2-[1-(1,3-thiazolin-2-yl)azetidin-3-yl] thio-carbapenem...

C - Chemistry – Metallurgy – 07 – D

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C07D 477/00 (2006.01) A61K 31/425 (2006.01) A61K 31/675 (2006.01) C07D 477/20 (2006.01) C07F 9/547 (2006.01)

Patent

CA 2127193

Novel carbapenem compounds, (1R,5S,6S)-2-[1- (1,3-thiazolin-2-yl)azetidin-3-yl]thio-6-[(R)-1-hydroxy- ethyl]-1-methyl-carbapen-2-em-3-carboxyic acid derivatives. These carbapenem compounds are represented by the following formula having a beta-coordinated methyl group introduced at the 1-position and a [1-(1,3-thiazolin -2-yl)azetidin-3-yl]thio group introduced at the 2-position. (see formula I) In the formula, R is hydrogen; lower alkyl group which is unsubstituted or substituted by hydroxy, lower alkoxy or lower alkoxy-lower alkoxy group; group -COOR1 (R1 is hydrogen or lower alkyl group); or group -CONR2R3 (R2 and R3 are, independently each other, hydrogen or lower alkyl), and Y is carboxy, -COO~ or protected carboxy. These compounds are useful antibiotics for prevention and treatment of bacterial infections.

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