CAS 82549-51-7

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

Description:

The chemical substance known as (6R,7R)-7-Amino-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, with the CAS number 82549-51-7, is a bicyclic compound that features a thiazolidine ring and a tetrazole moiety. This compound is characterized by its unique structural framework, which includes an amino group and a carboxylic acid functional group, contributing to its potential biological activity. The presence of the tetrazole ring may enhance its pharmacological properties, making it of interest in medicinal chemistry, particularly in the development of antimicrobial agents. The stereochemistry indicated by the (6R,7R) configuration suggests specific spatial arrangements that can influence the compound's interactions with biological targets. Overall, this compound's complex structure and functional groups suggest potential applications in drug development, although further studies would be necessary to elucidate its specific biological activities and therapeutic potential.

Formula: C₁₀H₁₂N₆O₃S

InChI: InChI=1S/C10H12N6O3S/c1-4-12-14-15(13-4)2-5-3-20-9-6(11)8(17)16(9)7(5)10(18)19/h6,9H,2-3,11H2,1H3,(H,18,19)/t6-,9-/m1/s1

InChI key: InChIKey=KTSKNAZWQDHVKV-HZGVNTEJSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](N)C2=O)(SCC1CN3N=C(C)N=N3)[H]

Synonyms:

• (6R,7R)-7-Amino-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-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, 7-amino-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-, (6R-trans)-
• 7-Mta
• Parent nucleus of Cefteram

(6R,7R)-7-Amino-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

Controlled Product

CAS: 82549-51-7

Applications (6R,7R)-7-Amino-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid s an impurity of Cefoperazone (C242900) and a second-generation cephalosporin antibiotic for antibacterial purposes.
References DeMarinis, R.M., et al.: J. Med. Chem., 19, 754 (1976); Gray, B.M., et al.: Antimicrob. Agents Chemother., 13, 988 (1978), Lorenz, L.J., et al.: Anal. Profiles Drug Subs., 9, 107 (1980), Hori, R., et al.: J. Pharm. Pharmacol., 40, 646 (1988),

Formula: C₁₀H₁₂N₆O₃S

Color and Shape: Neat

Molecular weight: 296.31

Ref: TR-A618820