CAS 53994-69-7

(6R,7R)-7-Amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Description:

(6R,7R)-7-Amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, with CAS number 53994-69-7, is a bicyclic compound that belongs to the class of beta-lactam antibiotics. This compound features a thiazolidine ring, which contributes to its biological activity, particularly its ability to inhibit bacterial cell wall synthesis. The presence of an amino group and a carboxylic acid group enhances its solubility and reactivity, making it effective against a range of Gram-positive and Gram-negative bacteria. The chlorine atom in its structure may influence its pharmacological properties, including its potency and spectrum of activity. This compound is typically characterized by its crystalline form and is soluble in polar solvents. Its stereochemistry, indicated by the (6R,7R) configuration, is crucial for its biological function, as it affects the interaction with bacterial enzymes. Overall, this compound represents a significant class of antibiotics with potential therapeutic applications in treating bacterial infections.

Formula: C₇H₇ClN₂O₃S

InChI: InChI=1S/C7H7ClN2O3S/c8-2-1-14-6-3(9)5(11)10(6)4(2)7(12)13/h3,6H,1,9H2,(H,12,13)/t3-,6-/m1/s1

InChI key: InChIKey=OQSAFIZCBAZPMY-AWFVSMACSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](N)C2=O)(SCC1Cl)[H]

Synonyms:

• (6R,7R)-7-Amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6S,7S)-7-ammonio-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 3-Chloro-7-amino-3-cephem-4-carboxylic acid
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-chloro-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-chloro-8-oxo-, (6R-trans)-
• 7-Acca
• 7-Amino-3-Chloro-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid
• 7-Amino-3-chloro cephalosporanic acid
• 7-Amino-3-chlorocephalosporanic acid
• 7β-Amino-3-chloro-3-cephem-4-carboxylic acid
• 7-Amino-3-chloro-3-cephem-4-carboxylic acid

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-amino-3-chloro-8-oxo-, (6R,7R)-

CAS: 53994-69-7

Formula: C₇H₇ClN₂O₃S

Purity: 96%

Color and Shape: Solid

Molecular weight: 234.6601

Ref: IN-DA00I9MV

7-Amino-3-Chloro Cephalosporanic Acid

CAS: 53994-69-7

7-Amino-3-Chloro Cephalosporanic Acid

Purity: 96%

Molecular weight: 234.66g/mol

Ref: 54-OR1012053

(6R,7R)-7-Amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS: 53994-69-7

Purity: 95.0%

Molecular weight: 234.64999389648438

Ref: 10-F241569

Cefaclor EP Impurity B

CAS: 53994-69-7

Formula: C₇H₇ClN₂O₃S

Molecular weight: 234.65

Ref: 4Z-C-6617

7-Amino-3-chloro-3-cephem-4-carboxylic Acid

Controlled Product

CAS: 53994-69-7

Impurity Cefaclor EP Impurity B
Applications 7-Amino-3-chloro-3-cephem-4-carboxylic Acid (Cefaclor EP Impurity B) is used as an intermediate in the preparation of semi-synthetic cephalosprin antibiotics (1) such as cefachlor (2).
References 1. Yang, L. et el.: Biotechnol. Lett., 2003 Jul;25(14):1195-82. Zhang, Y. et al.: Biocatal. Biotransform., 2007 Jul;59(1):59-64

Formula: C₇H₇ClN₂O₃S

Color and Shape: Neat

Molecular weight: 234.66

Ref: TR-A603305

Cefaclor EP Impurity B

CAS: 53994-69-7

Formula: C₇H₇ClN₂O₃S

Molecular weight: 234.66

Ref: ST-EA-CP-C60002

7-Amino-3-chloro cephalosporanic acid

CAS: 53994-69-7

7-Amino-3-chloro cephalosporanic acid is a molecule that can be used to synthesize the drug cefaclor. It is a synthetic compound that has been shown to have anticancer activity and antibacterial activity. This molecule is an ester hydrochloride and has a bulk density of 1.2 g/cm³. 7-Amino-3-chloro cephalosporanic acid is activated by hydrochloric acid in the presence of an organic solvent, such as ethyl acetate, at room temperature. The molecule is also bioactive and its expression can be induced by adding an activator, such as sodium butyrate or benzyl alcohol, to the medium.br>br>
7-Amino-3-chloro cephalosporanic acid exhibits antibacterial activity against Gram positive bacteria, such as Bacillus subtilis and Staphylococcus epidermid

Formula: C₇H₇ClN₂O₃S

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 234.66 g/mol

Ref: 3D-FA34171