454472-32-3

Basic information

• Product Name: diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido]-3-methanesulfonyloxy-3-cephem-4-carboxylate
• Synonyms: diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido]-3-methanesulfonyloxy-3-cephem-4-carboxylate
• CAS NO: 454472-32-3
• Molecular Weight: 643.722
• Mol File: 454472-32-3.mol

Chemical Properties

• CAS DataBase Reference: diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido]-3-methanesulfonyloxy-3-cephem-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido]-3-methanesulfonyloxy-3-cephem-4-carboxylate(454472-32-3)
• EPA Substance Registry System: diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido]-3-methanesulfonyloxy-3-cephem-4-carboxylate(454472-32-3)

Safety Data

• Hazardous Substances Data: 454472-32-3(Hazardous Substances Data)

Upstream product

• 74704-03-3 diphenylmethyl 7β-amino-3-methanesulfonyloxy-3-cephem-4-carboxylate 

Downstream Products

• 163009-57-2 diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate 

Relevant articles and documents

Orally active cephalosporins. Part 4: Synthesis, structure-activity relationships and oral absorption of novel 3-(4-pyrazolylmethylthio)cephalosporins with various C-7 side chains

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.