C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/102, 260/104
C07D 501/20 (2006.01) C07D 277/20 (2006.01)
Patent
CA 1150726
Abstract Cephalosporins of general formula I, Image ,(I) and tautomers thereof, wherein A represents a hydrogen atom, a group -COCH2Cl, -COCH2Br or -COOCH2CCl3 or a formyl or trityl group; Y, which is in the .alpha. configuration, represents a hydrogen atom or a methoxy group; D represents a hydrogen atom; an acetoxy, amino carbonyloxy, pyridinium or aminocarbonylpyridinium group or 3 group of formula -SHet (in which Het represents a tetrazol-5-yl, 1-methyl-tetrazol-5-yl, 1,3,4-thiadiazol- 5-yl, 2-methyl-1,3,4-thiadiazol-5-yl or 1,2,4-thiadiazol- 5-yl group); R represents a hydrogen atom or a cyclopropyl, hydroxy or methoxy group; a group of formula -NHR1 (in which R1 represents a hydrogen atom, an aliphatic straight or branched chain C1-6 hydrocarbyl group, which may be saturated or contain a double or triple bond, or a C3-6 cycloalkyl group); a group of formula -NH-Z-X (in which Z represents a straight or branched chain C1-4 alkylene group or a C3-6 cycloalkyl group, and X represents a hydroxy, mercapto, cyano, aminocarbonyl, aminosulfonyl, acetyl, amino, methylamino, dimethylamino, formylamino, acetyl-amino, ureido, methylsulfonylamino, methoxy, ethoxy, acetoxy, methylmercapto, methylsulfinyl, methylsulfonyl, carboxyl or methoxycarbonyl qroup); a group of formula Image (in which n is 0 or 1 and R2 and R3, which may be the same or different, each represents a hydrogen or halogen atom or a hydroxy, methyl, methoxy, acetylamino, aminocarbonylamino, alkylaminocarbonylamino, dialkyl- aminocarbonylamino, alkylsulfonylamino, C2-4 alkanoyl, C2-4 alkanoyloxy, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, nitro, cyano, methylmercapto, alkylsulfinyl, alkylsulfonyl, aminosulfonyl, alkylamino- sulfonyl or dlalkylaminosulfonyl group, wherein the alkyl groups may each contain 1 to 3 carbon atoms); and E represents a hydrogen atom or a carboxyl protecting group; with the proviso that when D represents a pyridinium or aminocarbonylpyridinium group, then the compounds have the formula Ia, Image (Ia) (wherein A, Y and R are as defined above and m is 0 or 1), or a tautomer thereof; and, when E represents a hydrogen atom, the salts thereof with inorganic or organic bases of use as antibacterial agents.
372017
Goeth Hanns
Lechner Uwe
Maier Roland
Reuter Wolfgang
Wetzel Bernd
Fetherstonhaugh & Co.
Thomae (dr. Karl) G.m.b.h.
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