http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1363222-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_9ef09638d81ddcdad7c415a631d615b7 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-545 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D501-20 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D501-24 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D501-36 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-545 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D501-20 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D501-36 |
| filingDate | 1973-04-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1974-08-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1363222-A |
| titleOfInvention | Substituted sulphonylacetamido cephalosporins |
| abstract | 1363222 7 - Sulphonylalkylamido - cephalosporins SMITHKLINE CORP 26 April 1973 [3 May 1972] 19857/73 Headings C2A and C2C Novel 7 - sulphonylalkylamido - cephalosporins having the general Formula (I) wherein X is C 1-6 alkyl, trifluoromethyl, amino, mono- or di-(C 1-4 alkyl)-amino, or phenyl which may be substituted by nitro, amino, di- (C 1-4 alkyl)amino, hydroxy, C 1-4 alkoxy or halogen; R is hydrogen or C 1-4 alkyl; M is hydrogen, an alkali metal cation, an ammonium cation or when A is pyridinium-methyl, an anionic charge; and A is hydrogen, methyl, acetoxymethyl, pyridinium-methyl, CH 2 S-Het, CH 2 SR<SP>1</SP> or CH 2 OR<SP>1</SP> in which Het is a 5- or 6- membered heterocycle containing 1-4 hetero atoms which are O, S and/or N, and which may be substituted by 1 or 2 of C 1-4 alkyl, C 1-4 cycloalkyl, C 1-4 alkenyl, C 1-4 alkoxy, C 1-4 alkoxy-C 1-4 alkyl, -OH, -NHR<SP>1</SP>, -NR<SP>1</SP> 2 , SR<SP>1</SP> 2 or halogen, and R<SP>1</SP> is H or C 1-4 alkyl; are prepared by N-acylating an appropriately 3- substituted 7- aminocephalosporanic acid with the appropriate substituted sulphonylacetic acid or N-acylating derivative thereof; by a 3-position replacement reaction of an appropriate 7 - sulphonylalkylamido - cephalosporanic acid, e.g. with a nucleophilic heterocyolic thiol or alcohol; or by a combination of these procedures. The N - hydroxysuccinimide ester of methylmercaptoacetic acid is prepared by reacting the alcohol and acid in the presence of dicyclohexylcarbodiimide. The ester is oxidized to N- hydroxysuccinimidyl methylsulphonylacetate with m-chloroperbenzoic acid. N - hydroxysuccinimidyl phenylsulphonylacetate is prepared by an analogous procedure. Trifluoromethylsulphonylacetic acid is produced by anhydrous reaction of trifluoromethylmethylsulphone with n-butyl lithium and carbon dioxide, with subsequent aqueous hydrolysis of the reaction mixture. The acid is converted to its N-hydroxysuccinimide ester by the previously described procedure. The novel cephalosporins (I) above and a suitable diluent or carrier are formulated into various antibiotically active pharmaceutical compositions. |
| priorityDate | 1972-05-03-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 45.