http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1211694-A

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http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F7-2224
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filingDate 1966-12-15-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_4ef31b2717b4ef051fa6f6edb5c488f1
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_bba5710183d3f551c54203906cf65644
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publicationDate 1970-11-11-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1211694-A
titleOfInvention Derivatives of 7-aminocephalosporanic acid
abstract 1,211,694. Cephalosporins. GLAXO LABORATORIES Ltd. 4 Dec., 1967 [15 Dec., 1966], No. 56301/66. Heading C2A. [Also in Division A5] The invention comprises 7 - acylamido - 3 - methyl (or 3-substituted methyl)-ceph-3-em-4- carboxylic acids having an N-linked polyazole ring substituent on the acylamido group at the 7-position and/or on the methyl group at the 3-position, salts and esters thereof; and the corresponding 7-amino compounds. The polyazole ring contains at least three N atoms in the ring. Preferred are the 1-(7<SP>1</SP>-acylamido-4<SP>1</SP>-carboxyceph - 3<SP>1</SP> - em - 3<SP>1</SP> - yl methyl) - 1,2,3- triazoles and -1,2,3-triazolines and particularly triazolines of Formula III wherein R is H or acyl and the groups Y are cyano or methoxycarbonyl groups, e.g. 4,5- dimethoxycarbonyl-1-(4<SP>1</SP>- carboxy - 7<SP>1</SP> - phenylacetamido - ceph - 31 - em - 3<SP>1</SP>- yl methyl)- 1,2,3-thiazole; and salts and esters thereof. The compounds are prepared by reacting a dipolarophile with a cephalosporanic acid, salt or ester, the acid having the Formula II wherein R is H or acyl which may contain an azido group; and X is an acetoxy group, an azido group or H, at least one of R and X providing the compound of Formula II with at least one azido group, to obtain a compound having at least one polyazole ring substituent, whereafter, when R is H, the resulting compound may be acylated. The ester may be a diphenylmethyl, stannyl or silyl ester. The dipolarophiles are substances which react with groups having a dipole and may be classified as (a) acetylenic, i.e. of structure R<SP>1</SP>C#CR<SP>2</SP>, where R<SP>1</SP> and R<SP>2</SP> may be the same or differe group or atom, e.g. H, cyano, ester such methoxycarbonyl or acyl, e.g. benzoyl; (b) ethylenic, i.e. R<SP>5</SP>.R<SP>6</SP>C = CR<SP>7</SP>R<SP>8</SP>, wherein R<SP>5</SP>, R<SP>6</SP>, R<SP>7</SP> and R<SP>8</SP> may be the same or different and may be H, cyano, ester, e.g. methoxy carbonyl, acyl or carboxy; (c) cyano compounds other than those of (a) and (b) particularly cyanogen and alkoxy carbonyl cyanides. The azide and dipolarophile are reacted in an organic solvent at 15‹ to 150‹ C. A wide range of specific acyl groups for R of Formulµ II and III is listed. The silyl or stannyl ester group is removed by treatment with a compound containing active hydrogen, e.g. water, acidified or basified water, alcohols, phenols, ureas and amides. Specifications 1,012,943, 1,054,806, 1,082,943 and 1,082,962 are referred to.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0001516-A1
priorityDate 1966-12-15-04:00^^<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: 47.