57268-80-1

Basic information

• Product Name: [6R-[6alpha,7beta(R*)]]-7-[(formyloxy)phenylacetamido]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• Synonyms: [6R-[6alpha,7beta(R*)]]-7-[(formyloxy)phenylacetamido]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R,7R)-7α-[[(R)-(Formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;O-formylcefamandole
• CAS NO: 57268-80-1
• Molecular Formula: C₁₉H₁₈N₆O₆S₂
• Molecular Weight: 490.51282
• EINECS: 260-657-6
• Mol File: 57268-80-1.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.71g/cm³
• CAS DataBase Reference: [6R-[6alpha,7beta(R*)]]-7-[(formyloxy)phenylacetamido]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [6R-[6alpha,7beta(R*)]]-7-[(formyloxy)phenylacetamido]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(57268-80-1)
• EPA Substance Registry System: [6R-[6alpha,7beta(R*)]]-7-[(formyloxy)phenylacetamido]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(57268-80-1)

Safety Data

• Hazardous Substances Data: 57268-80-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
[6R-[6alpha,7beta(R)]]-7-[(formyloxy)phenylacetamido]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is used as a prodrug for cefamandole, a widely used antibiotic. As the sodium salt, it serves as an intermediate compound that can be metabolized in the body to produce the active form of the antibiotic, cefamandole, which is effective against a range of bacterial infections.
Used in Research and Development:
In the field of research and development, this cephalosporin compound can be utilized for studying the structure-activity relationships of cephalosporin antibiotics. Understanding the interactions between the compound's side groups and its biological targets can lead to the development of more potent and selective antibiotics with improved pharmacokinetic properties.
Used in Drug Synthesis:
[6R-[6alpha,7beta(R)]]-7-[(formyloxy)phenylacetamido]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid can also be employed as a key intermediate in the synthesis of novel cephalosporin derivatives. By modifying the side groups or incorporating additional functional groups, chemists can create new antibiotics with enhanced properties, such as increased stability, improved bioavailability, or reduced side effects.

Upstream product

• 24209-38-9 (6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid 
• 65338-32-1 cefamandole 
• 2258-42-6 formyl acetic anhydride 
• 10500-33-1 isobutyric formic anhydride 
• 20698-91-3 (R)-methyl mandelate 
• 29169-63-9 (R)-formiloxy(phenyl)acetic acid 
• 29169-64-0 D-2-phenyl-2-formyloxyacetyl chloride 
• 81589-17-5 C₁₆H₂₈N₆O₃S₂Si₂ 

Downstream Products

• 42540-40-9 cefamandole nafate 

Relevant articles and documents

Method for improving quality of cemandil sodium by using three-dimensional column plate to purify solvent

The present invention discloses a method for improving the quality of cemandil sodium by using a three-dimensional column plate to purify a solvent. The method comprises: solvent purification, alkylation reaction, cefamandole ester synthesis, extraction, cemandil sodium synthesis, and sterile sub-packaging. According to the present invention, during the cemandil sodium preparation process, the reaction system solvent is purified by using the high-throughput efficient three-dimensional mass transfer column tray technology so as to finally improve the quality of the cemandil sodium product and ensure the quality of the cemandil sodium powder-needle preparation for injection. The invention provides the method for improving the quality of the cemandil sodium powder-needle preparation for injection by using the three-dimensional column tray mass transfer technology to purify the organic solvent.

Cefamandole nafate for reducing anaphylaxis and preparation thereof

The invention relates to an antibiotic drug, in particular to cefamandole nafate for reducing anaphylaxis. The compound has the advantages of high yield, high purity and the like, and is suitable for industrial production, and product stability and anaphylaxis reducing and clinic application of a preparation are all obviously improved .

PROCESS FOR THE FORMYLATION OF CEFAMANDOLE

The present invention relates to a process for the preparation of O-formyl cefamandole, an intermediate in the preparation of cefamandole nafate, by formylation of cefamandole.

PROCESS FOR THE PREPARATION OF CEFAMANDOLE NAFATE

The present invention relates to a process for the preparation of cefamandole nafate from cefamandole and to the use thereof in the manufacture of a medicament for treatment of a bacterial disease.