http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1453885-A
Outgoing Links
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| filingDate | 1974-04-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1976-10-27-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1453885-A |
| titleOfInvention | Cyctopenla-j,k-phenanthren-4-yl alkanoic acids and their derivatives |
| abstract | 1453885 Cyclopenta[j, k]pheranthren-4-ylalkanoic acids and derivatives MERCK & CO Inc 29 April 1974 [4 May 1973] 18578/74 Heading C2C Novel compounds I in which each of R 1 and R 2 is hydrogen or alkyl; R 3 is hydrogen, alkyl, halogen, halogenated alkyl, phenyl, alkylthio, phenylthio, alkenyl, alkoxyphenyl or benzyl; R 4 , R 5 and R 6 are each hydrogen, halogen, alkyl, acyloxy, alkoxy, benzyloxy, halogenated benzyloxy, (C 1-5 alkyl)-benzyloxy, acylamino, alkylamino, dialkylamino, dialkylaminoalkyl, sulfamoyl, alkylthio, mercapto, hydroxy, hydroxyalkyl, alkenyl, alkenyloxy, alkylsulfinyl, alkylsulfonyl, dialkylsulfamoyl, carboxyl, carbalkoxy, carbamido, cyano, halogenated alkyl, cycloalkyl, phenyl, benzyl, benzylthio, phenoxy or cycloalkoxy, or R 5 is joined to R 6 to form a methylenedioxy radical and R 4 is hydrogen or R 5 is joined to R 4 to form a butadienylene radical and R 6 is hydrogen; R 7 is hydrogen, halogen, methyl, alkylthio, alkenylsulfinyl or alkylsulfonyl; R 8 is hydrogen, halogen, hydroxy, alkoxy, haloalkyl, phenyl, alkanoylamino or alkanoyl; and M is hydroxy, C 1-5 alkoxy, C 2-5 alkenyloxy, phenoxy, substituted C 1-5 alkoxy, amino, alkylamino, dialkylamino, N-morpholino, hydroxyalkylamino, polyhydroxyalkylamino, dialkylaminoalkylamino, aminoalkylamino, #- D - glucopyranuronyloxy, benzylamino, phenethylamino, (benzyloxycarbonylmethyl)amino, carboxymethylamino, 1 - piperidinyl, 1 - pyrrolidinyl, 1 - piperazinyl, 4 - methyl - 1 - piperazinyl, 4 - phenyl - 1 - piperazinyl, 4 - (2 - hydroxyethyl) - 1 - piperazinyl, 2 - hydroxyethylamino, 2 - ethoxyethylamino, di - (#- ethoxyethyl)amino, anilino, p - ethoxyanilino, p - chloroanilino, p - fluoroanilino, p - trifluoromethylanilino, cyclohexylamino, D- glucosamino, tetra - O - acetyl - D - glucosamino, D - galactosylamino, D - mannosylamino, D - mannosamino, or the group OMe, in which Me is a cation, or are anhydrides of the acids are prepared by cyclizing a compound II and if desired hydrolysing an ester to the free acid and forming an ester, amide or anhydride derivative from the free acid by known methods. Compounds II (M=OCH 3 , R 1 =H and R 1 = H or Me) are prepared by condensing a corresponding 7-iodo-3-indenyl-aliphatic acid with an R 7 , R 8 substituted 2-iodobenzaldehyde. The 2-iodobenzaldehydes are prepared by diazotization of an anthranilic acid and reaction with KI to produce the corresponding 2-iodobenzoic acid which is reduced to the aldehyde. Substituted anthranilic acids are prepared by reduction of 2-nitrobenzoic acids. 4-Methylthio- 2-nitrobenzoic acid is prepared reacting the corresponding 4-chloro compound with MeSH. The 7 - iodo - 3 - indenyl - acetic and α -(7- iodo-3-indenyl)propionic acids are prepared by reacting a 4-iodo-indanone with an α-bromoacetate or propionate followed by dehydration. 4-Iodo-indanones are prepared by nitration using KNO 2 or NaNO 2 at the 4-position of an indanone, reduction to the amino group and diazotization followed by treatment with KI. Compounds I have anti-inflammatory, analgesic and anti-pyretic activity and form with a carrier a pharmaceutical composition which may be administered orally, parenterally, rectally or topically. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6777575-B2 |
| priorityDate | 1973-05-04-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 97.