2-(heterocyclylthio)carbapenem derivatives their preparation...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/04 (2006.01) A61K 31/40 (2006.01) C07D 477/20 (2006.01) C07F 7/10 (2006.01)

Patent

CA 1336092

Compounds of formula (I): Image (I) in which Ra is a group of formula (II): Image (II) or a group of formula (III): Image (III) (where one of R' is a bond to the remainder of the compound, one more of R' is R2 and the others of R' are all hydrogen), R1 is hydrogen or methyl, R2 is hydrogen, optionally substituted alkyl, halogen, hydroxy, alkoxy, amino, alkanoylamino, alkanoyloxy, alkanoyl, carboxy, alkoxycarbonyl, cyano, -S(O)jR9 (where j is 0, 1 or 2 and R9 is alkyl), or -CONR6R7 (which is optionally substituted carbamoyl or heterocyclyl-carbonyl), R2a is hydrogen, alkyl or alkanoyl, -NR3R4 is optionally substituted amino or heterocyclic, and -COOR5 is carboxy, -COO-, -COOMx (where M is a cation and x is the reciprocal of the valence of the cation M) or protected carboxy and, where -COOR5 is carboxy, -COOMx or protected carboxy, the compound of formula (I) also contains an anion; ?, m and n are independently 0, 1, 2 or 3, provided that (m + n) is an integer from 2 to 6; p is 0, 1 or 2; Y is a single bond, oxygen, sulfur or R8N< (wherein R8 is hydrogen, alkyl or alkanoyl) and pharmaceutically acceptable salts and esters thereof are potentially valuable antibiotics.

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