CAS 63527-53-7

(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2E)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Description:

The chemical substance with the name "(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2E)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" and CAS number "63527-53-7" is a complex bicyclic compound that belongs to the class of antibiotics known as cephalosporins. It features a thiazole ring, which contributes to its biological activity, particularly against bacterial infections. The presence of an acetyloxy group suggests potential for enhanced stability and bioavailability. This compound exhibits a broad spectrum of antibacterial activity, primarily targeting Gram-positive and some Gram-negative bacteria. Its mechanism of action typically involves the inhibition of bacterial cell wall synthesis, leading to cell lysis and death. The stereochemistry indicated by the (6R,7R) configuration is crucial for its pharmacological properties, influencing both its efficacy and safety profile. Overall, this substance represents a significant advancement in antibiotic development, aimed at combating resistant bacterial strains.

Formula: C₁₆H₁₇N₅O₇S₂

InChI: InChI=1/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-

InChI key: InChIKey=GPRBEKHLDVQUJE-VINNURBNSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](NC(/C(=N/OC)/C=3N=C(N)SC3)=O)C2=O)(SCC1COC(C)=O)[H]

Synonyms:

• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2E)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)-
• R 02-5328A
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2E)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)-
• (6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2E)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, [6R-[6α,7β(E)]]-
• Cefotaxime Impurity D (EP)
• cefotaxiMe IMpurity D
• E-cefotaxime Cefotaxime Impurity D
• Cefotaxime sodium EP 8.0 Impurity D
• (6R,7R)-3-[(ACETYLOXY)METHYL]-7-[[(2E)-2-(2-AMINOTHIAZOL-4-YL)-2-(METHOXYIMINO)ACETYL]AMINO]-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID (E-CEFOTAXIME)

Cefotaxime Sodium EP Impurity D

CAS: 63527-53-7

Formula: C₁₆H₁₇N₅O₇S₂

Molecular weight: 455.46

Ref: ST-EA-CP-C123004

(E)-Cefotaxime

Controlled Product

CAS: 63527-53-7

Formula: C₁₆H₁₇N₅O₇S₂

Color and Shape: Neat

Molecular weight: 455.466

Ref: TR-C242960

(E)-Cefotaxime

CAS: 63527-53-7

(E)-Cefotaxime is a third-generation cephalosporin antibiotic, which is derived from the actinomycete mold Acremonium. Its mode of action involves inhibiting bacterial cell wall synthesis by binding to penicillin-binding proteins, leading to cell lysis and death. This mechanism is highly effective against a wide range of Gram-positive and Gram-negative bacteria, including strains resistant to earlier cephalosporins and penicillins.

Formula: C₁₆H₁₇N₅O₇S₂

Purity: Min. 95%

Molecular weight: 455.5 g/mol

Ref: 3D-NCA52753