144790-28-3

Basic information

• Product Name: L-Cefadroxil
• Synonyms: (6R,7R)-7-[(S)-2-Amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2S)-amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-, (6R,7R)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-, [6R-[6α,7β(S*)]]-;L-Cefadroxil;Cefadroxil Related CoMpound D;Cefadroxil EP Impurity D;Cefadroxil Related Compound D (USP)
• CAS NO: 144790-28-3
• Molecular Formula: C16H17N3O5S
• Molecular Weight: 363.38828
• Mol File: 144790-28-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 789.9±60.0 °C(Predicted)
• Appearance: /
• Density: 1.59±0.1 g/cm3(Predicted)
• PKA: 3.12±0.50(Predicted)
• CAS DataBase Reference: L-Cefadroxil(CAS DataBase Reference)
• NIST Chemistry Reference: L-Cefadroxil(144790-28-3)
• EPA Substance Registry System: L-Cefadroxil(144790-28-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 144790-28-3(Hazardous Substances Data)

Usage

Uses

L-Cefadroxil (Cefadroxil EP Impurity D) is the stereoisomer of Cefadroxil (C235750), a semi-synthetic cephalosporin antibiotic. Antibacterial.

Upstream product

• 22252-43-3 3-deacetyloxy-7-aminocephalosporanic acid 
• 54397-23-8 D-(-)-4-hydroxyphenylglycineamide 
• 541-41-3 chloroformic acid ethyl ester 
• 69651-48-5 N-tert-butyloxycarbonyl-L-4-hydroxyphenylglycine 
• 37763-23-8 D-2-p-hydroxyphenylglycine methyl ester 
• 78858-51-2 C₁₆H₁₉NO₇ 
• 26395-99-3 7-aminodesacetoxycephalosporanic acid 

Downstream Products

• 34876-35-2 3-hydroxy-4-methyl-2(5H)-thiophenone 
• 135656-64-3 7-<2-(dihydro-5-butyl-6-thioxo-2H-1,3,5-thiadiazine-3(4H)-yl)-2-(4-hydroxyphenyl)acetamido>-3-methyl-3-cephem-4-carboxylic acid 
• 147103-95-5 4-hydroxyphenylglycylcefadroxil 
• 135656-67-6 7-<2-(dihydro-5-isobutyl-6-thioxo-2H-1,3,5-thiadiazine-3(4H)-yl)-2-(4-hydroxyphenyl)acetamido>-3-methyl-3-cephem-4-carboxylic acid 
• 73226-86-5 2-hydroxy-3-(p-hydroxyphenyl)-6-methylpyrazine 

Relevant articles and documents

Clathration-induced asymmetric transformation of cefadroxil

The cephalosporin antibiotic Cefadroxil can be epimerized at the α-carbon of its amino acid side chain using pyridoxal as the mediator. By clathration with 2,7-dihydroxynaphthalene, the desired diastereomer can be selectively withdrawn from the equilibrat

PROCESS FOR THE SYNTHESIS OF HYDROXYPHENYLGLYCINE ESTERS

The present invention refers to a process for the synthesis of a D-(-)-p-hydroxyphenylglycine (HPG) ester in crystal form, by crystallizing D-HPG ester from a solution containing dissolved D-HPG ester to obtain a suspension comprising D-HPG ester crystals, characterized in that the eeD of the D-HPG ester in the solution and the eeD of the D-HPG ester crystals is above 95%, preferably above 97%, more preferably above 98%, more preferably above 99%, more preferably above 99.5%.

PROCESSES FOR THE PREPARATION OF CEPHEM DERIVATIVES

Provided is a process for preparing a compound of formula 1 or its salt, which includes reacting a compound of formula 2 with a compound of formula 3 in the presence of a base.