CAS 37539-03-0

(6R,7R)-7-Amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Description:

The chemical substance known as (6R,7R)-7-Amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, with the CAS number 37539-03-0, is a complex bicyclic compound featuring a thiazole and triazole moiety. This compound is characterized by its unique bicyclic structure, which includes a nitrogen-containing ring, contributing to its potential biological activity. The presence of an amino group and a carboxylic acid functional group suggests that it may exhibit properties typical of amino acids or peptide-like substances. The triazole ring is known for its role in enhancing the pharmacological properties of compounds, often improving solubility and stability. This substance may be of interest in medicinal chemistry, particularly in the development of antimicrobial agents or other therapeutic applications, due to its structural features that could interact with biological targets. Its specific stereochemistry (6R,7R) indicates that it has defined spatial arrangements, which can significantly influence its biological activity and interactions.

Formula: C₁₃H₁₆N₅O₅S₂

InChI: InChI=1/C10H11N5O3S2/c11-6-8(16)15-7(10(17)18)4(3-20-9(6)15)2-19-5-1-12-14-13-5/h1,6,9H,2-3,11H2,(H,17,18)(H,12,13,14)/t6-,9-/m0/s1

InChI key: InChIKey=MLOZJRLUNNFSGD-HZGVNTEJSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](N)C2=O)(SCC1CSC3=CN=NN3)[H]

Synonyms:

• (6R,7R)-7-Amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6S,7S)-7-Amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6S,7S)-7-amino-8-oxo-3-(1H-triazol-4-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 1H-1,2,3-Triazole, 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid deriv.
• 253-547-4
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylthio)methyl]-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylthio)methyl]-, (6R-trans)-
• 7-Amino-3-(1,2,3-Triazol-4-Ylthio)Methyl Cephalosporanic Acid
• 7-Amino-3-(1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid
• (6R-trans)-7-Amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,6β)-7α-Amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (7R)-7-AMINO-3-[(1H-1,2,3-TRIAZOL-4-YLSULFANYL)METHYL]-3,4-DIDEHYDROCEPHAM-4-CARBOXYLIC ACID
• 7-Amino-3-((1,2,3-Triazol-5-YL)Thiomethyl)Cephalos
• 7-AMINO-3-(1,2,3-TRIAZOL-4-YLTHIO)METHYL CEPHALOSPORANIC ACID(7-TACA)
• 7-Amino-3-((1H-1,2,3-triazol-5-yl)-thiomethyl)-ceph-3-em-4-carboxylic acid
• 7-AMINO-3-(1,2,3-TRIAZOL-5-YLTHIOMETHYL)-3-CEPHEM-4-CARBOXYLICACID
• 7-TACA

Cefoperazone EP Impurity D

CAS: 37539-03-0

Formula: C₁₀H₁₁N₅O₃S₂

Color and Shape: White To Off-White Solid

Molecular weight: 313.35

Ref: 4Z-C-787

7-Amino-3-(1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic Acid

Controlled Product

CAS: 37539-03-0

Applications 7-Amino-3-(1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic Acid is the 2-(triazolylthio)methyl analogue of 7-Aminocephalosporanic Acid (A603415). 7-Amino-3-(1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic Acid is used in the preparation of triazole-based semi-synthetic cephalosporins.
References DeMarinis, R.M. et al.: J. Med. Chem., 19, 754 (1976); Valencic, M. et al.: Acta Pharmac., 44, 133 (1994);

Formula: C₁₀H₁₁N₅O₃S₂

Color and Shape: Neat

Molecular weight: 313.36

Ref: TR-A630685

Cefoperazone EP Impurity D

CAS: 37539-03-0

Formula: C₁₀H₁₁N₅O₃S₂

Molecular weight: 313.35

Ref: ST-EA-CP-C154004