CAS 37091-66-0

Azlocillin

Description:

Azlocillin is a semisynthetic penicillin antibiotic that belongs to the class of beta-lactam antibiotics. It is primarily used to treat infections caused by susceptible Gram-negative and Gram-positive bacteria. Azlocillin is characterized by its broad-spectrum antibacterial activity, particularly against Pseudomonas aeruginosa, which makes it valuable in clinical settings, especially for patients with compromised immune systems. The compound features a beta-lactam ring, which is essential for its antibacterial action, as it inhibits bacterial cell wall synthesis. Azlocillin is typically administered via intravenous or intramuscular routes due to its poor oral bioavailability. Its pharmacokinetics involve rapid distribution in body tissues, with a relatively short half-life, necessitating multiple doses for effective treatment. Adverse effects may include allergic reactions, gastrointestinal disturbances, and potential interactions with other medications. As with other antibiotics, the emergence of resistance is a concern, highlighting the importance of appropriate use in clinical practice.

Formula: C₂₀H₂₃N₅O₆S

InChI: InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1

InChI key: InChIKey=JTWOMNBEOCYFNV-NFFDBFGFSA-N

SMILES: C(O)(=O)[C@@H]1N2[C@@]([C@H](NC([C@H](NC(=O)N3C(=O)NCC3)C4=CC=CC=C4)=O)C2=O)(SC1(C)C)[H]

Synonyms:

• (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[[(2R)-2-[[(2-oxo-1-imidazolidinyl)carbonyl]amino]-2-phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[{[(2-oxoimidazolidin-1-yl)carbonyl]amino}(phenyl)acetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 3,3-Dimethyl-6-oxo-7-[2-(2-oxoimidazolidin-1-yl)carbonylamino-2-phenyl-acetyl]amino-2-thia-5-azabicyclo[3.2.0]heptane-4-carboxylic acid
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[[(2R)-2-[[(2-oxo-1-imidazolidinyl)carbonyl]amino]-2-phenylacetyl]amino]-, (2S,5R,6R)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[[(2R)-[[(2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-, (2S,5R,6R)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[[[[(2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-, [2S-[2α,5α,6β(S*)]]-
• Azlocilina
• Azlocillin acid
• Azlocilline
• BAY-e 6905
• sodium (5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[[[[(2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-, [2S-[2a,5a,6b(S*)]]-

CAS: 37091-66-0

Formula: C₂₀H₂₃N₅O₆S

Purity: 97%

Color and Shape: Solid

Molecular weight: 461.4915

Ref: IN-DA00IMLM

Azlocillin

Controlled Product

CAS: 37091-66-0

Formula: C₂₀H₂₃N₅OS

Color and Shape: Neat

Molecular weight: 461.49

Ref: 04-C10387000

Azlocillin

CAS: 37091-66-0

Azlocillin is a semisynthetic ampicillin-derived penicillin belonging to acylureido.

Formula: C₂₀H₂₃N₅O₆S

Purity: 98%

Color and Shape: Solid

Molecular weight: 461.49

Ref: TM-T21105

Azlocillin

Controlled Product

CAS: 37091-66-0

Applications Azlocillin is an antibiotic.
References Baarda, B. I., et al.: J. Bacteriol., 199, 17 (2017); Geng, Q., et al.: Zhonghua Yiyuanganranxue Zazhi, 25, 1276 (2015); Zheng, Y., et al.: Xinan Guofang Yiyao, 26, 519 (2016)

Formula: C₂₀H₂₃N₅O₆S

Color and Shape: Neat

Molecular weight: 461.49

Ref: TR-A930003