http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1418950-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d202e9e866984fe229f6facc38f1d740 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C33-50 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-383 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C323-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-3882 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C309-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C317-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D257-04 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C303-22 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C311-37 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-40 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D307-34 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-48 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-46 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C33-50 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-44 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-36 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-32 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C309-24 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C67-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C311-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C317-22 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07F9-40 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07F9-38 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-66 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C323-56 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-53 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C313-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D333-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C301-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C303-32 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-41 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D257-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-325 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C303-26 |
| filingDate | 1973-12-03-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1975-12-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1418950-A |
| titleOfInvention | 1-aryl-alkylidene-indenyl derivatives of tetrazoles and sulphonic and phosphonic acids |
| abstract | 1418950 1-Aralkylidene-indene derivatives MERCK & CO Inc 3 Dec 1973 [6 Dec 1972] 55832/73 Headings C2C and C2P Novel compounds I in which R 2 is hydrogen, alkyl, haloalkyl, alkenyl or alkynyl, R 4 , R 5 , R 6 , R 7 , R 8 and R 9 each are hydrogen, alkyl, acyloxy, aryloxy, alkoxy, nitro, amino (which may be acylated or mono- or di-alkylated), alkenyl, alkynyl, alkenyloxy, dialkyaminoalkyl, alkylated sulphanyl, alkylthio, alkylsulphuryl, alkylsulphoxyl, hydroxy, hydroxyalkyl acyl, halo, cyano, carboxy, carbalkoxy, carbamido, haloalkyl, cycoalkyl or cycloalkyloxy, X is alkylene, alkenylene, alkynylene, O, S carbonyl, imino or alkylimino n is 0 or 1, Ar is aryl or heteroaryl and R 3 is a group of Formula II in which M is hydrogen, alkyl or a cation and R<SP>1</SP> and R<SP>4</SP> are hydrogen or C 1 -C 5 alkyl are prepared by reacting a compound III with an aldehyde R 8 R 9 -Ar-(X) n -CHO. Compounds I in which X is -O- are also prepared by reacting a compound III in which R 3 is -CH 2 -COOC Bu with ethyl formate and sodium hydride to give the corresponding 1- hydroxymethylidene compound which is reacted with an appropriate aryl iodide to introduce the R 8 R 9 -Ar moiety and this compound is treated by known methods to give the corresponding compound in which R 3 is CH 2 Cl or (CH 2 ) 2 Cl which is reacted as described below. Compounds prepared are those in which R 2 is methyl, R 4 , R 5 , R 6 and R 7 are at the most two substituents and are selected from hydroxy, methoxy, allyloxy, chloro, fluoro, trifluoro methyl, cyano and dimethylamino, R 8 and R 9 are selected from hydrogen, methylthio, ethylthio, methylsulphinyl, methylsulphonyl, methyl, chloro, fluoro, nitro, diethylamino andmethoxy, X is alkylene, alkenylene, propargylidene or -OAr is phenyl, naphthyl, indaryl, pyridyl, quinolinyl furyl, thienyl, pyrrolyl, pyrrolidinyl, benzofuryl, or benzothienyl, and in Formula II R<SP>1</SP> and R<SP>11</SP> are hydrogen and M is hydrogen or propyl. Compounds III (R<SP>1</SP>=R<SP>11</SP>=H) are prepared by (1) reacting corresponding compounds in which R 3 is (CH 2 )Cl with sodium cyanide to give the nitrile which is reacted with sodium azide and ammonium chloride to give compounds III in which, R 3 is a group of Formula IV or (2) reacting a corresponding compound in which R 3 is CH 2 Cl with (i) thiourea to give a thiouronium chloride which is hydrolysed by base to give the 3-methylthiol which is oxidized with hydrogen peroxide to give compounds III in which R 3 is -CH 2 -SO 2 OH or [3] reaction with isopropylphosphite to give the isopropylphosphonate ester which is hydrolysed to give compounds III in which R 3 is CH 2 PO(OH) 2 . Compounds I are anti-inflammatory analgesic and anti-pyretic agents and form with a carrier a pharmaceutical composition which may be administered orally, parenterally, rectally or topically. |
| priorityDate | 1972-12-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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