STN Users Day Bologna, 11 Dicembre 2007 Indicizzazione in CA e brevetti elusivi

Un caso reale QUESITO: Libertà di attuazione di una FORMULAZIONE EW (Water Emulsion) a base di TEBUCONAZOLO (fungicida) COMPOSIZIONE a) TEBUCONAZOLE g/l b) TRIBUTYLCITRAT g/l c) SOLVENT1 g/l d) COSOLVENT1 g/l e) COSOLVENT2 g/l f) EMULSIFIER g/l

Un caso reale QUESITO: Libertà di attuazione di una FORMULAZIONE EW (Water Emulsion) a base di TEBUCONAZOLO (fungicida) COMPOSIZIONE a) TEBUCONAZOLE g/l b) TRIBUTYLCITRAT g/l c) SOLVENT1 g/l d) COSOLVENT1 g/l e) COSOLVENT2 g/l f) EMULSIFIER g/l

Considerazioni preliminari USE OF CITRIC ACID DERIVATIVES AS FUNGICIDAL ADJUVANTS Pubblicazione numero: EP B1 Data di pubblicazione: Inventore(i): BARDSLEY RICHARD ANDREW (GB); BICKERS UDO MATTHIAS (DE); BRIGGS GEOFFREY GOWER (GB); GREEN SHIRLEY ANN (GB); PATE ADRIENNE ELIZABETH (GB); SANWALD ERICH FRIEDRICH (DE); STOCK DAVID (GB) Richiedente(i): AVENTIS CROPSCIENCE SA (FR) Dati domanda: EP Dati priorità: WO1999GB ; GB Riassunto The invention provides the use as a pesticidal adjuvant of at least one citric acid derivative and compositions containing the derivative, which has a log octanol-water coefficient (log P) of 2.6 to 11 and an equivalent hydrocarbon (EH) value of 29 to 47. The invention has been shown to enhance the efficacy of a range of pesticides. Estratto della Descrizione [0016] Particularly preferred compounds are tri-n-butyl citrate (log P = 4.3, EH = 32) and O-acetyl tri-n- butyl citrate (log P = 4.8, EH = 32). [0017] In a further aspect, the invention provides a fungicidal composition comprising at least one fungicidal compound and at least one citric acid derivative defined hereinabove. ………. [0020] A suitable fungicide is for example: (i) a conazole sterol Delta 14 -demethylase inhibitor, …… [0021] Conazoles are defined in ISO standard 257 as compounds based on imidazole or 1,2,4-triazole and containing a halogenated phenyl group. Examples include prochloraz (and its metal complexes - especially the zinc, manganese or copper complex), propiconazole, flusilazole, hexaconazole, tebuconazole,…..

REGISTRY TEBUCONAZOLO: => e tebuconazole/cn E13 1 TEBRON/CN E14 1 TEBROPHENE/CN E > TEBUCONAZOLE/CN => s e15 L5 1 TEBUCONAZOLE/CN => d scan L5 1 ANSWERS REGISTRY COPYRIGHT 2007 ACS on STN IN 1H-1,2,4-Triazole-1-ethanol, -[2-(4-chlorophenyl)ethyl]- -(1,1-dimethylethyl)- MF C16 H22 Cl N3 O CI COM => sel l5 rn L6 SEL L5 1- RN : 1 TERM => s l6/crn L7 261 L6/CRN => s l7 not pms/ci PMS/CI L8 261 L7 NOT PMS/CI

REGISTRY => s C16H22ClN3O L9 519 C16H22CLN3O => s l9 and 1H-1,2,4-Triazole-1-ethanol/hp H-1,2,4-TRIAZOLE-1-ETHANOL/HP L L9 AND 1H-1,2,4-TRIAZOLE-1-ETHANOL/HP => s l12 and 2(w)4(w)chlorophenyl(w)ethyl L L12 AND 2(W)4(W)CHLOROPHENYL(W)ETHYL => s l13 and 1(w)1(w)dimethylethyl L L13 AND 1(W)1(W)DIMETHYLETHYL => s l14 not l7 L15 7 L14 NOT L7 => d scan

REGISTRY => s l14 and (w)2 and (w)1 L L14 AND (W)2 AND (W)1 => s l5 or l7 L L5 OR L7 => s l16 not l21 L22 4 L16 NOT L21 => sel l22 rn 1- L23 SEL L22 1- RN : 4 TERMS => s l23/crn L24 0 L23/CRN => s l21 or l16 L L21 OR L16 L25 TEBUCONAZOLO

REGISTRY TRIBUTILCITRATO: => s (tributyl(l)citrate) L26 7 (TRIBUTYL(L)CITRATE) => d scan L26 7 ANSWERS REGISTRY COPYRIGHT 2007 ACS on STN IN 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, 1,2,3-tributyl ester MF C20 H34 O8 CI COM L26 7 ANSWERS REGISTRY COPYRIGHT 2007 ACS on STN IN 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, 1,2,3-tributyl ester MF C18 H32 O7 CI COM => S 1,2,3-Propanetricarboxylic acid/hp and (tributyl ester) L ,2,3-PROPANETRICARBOXYLIC ACID/HP AND (TRIBUTYL ESTER) => d scan

REGISTRY IN 1,2,3-Propanetricarboxylic acid, 2-amino-, tributyl ester IN 1,2,3-Propanetricarboxylic acid, 2-sulfo-, 1,2,3-tributyl ester, magnesium salt => S L27 and C H O/ELF L28 25 L27 AND C H O/ELF => S L28 not PMS/CI PMS/CI L32 16 L28 NOT PMS/CI L32 TRIBUTILCITRATO

HCAPLUS L25 = TEBUCONAZOLO L32 = TRIBUTILCITRATO => s EP /PN L1 1 S EP /PN RN= => S L25 OR TEBUCONAZOL? L L25 OR TEBUCONAZOL? => S L32 OR D L L32 OR D => S L36 AND L37 L38 4 L36 AND L37 => S L38 AND P/DT L39 4 L38 AND P/DT => S L39 AND L1 L45 0 L39 AND L1 => S FUNGIC? AND L37 L46 97 FUNGIC? AND L37 => S L46 AND P/DT L47 93 L46 AND P/DT => S L47 AND L1 L48 0 L47 AND L1

HCAPLUS EP B1: USE OF CITRIC ACID DERIVATIVES AS FUNGICIDAL ADJUVANTS TITLE: Use of citric acid derivatives as pesticidal adjuvants ABSTRACT: The invention provides the use as a pesticidal adjuvant of at least one citric acid derivative which has a log octanol-water coefficient (log P) of 2.6 to 11 and an equivalent hydrocarbon (EH) value of 29 to 47. Examples are tri-Bu citrate and O-acetyltibutyl citrate. The invention has been shown to enhance the efficacy of a range of pesticides.

HCAPLUS SUPPL. TERM: citric acid deriv pesticide formulation adjuvant INDEX TERM: Pesticide formulations (citric acid derivs. as adjuvants in) INDEX TERM: , Fluquinconazole ROLE: AGR (Agricultural use); BIOL (Biological study); USES (Uses) (Castellan; citric acid derivs. as adjuvants in formulations of) INDEX TERM: D, Citric acid, derivs , Tributyl Citrate ROLE: MOA (Modifier or additive use); USES (Uses) (adjuvants in pesticide formulations) INDEX TERM: , Thiodan , Pirimor , Decis , Clofentezine , Pursuit , Mesotrione , Dimethomorph , Milagro , Fipronil , Triaziflam , Amistar , Triticonazole , Affinity ROLE: AGR (Agricultural use); BIOL (Biological study); USES (Uses) (citric acid derivs. as adjuvants in formulations of)

HCAPLUS Compounds indexed from Patents: Patent Examples (with supporting data) Tables in Disclosure (with supporting data) Patent Claims (unambiguously defined) Substances indexed in CAplus Estratto della Descrizione [0016] Particularly preferred compounds are tri-n-butyl citrate (log P = 4.3, EH = 32) and O-acetyl tri-n- butyl citrate (log P = 4.8, EH = 32). [0017] In a further aspect, the invention provides a fungicidal composition comprising at least one fungicidal compound and at least one citric acid derivative defined hereinabove. ………. [0020] A suitable fungicide is for example: (i) a conazole sterol Delta 14 -demethylase inhibitor, …… [0021] Conazoles are defined in ISO standard 257 as compounds based on imidazole or 1,2,4-triazole and containing a halogenated phenyl group. Examples include prochloraz (and its metal complexes - especially the zinc, manganese or copper complex), propiconazole, flusilazole, hexaconazole, tebuconazole,…..

RICERCA DEI BREVETTI ELUSIVI L32 = TRIBUTILCITRATO => s EP /PN L1 1 S EP /PN HCAPLUS RN= => S L37 AND P/DT P/DT L L37 AND P/DT => S L32 OR D L L32 OR D => SEL L49 PN WITH "EP" L50 SEL L PN WITH "EP" : 1315 TERMS => SEL L49 PN WITH "US" L51 SEL L49 1- PN WITH "US" : 2492 TERMS

RICERCA DEI BREVETTI ELUSIVI EPFULL DE: Tebuconazol EN/FR: Tebuconazole => S L50 L L50 => S L52 AND TEBUCONAZOL? L53 2 L52 AND TEBUCONAZOL? => S EP /PN L54 1 EP /PN => S L53 and L54 L55 1 L53 AND L54 => SEL L49 PN WITH "EP" L50 SEL L PN WITH "EP" : 1315 TERMS

RICERCA DEI BREVETTI ELUSIVI USPATFULL => SEL L49 PN WITH "US" L51 SEL L49 1- PN WITH "US" : 2492 TERMS => S L51 L L51 => S US /PN L57 1 US /PN => S L56 AND TEBUCONAZOLE L58 7 L56 AND TEBUCONAZOLE => S L58 AND L57 L59 1 L58 AND L57 => S L32 OR D L L32 OR D => S L60 AND TEBUCONAZOL? L61 4 L60 AND TEBUCONAZOL? => S L61 AND L57 L62 1 S L61 AND L57

RICERCA DEI BREVETTI ELUSIVI PCTFULL DE: Tebuconazol EN/FR: Tebuconazole ….. PATDPAFULL, GBFULL, FRFULL

Marpat (Prev.) Registry Ifiudb USPat. (it,ti,st,clm,ab) Ifiref HCAPlus (PATIPC) RESULTS RNs keywords Structures RNs keywords RNs keywords keywords, NCL keywords RESULTS Uniterms, NCL NCL Wpindex (DCR) Others Wpids (FC-MC) keywords ICC Pn,Apps,keywords DUP. IDE. FSORT RESULTS Citations RESULTS FINAL RESULTS Patents search flow-sheet keywords ANs (subset) keywords (only subscribers) Un ringraziamento speciale al Dr Guglielmo Rucci per quanto ci ha saputo trasmettere in questi anni….. Alcuni di noi, grazie alle competenze costruite sulla base dei suoi insegnamenti, hanno avuto nuove opportunità professionali, spesso talmente innovative nel proprio ambito aziendale da imporre la necessità di nuovi profili professionali ………

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