130431-30-0

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 
• 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 
• 87314-56-5 7-amino<3-(2,3-cyclopentenopyridinium)methyl>ceph-3-em-4-carboxylate 
• 95055-53-1 C₂₄H₂₃N₃O₄S 
• 1273319-61-1 p-methoxybenzyl 7-phenylacetamido-3-(2,3-cyclopenteno-1-pyridinio)-3-cephem-4-carboxylate iodide 
• 104498-86-4 C₁₉H₂₅N₅O₇S₂Si 
• 65872-41-5 cefotaxime 

Downstream Products

• 533-37-9 2,3-cyclopentenopyridine 
• 104301-63-5 2-<<(2-amino-4-thiazolyl)((Z)-methoxyimino)acetyl>amino>acetoaldehyde 
• 130468-09-6 2-<<(2-amino-4-thiazolyl) ((Z)-methoxyimino)acetyl>aminomethyl>-1,2,5,7-tetrahydro-7-oxo-4H-furo<3,4-d> <1,3>thiazine 
• 124667-22-7 Δ₂-cefpirome 
• 97164-55-1 cefpirome 
• 130431-30-0 epi-cefpirome 
• 123176-07-8 2,4-dinitrophenylhydrazone of 2-<(Z)-2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido>acetaldehyde 
• 98753-19-6 cefpirome Sulfate 

Relevant academic research and scientific papers

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.

Method for producing cephalosporins

A method for producing cephalosporins 7-substituted with an amino-thiazolylacetic group by reacting 7-ACA or its derivatives having the amino group and the carboxyl protected with reactive derivatives of amino-thiazolylacetic acid.

Synthesis and biological evaluation of a series of parenteral 3'-quaternary ammonium cephalosporins

The preparation and biological evaluation of a series of 7β-[2-(2-aminothiazol-4-yl)-2(Z)-methoximinoacetamido]cephalosporins, substituted at the 3'-position with monocyclic or bicyclic nitrogen-containing heterocycles are described. The resulting family of parenteral compounds displays a broad spectrum of antibacterial activity. Some compounds exhibit a similar level of Gram-negative activity to that of the 'third-generation' cephalosporins with increased staphylococcal activity. The in vitro and in vivo antimicrobial activity, structure-activity relationships, β-lactamase stability, and in vitro and in vivo pharmacological evaluations are presented.

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.