用户名： 密   码：
注册 | 忘记密码？
药品详细

Oxiconazole(奥昔康)

化学结构式图
中文名
奥昔康
英文名
Oxiconazole
分子式
C18H13Cl4N3O
化学名
(E)-[1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethylidene][(2,4-dichlorophenyl)methoxy]amine
分子量
Average: 429.127
Monoisotopic: 426.981272881
CAS号
64211-46-7
ATC分类
D01A 未知;G01A 未知
药物类型
small molecule
阶段
approved
商品名
同义名
基本介绍

Oxiconazole nitrate (U.S.: Oxistat, Canada: Oxizole) is an antifungal medication typically administered in a cream or lotion to treat skin infections such as athlete’s foot, jock itch and ringworm. [Wikipedia]

生产厂家
  • Altana inc
封装厂家
参考
Synthesis Reference Not Available
General Reference
  1. Matsui H, Sakanashi Y, Oyama TM, Oyama Y, Yokota S, Ishida S, Okano Y, Oyama TB, Nishimura Y: Imidazole antifungals, but not triazole antifungals, increase membrane Zn2+ permeability in rat thymocytes Possible contribution to their cytotoxicity. Toxicology. 2008 Jun 27;248(2-3):142-50. Epub 2008 Apr 7. Pubmed
  2. Fromtling RA: Overview of medically important antifungal azole derivatives. Clin Microbiol Rev. 1988 Apr;1(2):187-217. Pubmed
剂型
规格
化合物类型
Type small molecule
Classes
  • Benzyl Alcohols and Derivatives
  • Phenethylamines
Substructures
  • Benzyl Alcohols and Derivatives
  • Oximes and Derivatives
  • Benzene and Derivatives
  • Aryl Halides
  • Halobenzenes
  • Imidazoles
  • Phenethylamines
  • Heterocyclic compounds
  • Aromatic compounds
  • Imines
  • Cyanamides
适应症
药理
Indication For treatment of dermal fungal infection.
Pharmacodynamics Oxiconazole is a broad-spectrum imidazole derivative whose antifungal activity is derived primarily from the inhibition of ergosterol biosynthesis, which is critical for cellular membrane integrity. It has fungicidal or fungistatic activity in vitro against a number of pathogenic fungi including the following dermatophytes, and yeasts: T. rubrum, T. mentagrophytes, T. tonsurans, T. violaceum, E. floccosum, M. canis, M. audouini, M. gypseum, C. albicans, and M. furfur.
Mechanism of action Oxiconazole inhibits ergosterol biosynthesis, which is required for cytoplasmic membrane integrity of fungi. It acts to destabilize the fungal cyctochrome P450 51 enzyme (also known as Lanosterol 14-alpha demethylase). This is vital in the cell membrance structure of the fungus. Its inhibition leads to cell lysis. Oxiconazole has also been shown in inhibit DNA synthesis and suppress intracellular concentrations of ATP. Like other imidazole antifungals, Oxiconazole can increase membrane permeability to zinc, augmenting its cytotoxicity.
Absorption Systemic absorption of oxiconazole is low.
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Side effects incliude pruritus, burning, irritation, erythema, stinging and allergic contact dermatitis and folliculitis, fissuring, maceration rash and nodules.
Affected organisms
  • Fungi
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties Not Available
Predicted Properties
Property Value Source
water solubility 1.91e-03 g/l ALOGPS
logP 5.28 ALOGPS
logP 5.84 ChemAxon
logS -5.3 ALOGPS
pKa (strongest basic) 6.74 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 3 ChemAxon
hydrogen donor count 0 ChemAxon
polar surface area 39.41 ChemAxon
rotatable bond count 6 ChemAxon
refractivity 105.95 ChemAxon
polarizability 40.01 ChemAxon
药物相互作用
食物相互作用
Not Available

返回 | 收藏