163009-57-2Relevant academic research and scientific papers
Orally active cephalosporins. Part 4: Synthesis, structure-activity relationships and oral absorption of novel 3-(4-pyrazolylmethylthio)cephalosporins with various C-7 side chains
Yamamoto, Hirofumi,Eikyu, Yoshiteru,Okuda, Shinya,Kawabata, Kohji,Takasugi, Hisashi,Tanaka, Hirokazu,Matsumoto, Satoru,Matsumoto, Yoshimi,Tawara, Shuichi
, p. 1535 - 1545 (2007/10/03)
A series of 3-(4-pyrazolylmethylthio)cephalosporins with various C-7 side chains was designed, synthesized and evaluated for antibacterial activity and oral absorption in rats. Antibacterial activity against Haemophilus influenzae was markedly increased by the C-7 oxime moiety. Deamination at the 2 position of, or introduction of a substituent such as halogen or methyl to, the 5 position of the (Z)-2-(2-aminothiazol-4-yl)-2-(hydroxyimino) moiety improved oral absorption. Among these compounds, FR192752 (40a) having a (Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-hydroxyiminoacetamido moiety, showed potent antibacterial activity against both Gram-positive and Gram-negative bacteria including H. influenzae and penicillin G-resistant Streptococcus pneumoniae (PRSP). Further, it showed higher oral absorption than CFDN and FK041.
