CAS 17243-38-8

Azidocillin

Description:

Azidocillin, with the CAS number 17243-38-8, is a synthetic antibiotic belonging to the penicillin class. It is characterized by its beta-lactam structure, which is essential for its antibacterial activity. Azidocillin is known for its broad-spectrum efficacy against various Gram-positive and some Gram-negative bacteria. Its mechanism of action involves inhibiting bacterial cell wall synthesis, leading to cell lysis and death. The presence of an azido group in its structure distinguishes it from other penicillins, potentially enhancing its stability and activity against certain resistant strains. Azidocillin is typically administered via injection due to its instability in acidic environments, which limits oral bioavailability. As with other beta-lactam antibiotics, it may cause allergic reactions in some individuals, and its use should be monitored for potential side effects, including gastrointestinal disturbances. Overall, Azidocillin represents a valuable option in the arsenal of antibiotics, particularly in treating infections caused by susceptible bacteria.

Formula: C₁₆H₁₇N₅O₄S

InChI: InChI=1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1/s1

InChI key: InChIKey=ODFHGIPNGIAMDK-NJBDSQKTSA-N

SMILES: C(O)(=O)[C@@H]1N2[C@@]([C@H](NC([C@H](N=[N+]=[N-])C3=CC=CC=C3)=O)C2=O)(SC1(C)C)[H]

Synonyms:

• Azidocilina
• D-(-)-(alpha-Azidobenzyl)penicillin
• 6-(2-Azido-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
• SPC 297 D
• (2S,5R,6R)-6-[[(2R)-Azidophenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Azidocilline [INN-French]
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-azido-2-phenylacetamido)-3,3-dimethyl-7-oxo-, D-(-)-
• Azidocillina
• BRL 2534
• Azidocillina [DCIT]
• Azidocillin
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-azidophenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
• Azidocillinum [INN-Latin]
• UNII-R8XDP7L3SL
• Azidocilina [INN-Spanish]
• Azidocillin [INN:BAN]
• Azidocillinum
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(azidophenylacetyl)amino]-3,3-dimethyl-7-oxo-, [2S-[2α,5α,6β(S*)]]-
• 6-(2-Azido-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-4-azabicyclo(3.2.0)heptane-2-carboxylic acid
• Azidocilline
• 6-{[azido(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Azidocillin

CAS: 17243-38-8

Azidocillin, a semi-synthetic oral β-lactam antibiotic, treats various bacterial infections including osteitis and septicemia.

Formula: C₁₆H₁₇N₅O₄S

Color and Shape: Solid

Molecular weight: 375.40

Ref: TM-T75324