24209-43-6

Basic information

• Product Name: (6R-trans)-7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• Synonyms: (6R-trans)-7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(7R)-7-AMINO-3-[2-(1,3,4-THIADIAZOL-2-YLSULFANYL)ETHYL]-3,4-DIDEHYDROCEPHAM-4-CARBOXYLIC ACID;(6R)-7α-Amino-8-oxo-3-[[(1,3,4-thiadiazol-2-yl)thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R-trans)-7-Amino-8-oxo-3-((1,3,4-thiadiazol-2-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid;Einecs 246-079-7;Ceftezole Impurity 3
• CAS NO: 24209-43-6
• Molecular Formula: C₁₀H₁₀N₄O₃S₃
• Molecular Weight: 330.4064
• EINECS: 246-079-7
• Mol File: 24209-43-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 669.9°Cat760mmHg
• Flash Point: 359°C
• Appearance: /
• Density: 1.79g/cm³
• Vapor Pressure: 7.33E-19mmHg at 25°C
• Refractive Index: 1.795
• PKA: 2.52±0.50(Predicted)
• CAS DataBase Reference: (6R-trans)-7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (6R-trans)-7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(24209-43-6)
• EPA Substance Registry System: (6R-trans)-7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(24209-43-6)

Safety Data

• Hazardous Substances Data: 24209-43-6(Hazardous Substances Data)

Usage

General Description

The chemical "(6R-trans)-7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" is a complex molecule containing a 1,3,4-thiadiazole ring, a thiazole ring, and a carboxylic acid group. It is a derivative of the antibiotic cefotaxime and belongs to the class of cephalosporin antibiotics. This chemical compound has antibacterial properties and is effective against a wide range of bacteria. It works by inhibiting the synthesis of the bacterial cell wall, ultimately leading to the death of the bacteria. "(6R-trans)-7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" is commonly used in the treatment of various bacterial infections in humans.

InChI:InChI=1/C10H10N4O3S3/c11-5-7(15)14-6(9(16)17)4(1-18-8(5)14)2-19-10-13-12-3-20-10/h3,5,8H,1-2,11H2,(H,16,17)

Upstream product

• 18686-82-3 2-mercapto-1,3,4-thiadiazole 
• 957-68-6 7-Aminocephalosporanic acid 

Downstream Products

• 62769-74-8 (6R)-7t-[2-((Ξ)-cyano-phenyl-methylsulfanyl)-acetylamino]-8-oxo-3-[1,3,4]thiadiazol-2-ylsulfanylmethyl-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 

Relevant articles and documents

Preparation method of ceftezole sodium

The invention discloses a preparation method of ceftezole sodium, and belongs to the technical fields of pharmaceutical synthesis and refining. According to the method, 2-mercapto-1,3,4-thiadiazole and 7-aminocephalosporanic acid(ACA) are adopted to react and prepare an intermediate 1; and the obtained intermediate 1 reacts with tetrazolium anhydride(an intermediate 2) for acidation, salifying andrefining to prepare and obtain the ceftezole sodium. The preparation method provided by the invention is simple in operation, mild in reaction conditions, relatively high in yield and purity, low incontents of maximum single impurities and moisture and suitable for industrial production.

Process for the preparation of solutions of 7-aminocephalosporanic acids

A process for the preparation of solutions of 7-aminocephalosporanic acids wherein there is obtained a salt of the general formula III: STR1 where R1 may be a group selected from among hydrogen, methyl, or a low molecular weight alkoxy, R2 is a group selected from among methyl, methoxy, azido, chlorine, carbamoylmethyl, acetoxy, thiomethyl, phenylthiomethyl and others, x means from 3 to 5 carbon atoms and y means from 2 to 4 carbon atoms is disclosed. The process is based on the reaction of a compound of formula I STR2 with a bicyclic amidine.

Cephalosporin antibiotics

Novel cephalosporin antibiotic derivatives.