CAS 178601-89-3

(6R,7S)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Description:

The chemical substance with the name "(6R,7S)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" and CAS number "178601-89-3" is a complex bicyclic compound that belongs to the class of thiazole-containing antibiotics. It exhibits a unique bicyclic structure characterized by a thiazole ring and a bicyclo[4.2.0] framework, which contributes to its biological activity. The presence of an amino group and a hydroxyimino group suggests potential interactions with biological targets, enhancing its pharmacological properties. This compound is known for its antibacterial activity, particularly against certain Gram-positive bacteria, making it a candidate for therapeutic applications. Its stereochemistry, indicated by the (6R,7S) configuration, is crucial for its biological function and efficacy. Overall, this substance represents a significant area of interest in medicinal chemistry, particularly in the development of new antibiotics to combat resistant bacterial strains.

Formula: C₁₄H₁₃N₅O₅S₂

InChI: InChI=1S/C14H13N5O5S2/c1-2-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24)6-4-26-14(15)16-6/h2,4,8,12,24H,1,3H2,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12+/m0/s1

InChI key: InChIKey=RTXOFQZKPXMALH-JQISMDCNSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@@H](NC(/C(=N\O)/C3=CSC(N)=N3)=O)C2=O)(SCC1C=C)[H]

Synonyms:

• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, [6R-[6α,7α(Z)]]-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, (6R,7S)-
• (6R,7S)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Cefdinir-7-epimer

CAS: 178601-89-3

Formula: C₁₄H₁₃N₅O₅S₂

Molecular weight: 395.41

Ref: ST-EA-CP-C95009

7 S-Cefdinir

CAS: 178601-89-3

7 S-Cefdinir is an oral cephalosporin antibiotic that binds to penicillin-binding proteins in the bacterial cell wall by competitive inhibition. This binding prevents the formation of an antibiotic-inhibitor complex with transpeptidase and transpeptidase, which are enzymes involved in peptidoglycan synthesis. 7 S-Cefdinir also inhibits pentapeptide cross-linking, which is necessary for the formation of peptidoglycan chains. 7 S-Cefdinir has bactericidal activity against a wide range of bacteria and acts as an antibacterial agent. It is active against erythromycin-resistant strains of Streptococcus pneumoniae and Mycoplasma pneumoniae, but not against methicillin-resistant Staphylococcus aureus (MRSA).

Formula: C₁₄H₁₃N₅O₅S₂

Purity: Min. 95%

Molecular weight: 395.42 g/mol

Ref: 3D-IC165847

Cefdinir 7-isomer

CAS: 178601-89-3

Formula: C₁₄H₁₃N₅O₅S₂

Molecular weight: 395.42

Ref: 4Z-C-1104