66340-28-1

Basic information

• Product Name: desacetylcefotaxime
• Synonyms: (6R,7R)-7-[[(2Z)-2-(2-AMino-4-thiazolyl)-2-(MethoxyiMino)acetyl]aMino]-3-(hydroxyMethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;(6R,7R)-7-((E)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;desacetylcefotaxime;(7R)-7-[[[(2-Amino-4-thiazolyl)(methoxyimino)methyl]carbonyl]amino]-3-(hydroxymethyl)cepham-3-ene-4-carboxylic acid;3-Desacetyl CefotaxiMe;Deacetylcefotaxime,Cefotaxime Impurity B (EP);Cefotaxime Sodium EP Impurity B
• CAS NO: 66340-28-1
• Molecular Formula: C₁₄H₁₅N₅O₆S₂
• Molecular Weight: 413.43
• Product Categories: Impurity;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Amines;Heterocycles
• Mol File: 66340-28-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: >200°C (dec.)
• Appearance: /
• Density: 1.922g/cm³
• Refractive Index: 1.843
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• PKA: 2.75±0.50(Predicted)
• CAS DataBase Reference: desacetylcefotaxime(CAS DataBase Reference)
• NIST Chemistry Reference: desacetylcefotaxime(66340-28-1)
• EPA Substance Registry System: desacetylcefotaxime(66340-28-1)

Safety Data

• Hazardous Substances Data: 66340-28-1(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid

Uses

An impurity of Cefotaxime sodium (C242950).

InChI:InChI=1/C14H15N5O6S2/c1-25-18-7(6-4-27-14(15)16-6)10(21)17-8-11(22)19-9(13(23)24)5(2-20)3-26-12(8)19/h4,8,12,20H,2-3H2,1H3,(H2,15,16)(H,17,21)(H,23,24)/b18-7-/t8-,12-/m1/s1

Upstream product

• 73384-59-5 Ceftriaxone 
• 86329-79-5 Kenicef 
• 758680-79-4 cefotaxime 

Relevant articles and documents

Mechanism of ceftriaxone degradation in aqueous solution

Degradation of ceftriaxone in aqueous solutions was studied at 310 K and 353 K in acidic, basic and neutral conditions. In the next stage of hydrolysis there was observed: hydrolysis of the group -CH2-S- at C-3, opening of β-lactam ring, isomerization (epimerization at C-6 or C-7, izomerization syn-anti of N-oxime function) and lactonization of 4-carboxyl and CH2OH group. This study indicated on the instability of the -CH2-S- group at C-3 in the acidic, basic and neutral solutions.

Determination of cephalosporins and decomposition products by liquid chromatography with indirect electrochemical detection

Indirect electrochemical detection, using in-line electrochemically generated bromine as oxidizing agent, has been used for the determination of cephalosporins with liquid chromatography. The method presents a general detection principle for cephalosporins since it is related to their basic structure. The detection limits obtained, which were between 0. 4 and 3 ng, and the repeatability with a relative standard deviation below 1. 5% comply with the requirements for drug stability studies in vitro.