Cephem compound having pyridinium group
AssigneeShionogi & Co., Ltd.
InventorsYasuhiro Nishitani, Toshiaki Aoki
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Abstract
The present invention provides a novel compound which has a broad antibacterial spectrum and particularly exhibits a high antibacterial activity on β-lactamase-producing gram-negative bacteria. Specifically provided are: a compound represented by formula (I) wherein the meaning of each symbol is as defined in the description, an amino-group-protected form of a type of the compound which has the amino group on a ring in a position-7 side chain, or a pharmaceutically acceptable salt of the compound or the amino-group-protected form; and a pharmaceutical composition containing the compound, the amino-group-protected form or the pharmaceutically acceptable salt.
Claims21
A compound of the formula:
- or an amino-protected compound when the amino group is present on the ring in the 7-side chain, or a pharmaceutically acceptable salt thereof, wherein
- W is —CH2;
- U is —S—, —S(═O)— or —O—;
- L is a single bond, an optionally substituted lower alkylene group, an optionally substituted lower alkenylene group or an optionally substituted alkynylene group;
- R1 is an optionally substituted carbocyclic group or an optionally substituted heterocyclic group;
- with regard to R2A and R2B,
- R2A and R2B are taken together to form an optionally substituted methylidene group or an optionally substituted hydroxyimino group;
- R3 is a hydrogen atom, —OCH3 or —NH—CH(═O);
- R11 is
- ring E is an optionally substituted pyridinium ring or an optionally substituted fused ring containing pyridinium ring;
- R10 is a group represented by the formula:
- wherein
- ring A is a benzene ring, or a 6-membered aromatic heterocyclic group having 1-3 nitrogen atoms;
- k is an integer from 2 to 5;
- each R4 is independently a hydrogen atom, halogen, hydroxyl group, —CN, —C(═O)—R5, —C(═O)—OH, —C(═O)—OR5, or —OR5;
- R5 is a lower alkyl group or halo(lower)alkyl group;
- and
- G is a single bond, an optionally substituted lower alkylene group, an optionally substituted alkenylene group or an optionally substituted alkynylene group;
- M is a single bond or a 5- or 6-membered heterocyclic group containing at least 1 nitrogen atom;
- D is a single bond, —CO—, —O—CO—, —CO—O—, —NR6—, —NR6—CO—, —CO—NR6—, —NR6—CO—NR6—, —O—, —S—, —SO—, —SO2—NR6—, —NR6—SO2—, —CH2—NR6—CO— or —SO2—;
- each R6 is independently a hydrogen atom or an optionally substituted lower alkyl group;
- with the proviso that at least two R4 are hydroxyl groups which bind respectively to adjacent carbon atoms on ring A.
Dependencies are inferred from the claim text.