92682-05-8

Basic information

• Product Name: cefpirome
• Synonyms: 5H-Cyclopenta[b]pyridinium, 1-[[(6R,7R)-7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-6,7-dihydro-
• CAS NO: 92682-05-8
• Molecular Formula: C22H23 N6 O5 S2
• Molecular Weight: 0
• Mol File: 92682-05-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: cefpirome(CAS DataBase Reference)
• NIST Chemistry Reference: cefpirome(92682-05-8)
• EPA Substance Registry System: cefpirome(92682-05-8)

Safety Data

• Hazardous Substances Data: 92682-05-8(Hazardous Substances Data)

Upstream product

• 63527-52-6 cefotaxime 
• 533-37-9 2,3-cyclopentenopyridine 
• 83421-24-3 7β-<2-(2-aminothiazol-4yl)-2-(Z)-methoximinoacetamide>-3-iodomethyl-2-<(trimethylsilyloxy)carbonyl>cephalosporin 
• 86070-92-0 (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-3-iodomethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 84957-29-9 cefpirome 
• 104498-86-4 C₁₉H₂₅N₅O₇S₂Si 
• 65872-41-5 cefotaxime 
• 87314-56-5 7-amino<3-(2,3-cyclopentenopyridinium)methyl>ceph-3-em-4-carboxylate 
• 101156-40-5 (6R,7R)-4-methoxybenzyl-3-(iodomethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 104146-10-3 (6R,7R)-3-Chloromethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 95055-53-1 C₂₄H₂₃N₃O₄S 
• 1273319-61-1 p-methoxybenzyl 7-phenylacetamido-3-(2,3-cyclopenteno-1-pyridinio)-3-cephem-4-carboxylate iodide 

Relevant articles and documents

One-pot synthesis of cefpirome sulfate from GCLE

Cefpirome was synthesized in 37.7% overall yield from 3-chloromethyl-7- phenylacetylamino cephalosporanic acid p-methoxybenzyl ester (GCLE) by sequential substitution of C-3 chloride with iodide and 2,3- cyclopentenopyridine, followed by a one-pot procedure including deprotection of carboxyl group, hydrolysis of 7-phenylacetamido, and reaction with 2-mercaptobenzothiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate (MAEM). The reaction conditions were as follows: obtained from GCLE at low temperature (-5 to 0°C) and absence of light, 3-iodomethyl-7- phenylacetylamino cephalosporanic acid p-methoxybenzyl ester (GILE) without purification was reacted directly with 2,3-cyclopentenopyridine, in which the molar ratio of GCLE, NaI, and 2,3-cyclopentenopyridine was 1:2:4, and the molar ratio of the resulting compound p-methoxybenzyl 7-phenylacetylamido-3-(2,3- cyclopenteno-1-pyridinio)methyl-3-cephem-4-carboxylate iodide and MAEM was 1:1.1. The structure of the intermediate and the target compound obtained were determined by nuclear magnetic resonance spectra and mass spectroscopy.

Stability and degradation pattern of cefpirome (HR 810) in aqueous solution

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H810, a new parenteral cephalosporin with a broad antibacterial spectrum

3-[(2,3-Cyclopenteno-1-pyridinium)-methyl]-7-[2-syn-methoximino-2-(2-aminothiazol-4-yl)-acetamido]-ceph-3-em-4-carboxylate (HR 810) is a new cephalosporin derivative with an extremely broad antimicrobial spectrum. It is active against all bacterial species of clinical relevance, including strains which are frequently resistant towards cephalosporins of the third generation.