http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1493375-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_73ee0bacab5a7576a6a3244747f6ea99 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C65-05 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C317-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C65-40 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C323-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-275 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C65-05 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C253-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-46 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C315-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C235-64 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C323-62 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C233-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C313-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C67-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C323-42 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C65-40 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C231-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C255-58 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C231-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C231-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-165 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C245-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C255-53 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-16 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C255-49 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C241-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-60 |
| filingDate | 1974-09-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1977-11-30-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1493375-A |
| titleOfInvention | Salicylanilide derivatives |
| abstract | 1493375 Salicylanilides IMPERIAL CHEMICAL INDUSTRIES Ltd 19 Aug 1975 [20 Sept 1974] 41053/74 Heading C2C The invention comprises salicylanilides of the formula wherein R<SP>1</SP> is H or C 1-4 alkanoyl; R<SP>2</SP> is CN or C 1-4 alkanoyl or a phenylazo, phenylthio, phenylsulphinyl or phenylsulphonyl radical in which the phenyl radical optionally bears from 1 to 3 substituents selected from halogen atoms, cyano, nitro, trifluoromethyl C 1-4 alkyl and C 1-4 alkoxy radicals; X is a secondary or tertiary C 3-6 alkyl radical; Y is H or methyl; and ring B bears from 1 to 3 substituents selected from halogen atoms, cyano, nitro, trifluoromethyl, C 1-4 alkyl radicals and phenoxy, phenylthio, phenylthio, phenylsulphonyl and benzoyl radicals each optionally bearing 1 or 2 substituents selected from halogen atoms and cyano and nitro radicals and for those compounds wherein R<SP>1</SP> is a hydrogen atom salts thereof. The compounds are prepared by (a) reacting the appropriate acids or reactive esters or mixed anhydrides thereof with the corresponding anilines; (b) for those compounds in which R<SP>2</SP> is CN and/or ring B bears a cyano radical, reacting compounds of Formula I wherein R<SP>2</SP> is a halogen atom and/or ring B bears a halogen atom with cuprous cyanide; (c) for those compounds in which R<SP>2</SP> is a formyl radical, formylating the corresponding compounds of Formula I wherein R<SP>2</SP> is H; (d) for those compounds in which R<SP>2</SP> is an optionally substituted phenylazo radical, reacting the corresponding compounds of Formula I in which R<SP>2</SP> is H with the appropriate benzenediazonium salts; (e) for those compounds in which R<SP>2</SP> is an optionally substituted phenylsulphinyl or phenylsulphonyl radical and/or ring B bears an optionally substituted phenylsulphinyl or phenylsulphonyl radical, oxidizing the corresponding compounds of Formula I in which R<SP>2</SP> is an optionally substituted phenylthio and/or ring B bears an optionally substituted phenylthio; and (f) for those compounds in which R<SP>1</SP> is C 1-4 alkanoyl, acylating the corresponding compounds of Formula I in which R<SP>1</SP> is H. The following intermediates are also prepared; 5-bromo-6-methyl-3-t-butylsalicylic acid and its methyl ester; salicylic acids of the Formula II wherein R<SP>1</SP> is H; X is t-butyl, Y is methyl and R<SP>2</SP> is as defined above; methyl 5-cyano-6- methyl-3-t-butylsalicylate; p-nitrobenzenesulphenyl chloride; 2-acetoxy-5-acetyl-6-methyl-3- t-butyl-salicylic acid; salicylanilides of Formula I above in which R<SP>2</SP> is H, X is t-butyl, Y is CH 3 , R<SP>1</SP> is H and ring B is 3,5-bistrifluoromethylphenyl 2,4-dichlorophenyl, 4-(4-nitrophenylthio) phenyl; 4-nitro-2-trifluoromethylphenyl, 2-methyl-4-nitrolphenyl, 2-chloro-4-nitrophenyl, 4-nitrophenyl and 4-cyanophenyl; 5-(4-nitrophenylthio) -3-isopropyl-6-methyl-salicylic acid; 5-(4-nitrophenylthio) -3-(-butylsalicylic acid; 5 - (4 - nitrophenylsulphonyl) - 3 - isopropyl - 6- methyl-salicylic acid; 5-(4-nitrophenylsulphonyl)-3-t-butyl-salicylic acid; 5-(4-chlorophenylsulphonyl)-3-isopropyl-6-methylsalicylic acid and 5-bromo-4<SP>1</SP>-iodo-6-methyl-3-(-butylsalicylanilide. Anthelmintic compositions, suitable for oral, parenteral or topical administration, contain the above salicylanilides or salts thereof and diluents or carriers therefor. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7645791-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2005051894-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0038191-A1 |
| priorityDate | 1974-09-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
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