54333-94-7

Basic information

• Product Name: (6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• Synonyms: (6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R,6β)-3-Hydroxymethyl-7β-methoxy-8-oxo-7-[[(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(7S)-3-(Hydroxymethyl)-7-[(2-thenylcarbonyl)amino]-7-methoxycepham-3-ene-4-carboxylic acid;3'-Decarbamoylcefoxitin;Cefoxitin Impurity 5;Cefoxitin Impurity A (EP)(Decarbamoyl cefoxitin);Cefoxitin Impurity A -C (EP)
• CAS NO: 54333-94-7
• Molecular Formula: C₁₅H₁₆N₂O₆S₂
• Molecular Weight: 384.42734
• EINECS: 259-108-3
• Mol File: 54333-94-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 790.2°C at 760 mmHg
• Flash Point: 431.7°C
• Appearance: /
• Density: 1.62g/cm³
• Vapor Pressure: 2.55E-26mmHg at 25°C
• Refractive Index: 1.703
• PKA: 2.79±0.50(Predicted)
• CAS DataBase Reference: (6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(54333-94-7)
• EPA Substance Registry System: (6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(54333-94-7)

Safety Data

• Hazardous Substances Data: 54333-94-7(Hazardous Substances Data)

Usage

Description

(6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is a complex organic compound with a unique molecular structure. It is characterized by its bicyclic ring system, which includes a thiazole and an azabicycle, as well as various functional groups such as hydroxymethyl, methoxy, and thienylacetamido moieties. (6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is likely to have specific interactions with biological systems due to its structural features and functional groups.

Uses

Used in Pharmaceutical Industry:
(6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is used as a pharmaceutical compound for its potential therapeutic applications. (6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid's unique structure and functional groups may allow it to interact with specific biological targets, making it a candidate for the development of new drugs.
Used in Antibacterial Applications:
As an impurity of Cefoxitin, a semi-synthetic antibiotic, (6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid may contribute to the overall antibacterial properties of the drug. Cefoxitin is known for its high resistance to β-lactamase inactivation, which makes it effective against a range of bacterial infections.

InChI:InChI=1/C15H16N2O6S2/c1-23-15(16-10(19)5-9-3-2-4-24-9)13(22)17-11(12(20)21)8(6-18)7-25-14(15)17/h2-4,14,18H,5-7H2,1H3,(H,16,19)(H,20,21)/t14-,15-/m1/s1

Upstream product

• 35565-07-2 3-acetoxymethyl-7c-methoxy-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; sodium salt 

Downstream Products

• 35607-66-0 3-carbamoyloxymethyl-7c-methoxy-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 

Relevant articles and documents

Total synthesis of β lactam antibiotics III. (±) cefoxitin

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