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

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

Uses

Used in Pharmaceutical Industry:
(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 used as an antibacterial agent for the treatment of various bacterial infections in humans. Its broad-spectrum activity and effectiveness against a wide range of bacteria make it a valuable component in the development of antibiotics to combat infections caused by both Gram-positive and Gram-negative organisms.

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.

Ceftezole acid acylation reaction process

Belonging to the field of medical technology, the invention discloses a ceftezole acid acylation reaction process. The method includes: subjecting pre-prepared intermediate 1 and intermediate 2 to acylation reaction at low temperature. An acylation reaction device adopted by the invention is mainly composed of a stirring unit, a cooling coil, a stirring paddle, an electromagnetic valve, a controller and a temperature sensor. The acylation reaction process provided by the invention is simple, achieves accurate control of the reaction temperature, increases the product yield, and reduces by-product generation.

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.

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