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药品详细

Azlocillin(阿洛西林)

化学结构式图
中文名
阿洛西林
英文名
Azlocillin
分子式
C20H23N5O6S
化学名
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
分子量
Average: 461.492
Monoisotopic: 461.136904183
CAS号
37091-66-0
ATC分类
J01C Beta-lactam Antibacterials, Penicillins
药物类型
small molecule
阶段
approved
商品名
Azlin;Bayer Brand of Azlocillin;Securopen;
同义名
Azlocilina [INN-Spanish];Azlocillin sodium salt;Azlocilline [INN-French];Azlocillinum [INN-Latin];
基本介绍

A semisynthetic ampicillin-derived acylureido penicillin. [PubChem]

生产厂家
  • Bayer pharmaceuticals corp
封装厂家
参考
Synthesis Reference Not Available
General Reference
  1. Wright AJ: The penicillins. Mayo Clin Proc. 1999 Mar;74(3):290-307. Pubmed
剂型
规格
化合物类型
Type small molecule
Classes Not Available
Substructures Not Available
适应症
antibacterials 抗细菌;
药理
Indication For the treatment of infections caused by Pseudomonas aeruginosa, Escherichia coli, and Haemophilus influenzae.
Pharmacodynamics Azlocillin, similar to mezlocillin and piperacillin, is an acylampicillin with an extended spectrum of activity and greater in vitro potency than the carboxy penicillins. Azlocillin demonstrates antibacterial activity against a broad spectrum of bacteria, including Pseudomonas aeruginosa, and, in contrast to most cephalosporins, exhibits activity against enterococci.
Mechanism of action By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, azlocillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that azlocillin interferes with an autolysin inhibitor.
Absorption Not significantly absorbed from the gastrointestinal tract.
Volume of distribution Not Available
Protein binding 20 to 46% bound to plasma proteins
Metabolism
Eliminated predominantly by renal mechanisms, but also undergoes biotransformation within body tissues and intraintestinal degradation by bowel bacteria, with high concentrations found in bile.
Route of elimination Not Available
Half life Mean elimination half-life is 1.3 to 1.5 hours. Longer in neonates, and 2 to 6 hours in patients with renal impairment.
Clearance Not Available
Toxicity Not Available
Affected organisms
  • Enteric bacteria and other eubacteria
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
water solubility Sodium salt is soluble in water (50 mg/ml) Not Available
logP 0.2 Not Available
Predicted Properties
Property Value Source
water solubility 2.33e-01 g/l ALOGPS
logP 0.2 ALOGPS
logP -0.33 ChemAxon
logS -3.3 ALOGPS
pKa (strongest acidic) 3.49 ChemAxon
pKa (strongest basic) -5.9 ChemAxon
physiological charge -1 ChemAxon
hydrogen acceptor count 6 ChemAxon
hydrogen donor count 4 ChemAxon
polar surface area 148.15 ChemAxon
rotatable bond count 5 ChemAxon
refractivity 111.71 ChemAxon
polarizability 45.02 ChemAxon
药物相互作用
Drug Interaction
Demeclocycline Possible antagonism of action
Doxycycline Possible antagonism of action
Ethinyl Estradiol This anti-infectious agent could decrease the effect of the oral contraceptive
Minocycline Possible antagonism of action
Tetracycline Possible antagonism of action
食物相互作用
Not Available

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