contains the complete molecular formula for a substance. Basic Index contains the individual component formulas making up the complete molecular formula

173. 173 Hint: To retrieve a substance and all multi-component substances of which it is a component (such as salts and mixtures), search the molecular formula for the substance in /BI (not /MF). Worksheet: Retrieve lacceric acid and its salts. Retrieving Acids or Bases and Their Salts

174. 174 => FILE REGISTRY => E C32H64O2 E1 1 C32H64O17P2/BI E2 1 C32H64O18/BI E3 121 --> C32H64O2/BI E4 1 C32H64O20P4RU4/BI o o o => S E3 L1 121 C32H64O2/BI Retrieving Acids or Bases and Their Salts

175. 175 => D SCAN L1 121 ANSWERS REGISTRY COPYRIGHT 2000 ACS IN 9-Dotriacontanone, 5-hydroxy- (9CI) MF C32 H64 O2 HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):1 Retrieving Acids or Bases and Their Salts

176. 176 o o o L1 121 ANSWERS REGISTRY COPYRIGHT 2000 ACS IN Dotriacontanoic acid (6CI, 7CI, 8CI, 9CI) MF C32 H64 O2 CI COM HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):0 The dotriacontanoic name segment will help isolate this acid and its salts. Retrieving Acids or Bases and Their Salts

177. 177 => S L1 AND DOTRIACONTANOIC 120 DOTRIACONTANOIC L2 3 L1 AND DOTRIACONTANOIC => D L2 1-3 IDE L2 ANSWER 1 OF 3 REGISTRY COPYRIGHT 2000 ACS RN 127558-98-9 REGISTRY CN Dotriacontanoic acid, calcium salt (9CI) MF C32 H64 O2. 1/2 Ca SR CA LC STN Files: CA, CAPLUS, TOXLIT CRN (3625-52-3) o o o Retrieving Acids or Bases and Their Salts

178. 178 Locate the CAS RNs for tamoxifen and its salts or mixtures,taking in account all the stereoisomers Retrieving Acids or Bases and Their Salts

179. 179 => fil reg => tamoxifen/cn L1 1 TAMOXIFEN/CN => d ……………………… CN Ethanamine, 2-[4-[(1Z)-1,2- diphenyl-1-butenyl]phenoxy]-N,N- dimethyl- ……………………… C26 H29 N O MF C26 H29 N O ……………………… Retrieving Acids or Bases and Their Salts

180. 180 => C26H29NO L2 444 C26H29NO => l2 and ethanamine(l)1,2-diphenyl(l)1- butenyl(l)phenoxy(l)N,N-dimethyl and nc=1 L3 20 L2 AND NC=1 Retrieving Acids or Bases and Their Salts

181. 181 => l2 and ethanamine(l)1,2-diphenyl(l)1- butenyl(l)phenoxy(l)N,N-dimethyl L4 42 L2 AND ETHANAMINE AND 1,2- DIPHENYL-1-BUTENYL AND PHENOXY AND N,N-DIMETHYL => l4 not l3 L5 22 L4 NOT L3 Retrieving Acids or Bases and Their Salts

182. 182 Retrieving Acids or Bases and Their Salts

183. 183 Retrieving Polymer or Copolymer Locate the CAS RNs for Styrene and its homopolymer or copolymer

184. 184 => fil reg => styrene/cn L1 1 STYRENE/CN => d RN 100-42-5 REGISTRY CN Benzene, ethenyl- (9CI) OTHER CA INDEX NAMES: CN Styrene (8CI) MF C8H8 Retrieving Polymer or Copolymer

185. 185 => c8h8 and (poly? or copoly?) and (styrene or benzene(a)ethenyl) L3 59464 C8H8 AND (POLY? OR COPOLY?) AND (STYRENE OR BENZENE(A)ETHENYL) Retrieving Polymer or Copolymer

186. 186 IN.. polymer with ethenylbenzene,......... MF (C11 H20 O2. C8 H8. C7 H12 O3. C6 H10 O3)x _______________ IN.. polymer with ethenylbenzene,......... MF (C9 H9 Cl. C8 H8. C2 H4 O)x Retrieving Polymer or Copolymer

187. 187 General Chemistry 1-Amino-2-propanol is an important intermediate in the preparation of certain compounds. Locate references discussing preparations of the R enantiomer of this substance. Skills Practice

188. 188 => fil reg => 1-Amino-2-propanol/cn L1 1 1-AMINO-2-PROPANOL/CN => d L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2004 ACS on STN RN 78-96-6 REGISTRY CN 2-Propanol, 1-amino- (8CI, 9CI) (CA INDEX NAME) MF C3 H9 N O

189. 189 => c3h9no/mf L2 73 C3H9NO/MF => l2 and 2-propanol(l)1-amino L3 6 L2 AND 2-PROPANOL(L)1-AMINO => l3 and r 665008 R L4 1 L3 AND R

190. 190 => fil caplus => l4/prep L5 19 L4/PREP (L4 (L) PREP/RL) => d hitstr

191. 191 L5 ANSWER 1 OF 19 CAPLUS COPYRIGHT 2004 ACS on STN IT 2799-16-8P RL: SPN (Synthetic preparation); PREP (Preparation) (synthesis of amines by one pot oxidative decarboxylation of  -amino acids induced by NBS and reduction) RN 2799-16-8 CAPLUS CN 2-Propanol, 1-amino-, (2R)- (9CI) (CA INDEX NAME) Absolute stereochemistry. Rotation (-).

192. 192 What is known about the homopolymer of this monomer? Skills Practice

193. 193 => fil reg => c12h14clno4/mf L1 398 C12H14CLNO4/MF => d scan Glutamic acid IN Glutamic acid, 3-chloro-, 5-benzyl ester, threo- (8CI) MF C12 H14 Cl N O4 Relative stereochemistry.

194. 194 => l1 and glutamic acid L2 15 L1 AND GLUTAMIC ACID => d scan IN D-Glutamic acid, N-[(4-chlorophenyl)methyl]- (9CI) MF C12 H14 Cl N O4 Absolute stereochemistry.

195. 195 => L-Glutamic acid, 5-"((4-chlorophenyl)methyl)" ester/cn L3 1 L-GLUTAMIC ACID, 5-"((4-CHLOROPHENYL)METHYL)" ESTER/CN L3 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2006 ACS on STN RN 20806-20-6 REGISTRY ED Entered STN: 16 Nov 1984 CN L-Glutamic acid, 5-[(4-chlorophenyl)methyl] ester (9CI)...............................

196. 196 l- => "(c12h14clno4)"x/mf and l-glutamic acid (l)5(l)4-chlorophenyl L4 1 "(C12H14CLNO4)"X/MF AND L-GLUTAMIC ACID (L)5(L)4-CHLOROPHENYL => d L4 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2006 ACS on STN RN 25249-34-7 REGISTRY ED Entered STN: 16 Nov 1984 CN L-Glutamic acid, 5-[(4-chlorophenyl)methyl] ester, homopolymer => "(c12h14clno4)"x/mf and glutamic acid (l)5(l)4-chlorophenyl L5 2 "(C12H14CLNO4)"X/MF AND GLUTAMIC ACID (L)5(L)4-CHLOROPHENYL

197. 197 => 20806-20-6/crn and homopolymer? L7 1 20806-20-6/CRN AND HOMOPOLYMER? => c12h14clno4 and l-glutamic acid(l)5(l)4(l)chlorophenyl(l)homopolymer L8 1 C12H14CLNO4 AND L-GLUTAMIC....... => c12h14clno4 and glutamic acid(l)5(l)4(l)chlorophenyl(l)homopolymer L9 2 C12H14CLNO4 AND GLUTAMIC.........

198. 198 Find copolymers between the following monomers: Skills Practice

199. 199 => fil reg => acrylic acid/cn L1 1 ACRYLIC ACID/CN => d L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2004 ACS on STN RN 79-10-7 REGISTRY CN 2-Propenoic acid (9CI) (CA INDEX NAME) OTHER CA INDEX NAMES: CN Acrylic acid (6CI, 7CI, 8CI) MF C3 H4 O2

200. 200 => methacrylic acid/cn L2 1 METHACRYLIC ACID/CN => d L2 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2004 ACS on STN RN 79-41-4 REGISTRY CN 2-Propenoic acid, 2-methyl- (9CI) (CA INDEX NAME) OTHER CA INDEX NAMES: CN Methacrylic acid (8CI) MF C4 H6 O2

201. 201 => "(c4h6o2.c3h4o2)"x/mf L3 19 "(C4H6O2.C3H4O2)"X/MF => l3 and (2-Propenoic acid or acrylic) and (2-methyl or methacrylic) L4 3 L3 AND (2-PROPENOIC ACID OR ACRYLIC) AND (2- METHYL OR METHACRYLIC) => d 1-3 RN 160142-14-3 REGISTRY CN 2-Propenoic acid, 2-methyl-, polymer with 2-propenoic acid, block(9CI) (CA INDEX NAME) RN 57107-60-5 REGISTRY * CN 2-Propenoic acid, 2-methyl-, polymer with 2-propenoic acid, tributylstannyl deriv. (CA INDEX NAME) RN 25751-21-7 REGISTRY CN 2-Propenoic acid, 2-methyl-, polymer with 2-propenoic acid (9CI) (CA INDEX NAME)

202. 202 => fil reg => c4h6o2(l)c3h4o2 L1 7876 C4H6O2(L)C3H4O2 => l1 and (2-Propenoic acid or acrylic) and (2-methyl or methacrylic) L2 5913 L1 AND (2-PROPENOIC ACID OR ACRYLIC) AND (2-METHYL OR METHACRYLIC) => l2 and nc=2 2886749 NC=2 L3 3 L2 AND NC=2 => l2 and nc=3 678011 NC=3 L4 326 L2 AND NC=3 => d mf L4 ANSWER 1 OF 326 REGISTRY COPYRIGHT 2004 ACS on STN MF (C6 H9 N O. C4 H6 O2. C3 H4 O2)x

203. 203 => c4h6o2.c3h4o2 L5 0 C4H6O2.C3H4O2 (C4H6O2(W)C3H4O2) => "(c4h6o2.c3h4o2)"x L6 0 "(C4H6O2.C3H4O2)"X ("C4H6O2"(W)"C3H4O2"(W)X) => "(c4h6o2.c3h4o2)x" L7 77 "(C4H6O2.C3H4O2)X" => l7 and (2-Propenoic acid or acrylic) and (2-methyl or methacrylic) L8 36 L7 AND (2-PROPENOIC ACID OR ACRYLIC) AND (2-METHYL OR METHACRYLIC) L8 ANSWER 1 OF 36 REGISTRY COPYRIGHT 2004 ACS on STN IN 2-Propenoic acid, 2-methyl-, polymer with 2-propenoic acid, ester with  -methyl-  -hydroxypoly(oxy-1,2-ethanediyl), sodium salt (9CI) MF (C4 H6 O2. C3 H4 O2)x. x (C2 H4 O)n C H4 O. x Na

204. 204 Find salts between the following compounds: Skills Practice

205. 205 => fil reg => c4h11n.c2h4o2/mf L1 7 C4H11N.C2H4O2/MF => d scan l1 => l1 and dimethyl(l)acet? L2 1 L1 AND DIMETHYL(L)ACET? => d L2 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2004 ACS on STN RN 132742-08-6 REGISTRY CN Ethanamine, N,N-dimethyl-, acetate (9CI) (CA INDEX NAME)

206. 206 Find salts between the following compounds: Skills Practice

207. 207 => fil reg => c4h12n.cl/mf and trimethyl? L1 3 C4H12N.CL/MF AND TRIMETHYL? => d 1-3

208. 208 Find RN: Skills Practice

209. 209 => fil reg => h12i2n4ru/mf L1 2 H12I2N4RU/MF => d 1-2 L1 ANSWER 1 OF 2 REGISTRY COPYRIGHT 2004 ACS on STN RN 761359-06-2 REGISTRY CN Ruthenium(1+), tetraamminediiodo-, (OC-6-12)- (9CI) (CA INDEX NAME) MF H12 I2 N4 Ru L1 ANSWER 2 OF 2 REGISTRY COPYRIGHT 2004 ACS on STN RN 53217-74-6 REGISTRY CN Ruthenium(1+), tetraamminediiodo-, (OC-6-22)- (9CI) (CA INDEX NAME) OTHER NAMES: CN cis-Tetraamminediiodoruthenium(1+) MF H12 I2 N4 Ru

210. 210 1.Find copolymers between Styrene and Ethylene 1.Find RN mixture Naproxen, Pseudoephedrine hydrochloride 1.Find RNs of dinitro dibromo thiophenes Skills Practice

211. 211 Find copolymers between Styrene and Ethylene => fil reg => styrene/cn L1 1 STYRENE/CN => ethylene/cn L2 1 ETHYLENE/CN => d cn mf l1 L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2004 ACS on STN CN Benzene, ethenyl- (9CI) (CA INDEX NAME) OTHER CA INDEX NAMES: CN Styrene (8CI) MF C8 H8 => d cn mf l2 L2 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2004 ACS on STN CN Ethene (9CI) (CA INDEX NAME) OTHER CA INDEX NAMES: CN Ethylene (8CI) MF C2 H4

212. 212 Find copolymers between Styrene and Ethylene => c8h8(l)c2h4 and (polymer? or copolymer?)(l)(benzene,ethenyl or styrene)(l)(ethene or ethylene) L3 509 C8H8(L)C2H4 AND (POLYMER? OR COPOLYMER?)(L)(BENZENE,ETHENYL OR STYRENE)(L)(ETHENE OR ETHYLENE) => l3 and nc=2 2886749 NC=2 L4 9 L3 AND NC=2 => d in mf L4 ANSWER 1 OF 9 REGISTRY COPYRIGHT 2004 ACS on STN IN Benzene, ethenyl-, polymer with ethene, isotactic, block (9CI) MF (C8 H8. C2 H4)x

213. 213 Find RN mixture Naproxen, Pseudoephedrine hydrochloride => fil reg => naproxen/cn L1 1 NAPROXEN/CN => d cn mf L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2004 ACS on STN CN 2-Naphthaleneacetic acid, 6-methoxy-  -methyl-, (  S)- (9CI) (CA INDEX NAME) MF C14 H14 O3 => Pseudoephedrine hydrochloride/cn L2 1 PSEUDOEPHEDRINE HYDROCHLORIDE/CN => d cn mf L2 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2004 ACS on STN CN Benzenemethanol,  -[(1S)-1-(methylamino)ethyl]-, hydrochloride, (  S)- (9CI) (CA INDEX NAME) MF C10 H15 N O. Cl H

214. 214 Find RN mixture Naproxen, Pseudoephedrine hydrochloride => c14h14o3.c10h15no.clh/mf L3 1 C14H14O3.C10H15NO.CLH/MF => d L3 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2004 ACS on STN RN 141623-29-2 REGISTRY CN 2-Naphthaleneacetic acid, 6-methoxy-  -methyl-, (  S)-, mixt. with (  S)-  -[(1S)-1-(methylamino)ethyl]benzenemethanol hydrochloride (9CI) (CA INDEX NAME) MF C14 H14 O3. C10 H15 N O. Cl H => c14h14o3(l)c10h15no(l)clh L4 4 C14H14O3(L)C10H15NO(L)CLH => l4 and nc=3 678011 NC=3 L5 1 L4 AND NC=3

215. 215 Find RNs of dinitro dibromo thiophenes => c4br2n2o4s/mf L1 3 C4BR2N2O4S/MF => d 1-3 L1 ANSWER 1 OF 3 REGISTRY COPYRIGHT 2004 ACS on STN RN 88982-78-9 REGISTRY CN Thiophene, 2,4-dibromo-3,5-dinitro- (7CI) (CA INDEX NAME) FS 3D CONCORD MF C4 Br2 N2 O4 S

216. 216 Searching REGISTRY L-numbers

217. 217 Searching REGISTRY L-numbers Locate the CAS RN for the compound in REGISTRY, using the name Search the REGISTRY L-number in the CAS RN searchable databases Extend the search to no CAS RN searchable databases

218. 218 => fil reg => s rodrun lc 5000/cn L1 1 RODRUN LC 5000/CN => fil caplus => l1 L2 892 L1 => fil rapra => l1 L3 0 RODRUN LC 5000/CN CAS RN, plus deleted CAS RNs, automatically searched No RNs in Rapra Searching REGISTRY L-numbers

219. 219 Using SmartSELECT => fil reg => sel l1 name SmartSELECT INITIATED New TRANSFER and ANALYZE Commands Now Available See HELP TRANSFER and HELP ANALYZE for Details L4 SEL L1 1- NAME : 33 TERMS => d 1-33 Sel Name selects common and commercial names SELECT CHEM selects also RNs

220. 220 TERM # # OCC # DOC % DOC NAME ------ ------- ------ ------ ---------- 1 1 1 100.00 E 310 2 1 1 100.00 EPE 200 3 1 1 100.00 ETHYLENE GLYCOL.................... 9 1 1 100.00 LC 3000.................. 32 1 1 100.00 X 7G 33 1 1 100.00 4-HYDROXYBENZOIC.. ******END OF L4 *** Too long common names Using SmartSELECT

221. 221 => fil rapra Only short commercial names are searched => s l4 SmartSELECT INITIATED SEL L4 1-2,9-20,23-29,31-32 L5 SEL L4 1-2,9-20,23-29,31-32: 23 TERMS S L5 L6 56 L5 in L5 there are terms from CN field (Registry), searched in BI field (Rapra) Using SmartSELECT

222. 222 Searching with Component RNs (/CRN)

223. 223 REGISTRY Record Chemical names of all kinds RN 26159-34-2 REGISTRY CN 2-Naphthaleneacetic acid, 6-methoxy-.alpha.-methyl-, sodium salt, (.alpha.S)- (9CI) (CA INDEX NAME) OTHER CA INDEX NAMES: CN 2-Naphthaleneacetic acid, 6-methoxy-.alpha.-methyl-, sodium salt, (S)- CN 2-Naphthaleneacetic acid, 6-methoxy-.alpha.-methyl-, sodium salt, L-(-)- (8CI) OTHER NAMES: CN Aleve CN Apranax CN Naprosyn sodium CN Naproxen sodium CN Sodium (+)-6-methoxy-2-naphthalenepropionate CN Sodium d-2-(6-methoxy-2-naphthyl)propionate CN Sodium naprosyn CN Sodium naproxen continued on next page

224. 224 Formula, structure, properties and other information: FS STEREOSEARCH MF C14 H14 O3. Na CI COM LC STN Files: ADISINSIGHT, AGRICOLA, ANABSTR, BEILSTEIN*, BIOBUSINESS, BIOSIS, BIOTECHNO, CA, CANCERLIT, CAPLUS, CBNB, CHEMCATS, CHEMLIST, CIN, CSCHEM, DIOGENES, DRUGPAT, EMBASE, IMSDIRECTORY, IPA, MEDLINE, MRCK*, PHAR, PROMT, RTECS*, TOXLINE, TOXLIT, USAN, USPATFULL (*File contains numerically searchable property data) Other Sources: EINECS** (**Enter CHEMLIST File for up-to-date regulatory information) CRN (22204-53-1) Absolute stereochemistry. Rotation (+). continued on next page REGISTRY Record

225. 225 REGISTRY Record Formula, structure, properties and other information: 275 REFERENCES IN FILE CA (1907 TO DATE) 277 REFERENCES IN FILE CAPLUS (1907 TO DATE)

226. 226 Searching with CRN You know a RN of a compound: - 22204-53-1 And you would like to find any information about it and other componds in which it is a component (salts, mixtures, etc.)

227. 227 => fil reg => 22204-53-1 L1 1 22204-53-1 (22204-53-1/RN) Searching with CRN

228. 228 Searching with CRN RN 22204-53-1 REGISTRY CN 2-Naphthaleneacetic acid, 6-methoxy-  -methyl-, (  S)- (9CI) (CA INDEX NAME) OTHER CA INDEX NAMES: CN 2-Naphthaleneacetic acid, 6-methoxy-  -methyl-, (+)- (8CI) CN 2-Naphthaleneacetic acid, 6-methoxy-  -methyl-, (S)- OTHER NAMES: CN (+)-(S)-Naproxen CN (+)-2-(6-Methoxy-2-naphthyl)propionic acid CN (+)-6-Methoxy-  -methyl-2-naphthaleneacetic acid CN (+)-Naproxen CN (S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acid CN (S)-(+)-Naproxen CN (S)-(+)-Naproxene CN (S)-2-(6-Methoxy-2-naphthyl)propanoic acid CN (S)-2-(6-Methoxy-2-naphthyl)propionic acid CN (S)-6-Methoxy-  -methyl-2-naphthaleneacetic acid CN (S)-Naproxen CN Apo-Naproxen CN CG 3117 CN d-2-(6-Methoxy-2-naphthyl)propionic acid CN d-Naproxen

229. 229 MF C14 H14 O3 CI COM LC STN Files: ADISINSIGHT, ADISNEWS, AGRICOLA, ANABSTR, BEILSTEIN*, BIOBUSINESS, BIOSIS, BIOTECHNO, CA, CANCERLIT, CAPLUS, CASREACT, CBNB, CEN, CHEMCATS, CHEMINFORMRX, CHEMLIST, CIN, CSCHEM, DDFU, DETHERM*, Searching with CRN

230. 230 Searching with CRN Absolute stereochemistry. Rotation (+).

231. 231 => 22204-53-1/crn L2 206 22204-53-1/CRN => l1 or l2 L3 207 L1 OR L2 Searching with CRN

232. 232 Searching with CRN Now with this result (L3) is possible to go in CA Files for finding references, also using some roles. But consider, please, the following two compounds....

233. 233 RN 23979-41-1 REGISTRY CN 2-Naphthaleneacetic acid,6-methoxy-  -methyl-(  R)-(9CI)................... CN (R)-Naproxen CN l-Naproxen => 23979-41-1/crn L6 44 23979-41-1/CRN Searching with CRN

234. 234 RN 23981-80-8 REGISTRY CN 2-Naphthaleneacetic acid, 6-methoxy-  -methyl- (8CI, 9CI).......... CN dl-Naproxen CN Racemic naproxen => 23981-80-8/crn L12 28 23981-80-8/CRN Searching with CRN

235. 235 Skills Practice Find the homopolymers of methacrylic acid using: a)CRN a)MF/MF a)MF/BI

236. 236 Enhancing Searches

237. 237 Enhancing Searches Curcumin is a major component of the food spice turmeric. Find references that discuss curcumin.

238. 238 Search Strategy 1.Locate CAS RN in REGISTRY file 2.Enter HCAplus, identify appropriate CAS Role 3.Locate references citing substance in desired role 4.Refine results

239. 239 Locate CAS RN => FILE REGISTRY => E CURCUMIN/CN E1 1 CURCUMIA/CN E2 1 CURCUMIC ACID/CN E3 1 --> CURCUMIN/CN => S E3 L1 1 E3

240. 240 Locate CAS RN => D L1 L1 ANSWER 1 OF 1 REGISTRY COPYRIGHT 2001 ACS RN 458-37-7 REGISTRY CN 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3- methoxyphenyl)-, (1E,6E)-(9CI) (CA INDEX NAME) CN C Yellow 15 CN C.I. 75300 CN C.I. Natural Yellow 3 CN Curcuma CN Curcumin I CN Curcumine CN Diferuloylmethane CN E 100 CN E 100 (dye) CN Haidr CN Halad CN Haldar CN Halud CN Indian Saffron CN Kacha Haldi CN Merita Earth CN Natural Yellow 3 CN Souchet CN Terra Merita

241. 241 Select Names and RNs => sel chem SmartSELECT INITIATED New TRANSFER and ANALYZE Commands Now Available See HELP TRANSFER and HELP ANALYZE for Details L2 SEL L1 1- CHEM : 39 TERMS => d l2 1-38 L2 SEL L1 1- CHEM : 39 TERMS

242. 242 TERM # # OCC # DOC % DOC CHEM ------ ------- ------ ------ --------------- 1 1 1 100.00 (E,E)-1,7-BIS(4-HYDROXY-3- METHOXYPHENYL)-1,6-HEPTAD 2 1 1 100.00 C YELLOW 15 3 1 1 100.00 C.I. NATURAL YELLOW 3 4 1 1 100.00 C.I. 75300 5 1 1 100.00 CURCUMA 6 1 1 100.00 CURCUMIN I 7 1 1 100.00 CURCUMIN 8 1 1 100.00 CURCUMINE 9 1 1 100.00 DIFERULOYLMETHANE 10 1 1 100.00 E 100 (DYE) 11 1 1 100.00 E 100 12 1 1 100.00 HAIDR 13 1 1 100.00 HALAD 14 1 1 100.00 HALDAR 15 1 1 100.00 HALUD 16 1 1 100.00 INDIAN SAFFRON 17 1 1 100.00 KACHA HALDI 18 1 1 100.00 MERITA EARTH 19 1 1 100.00 NATURAL YELLOW 3 20 1 1 100.00 SAN-EI CURCUMINE AL 21 1 1 100.00 SAN-EI GEN CURCUMINE AL 22 1 1 100.00 SOUCHET 23 1 1 100.00 TERRA MERITA 24 1 1 100.00 TRANS,TRANS-CURCUMIN 25 1 1 100.00 TURMERIC (DYE) 26 1 1 100.00 TURMERIC YELLOW 27 1 1 100.00 TURMERIC 28 1 1 100.00 UKON (DYE) 29 1 1 100.00 UKON 30 1 1 100.00 YELLOW GINGER 31 1 1 100.00 YELLOW ROOT 32 1 1 100.00 YO-KIN 33 1 1 100.00 15845-47-3 34 1 1 100.00 33171-04-9 35 1 1 100.00 458-37-7 36 1 1 100.00 73729-23-4 37 1 1 100.00 79257-48-0 38 1 1 100.00 91884-86-5 ********* END OF L2 *** Not considered terms in the next search SELECTChem contains RN and deleted RNs

243. 243 Searching in CAPlus with Roles => fil caplus => (L2 or curcumin?)(l)thu/rl SmartSELECT INITIATED New TRANSFER and ANALYZE Commands Now Available See HELP TRANSFER and HELP ANALYZE for Details SEL L2 2-9,12-39 L3 SEL L2 2-9,12-39 : 36 TERMS S (L3 OR CURCUMIN?)(L)THU/RL L5 811 (L4 OR CURCUMIN?)(L)THU/RL

244. 244 Searching in CAPlus with Roles => d 441 an L5 ANSWER 441 OF 441 CAPLUS AN 1972:522263 CAPLUS DN 77:122263

245. 245 Historical Background in CAPlus

246. 246 Extending the Search in CAPlus CAPlus contains records from 1907, up to now, but indexing is not yet completed for pre-67. Work is in progress to complete indexing.

247. 247 Extending the Search in CAPlus => (l2 or curcumin?) ran=,1972 SmartSELECT INITIATED New TRANSFER and ANALYZE Commands Now Available See HELP TRANSFER and HELP ANALYZE for Details SEL L2 2-9,12-39 L6 SEL L2 2-9,12-39 : 36 TERMS S (L6 OR CURCUMIN?) RANGE=,1966 226 CURCUMIN? L8 712 (L7 OR CURCUMIN?)

248. 248 => sel hit rn SmartSELECT INITIATED New TRANSFER and ANALYZE Commands Now Available See HELP TRANSFER and HELP ANALYZE for Details L9 SEL L8 1- RN HIT : 1 TERM => d L9 SEL L8 1- RN HIT : 1 TERM TERM # # OCC # DOC % DOC RN ------ ------- ------ ------ --------------- 1 46 46 8.42 458-37-7 ********* END OF L9 *** Extending the Search in CAPlus

249. 249 Extending the Search in CAPlus => d l8 kwic 1-5 L8 ANSWER 1 OF 546 CAPLUS COPYRIGHT 2002 ACS AB... with crystal violet and curcumin....

250. 250 Extending the Search in CAOld Caold contains records from 1907 to 1966, and is completely included in CAPlus. But is still important because there is indexing (RNs) from 1957 to 1966. Note Even if RNs will be included in 1907-1966 records in Caplus, they are selected with an algorythm different from that used in Caold

251. 251 Extending the Search in CAOld => fil caold => (l2 or curcumin?) SmartSELECT INITIATED New TRANSFER and ANALYZE Commands Now Available See HELP TRANSFER and HELP ANALYZE for Details SEL L2 2-9,12-39 L10 SEL L2 2-9,12-39 : 36 TERMS S (L10 OR CURCUMIN?) 50 CURCUMIN? L12 126 (L11 OR CURCUMIN?)

252. 252 Extending the Search in CAOld => d hit L14 ANSWER 1 OF 126 CAOLD COPYRIGHT 2004 ACS on STN IT 105-87-3 115-95-7 123-35-3 458-37-7 473-13-2 628-99-9

253. 253 Extending the Search in CAOld => sel an SmartSELECT INITIATED New TRANSFER and ANALYZE Commands Now Available See HELP TRANSFER and HELP ANALYZE for Details L13 SEL L12 1- AN : 126 TERMS => fil caplus => l13/oref L14 229 L13/OREF => d his

254. 254 Extending the Search in CAOld (FILE 'HOME' ENTERED AT 05:06:20 ON 08 NOV 2004) FILE 'REGISTRY' ENTERED AT 05:06:37 ON 08 NOV 2004 L1 1 CURCUMIN/CN L2 SEL L1 1- CHEM : 39 TERMS FILE 'CAPLUS' ENTERED AT 05:08:53 ON 08 NOV 2004 L3 SEL L2 2-9,12-39 : 36 TERMS L4 4423 S L3 L5 811 S (L4 OR CURCUMIN?)(L)THU/RL L6 SEL L2 2-9,12-39 : 36 TERMS L7 709 S L6 RAN=(,1972) L8 712 S (L7 OR CURCUMIN?) RAN=(,1972) L9 SEL L8 1- RN HIT : 1 TERM FILE 'CAOLD' ENTERED AT 05:15:49 ON 08 NOV 2004 L10 SEL L2 2-9,12-39 : 36 TERMS L11 125 S L10 L12 126 S (L11 OR CURCUMIN?) L13 SEL L12 1- AN : 126 TERMS FILE 'CAPLUS' ENTERED AT 05:17:17 ON 08 NOV 2004 L14 229 L13/OREF

255. 255 Shared answers from CAOld => l14 not l8 L15 131 L14 NOT L8 => d hit L15 ANSWER 1 OF 131 CAPLUS COPYRIGHT 2004 ACS on STN AN 1966:472465 CAPLUS DN 65:72465 OREF 65:13451d-e => d ti ab 1 L15 ANSWER 1 OF 131 CAPLUS COPYRIGHT 2004 ACS on STN TI Gas chromatography of the essential oil of Anthocephalus cadamba curcumene AB..... Gas chromatographic analysis showed as main constituents:........bergamottin,  - selinene, curcumene, and 4 addnl. unidentified fractions.

256. 256 Shared answers from CAOld => d ti ab 3 L15 ANSWER 3 OF 131 CAPLUS COPYRIGHT 2004 ACS on STN TI Emission spectrographic determination of traces of boron in highly purified graphite AB Finely powdered graphite was pressed into the hollow in an...