2-(substituted pyrrolidinylthio) carbapenem derivatives

C - Chemistry – Metallurgy – 07 – D

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167/187, 260/238

C07D 487/04 (2006.01) A61K 31/395 (2006.01) C07D 477/20 (2006.01)

Patent

CA 2038828

A compound of the formula: Image (I) wherein R is a hydrogen atom or a methyl group, R1 is a hydrogen atom or a negative charge, each of R2 and R3 which may be the same or different, is a hydrogen atom, a lower alkyl group, a hydroxy lower alkyl group, a formimidoyl group, an acetoimidoyl group, -COOR4, -CON(R5)R6, -N(R5)R6, -CH2COOR4, -CH2N(R5)R6 or -CH2CoN(R5)R6 (wherein R4 is a hydrogen atom or a lower alkyl group, each of R5 and R6 which may be the same or different, is a hydrogen atom or a lower alkyl group, or R5 and R6 form together with the adjacent nitrogen atom a heterocyclic group selected from the group consisting of an aziridinyl group, an azetidinyl group, a pyrrolidinyl group and a piperidyl group), A is =NR7, =?(R7)R8, -CON(R7)-, -CON(R7)CO-, -CON(R7)CON(R8)-, -N(R7)CO(CH2)sN(R8)-, -N(R7)CO(CH2)sCON(R8)-, -CON(R7)N(R8)- or -N(R7)(CH2)sN(R8)- {wherein each of R7 and R8 which may be the same or different, is a hydrogen atom, a lower alkyl group, a hydroxy lower alkyl group, a formimidoyl group, an acetoimidoyl group, -CooR4, -CON(R5)R6, -N(R5)R6, -CH2COOR4, -CH2N(R5)R6 or -CH2CON(R5)R6 (wherein R4, R5 and R6 are as defined above), s is an integer of from 1 to 3}, p is an integer of from 0 to 3, and each of q and r which may be the same or different, is an integer of from 0 to 5, provided that q and r are not simultaneously O and q + r ? 6; or a pharmaceutically acceptable salt or ester thereof.

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