171017-60-0

Basic information

• Product Name: (6R,7R)-3-chloro-7-<2-(2,6-dihydroxyphenyl)-4-thiazolyl>acetylamino-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester
• Synonyms: (6R,7R)-3-chloro-7-<2-(2,6-dihydroxyphenyl)-4-thiazolyl>acetylamino-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester
• CAS NO: 171017-60-0
• Molecular Weight: 634.133
• Mol File: 171017-60-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (6R,7R)-3-chloro-7-<2-(2,6-dihydroxyphenyl)-4-thiazolyl>acetylamino-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (6R,7R)-3-chloro-7-<2-(2,6-dihydroxyphenyl)-4-thiazolyl>acetylamino-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester(171017-60-0)
• EPA Substance Registry System: (6R,7R)-3-chloro-7-<2-(2,6-dihydroxyphenyl)-4-thiazolyl>acetylamino-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester(171017-60-0)

Safety Data

• Hazardous Substances Data: 171017-60-0(Hazardous Substances Data)

Upstream product

• 908093-98-1 diazodiphenylmethane 
• 171017-46-2 <2-(2,6-dihydroxyphenyl)-4-thiazolyl>acetic acid ethyl ester 
• 171017-44-0 2,6-dihydroxybenzenecarbothioamide 
• 53994-69-7 (6R,7R)-1-aza-3-chloro-7-amino-8-oxo-5-thiabicyclo<4.2.0>oct-2-ene-2-carboxylic acid 

Relevant articles and documents

Synthesis and in Vitro Evaluation of New Cephalosporins Exhibiting Antimicrobial Activity Against Gram-Positive Bacteria, in Particular Methicillin-Resistant Staphylococci

The preparation and biological evaluation of 7β-acetamido>cephalosporins and 7β-acetamido>cephalosporins, 9a-o, substituted at the 3-position with acetyloxymethyl, chlorine, hydrogen, and methyl are described.Hantzsch's thiazole synthesis is employed to provide thiazoleacetic acids 5a-e, subsequently followed by Morpho CDI-assisted amidation to complete the synthesis of target cephalosporins 9a-o.These compounds display activity selectively against Gram-positive bacteria, but are inactive against most Gram-negative bacteria tested.Those with acetyloxymethyl at the 3-position, i.e., 9a, 9e, 9i, 9m, and 9o, exhibit activity with minimal inhibitory concentrations of 16 μg/mL or lower against four strains of methicillin-resistant staphylococci, namely Staphylococcus aureus X400 and S13E and Staphylococcus epidermidis 270 and 222.Notably, 9a displays an activity profile similar to that of vancomycin regarding its spectrum and potency.Key Words: Gram-positive bacteria; Methicillin-resistant staphylococci; Cephalosporin; Thiazole synthesis; Amidation.