CAS 51627-14-6

Cefatrizine

Description:

Cefatrizine is a synthetic antibiotic belonging to the cephalosporin class, which is primarily used for its bactericidal properties against a range of Gram-positive and Gram-negative bacteria. It functions by inhibiting bacterial cell wall synthesis, leading to cell lysis and death. Cefatrizine is characterized by its beta-lactam structure, which is essential for its antimicrobial activity. The compound is typically administered orally and is known for its relatively broad spectrum of activity, making it effective in treating various infections, including respiratory and urinary tract infections. Its pharmacokinetics involve absorption in the gastrointestinal tract, with distribution throughout body tissues. The drug is generally well-tolerated, although potential side effects may include gastrointestinal disturbances and allergic reactions, particularly in individuals with a history of penicillin allergies. As with other antibiotics, appropriate use is crucial to minimize the development of antibiotic resistance. Overall, cefatrizine represents an important option in the arsenal of antimicrobial therapies, particularly in settings where cephalosporins are indicated.

Formula: C₁₈H₁₈N₆O₅S₂

InChI: InChI=1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1

InChI key: InChIKey=UOCJDOLVGGIYIQ-PBFPGSCMSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](NC([C@H](N)C3=CC=C(O)C=C3)=O)C2=O)(SCC1CSC4=CN=NN4)[H]

Synonyms:

• (6R,7R)-7-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(1H-1,2,3-triazol-5-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-8-oxo-3-[(2H-1,2,3-triazol-4-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-7-{[amino(4-hydroxyphenyl)acetyl]amino}-8-oxo-3-[(2H-1,2,3-triazol-4-ylsulfanyl)methyl]-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.
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(1H-1,2,3-triazol-5-ylthio)methyl]-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-amino(4-hydroxyphenyl)acetyl]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(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(1H-1,2,3-triazol-4-ylthio)methyl]-, [6R-[6α,7β(R*)]]-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(1H-1,2,3-triazol-5-ylthio)methyl]-,(6R,7R)-
• 7-[2-(4-Hydroxyphenyl)-2-Aminoacetamido]-3-(1,2,3-Triazole-4-Ylthio)Methyl-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid
• 7-[<span class="text-smallcaps">D</span>-α-Amino-α-(4-hydroxyphenyl)acetamido]-3-(1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid
• 7-{[amino(4-hydroxyphenyl)acetyl]amino}-8-oxo-3-[(2H-1,2,3-triazol-4-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• Antibiotic BL-S 640
• Antibioticbl-640
• Antibioticbl-S640
• Bl-S 640
• Bls640
• Cefaperos
• Cephatriazine
• Cephatrizin
• Cephatrizine
• Cepticol
• Eta(R)))-
• Eta(R)))- L)Acetyl)Amino)-8-Oxo-3-((1H-1,2,3-Triazol-4-Ylthio)Methyl)-,(6R-(6-Alpha,7-B
• S 640P
• S640P

Cefatrizine

CAS: 51627-14-6

Ref: 7W-GA7632

Cefatrizine

CAS: 51627-14-6

Cefatrizine inhibits eEF-2 kinase, affecting apoptosis, autophagy, and ER stress in cancers.

Formula: C₁₈H₁₈N₆O₅S₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 462.5

Ref: TM-T26973

Cefatrizine

Controlled Product

CAS: 51627-14-6

Applications Cefatrizine is a new orally administered cephalosporin with excellent activity against gram-positive cocci, inhibiting all except enterococci at minimal inhibitory concentrations below 1 μg/ml.
References Harold, C. N., et al.: Antimicrob, Agents. Chemother., 15, 209 (1979); Actor, P.J., et al.: J. Antibiot., 28, 594 (1975); Sharma, R.K., et al.: Asian. J. Biochem. Pharma. Res., 1, 443 (2011);

Formula: C₁₈H₁₈N₆O₅S₂

Color and Shape: Neat

Molecular weight: 462.503

Ref: TR-C237575

Cefatrizine-d4

Controlled Product

CAS: 51627-14-6

Formula: C₁₈D₄H₁₄N₆O₅S₂

Color and Shape: Neat

Molecular weight: 466.527

Ref: TR-C237577

Cefatrizine

CAS: 51627-14-6

Cefatrizine is a broad-spectrum antibiotic, which is a semisynthetic cephalosporin derived from cephalosporin C, a natural product originating from the fungus Acremonium chrysogenum. It exerts its mode of action through the inhibition of bacterial cell wall synthesis, a critical component for bacterial growth and replication. Specifically, cefatrizine targets and binds to penicillin-binding proteins (PBPs) located inside the bacterial cell wall, leading to the inhibition of peptidoglycan synthesis. This disruption results in cell lysis and ultimately bacterial cell death.

Formula: C₁₈H₁₈N₆O₅S₂

Purity: Min. 95%

Molecular weight: 462.5 g/mol

Ref: 3D-AC37979