(E)-[1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethylidene][(2,4-dichlorophenyl)methoxy]amine

• ChemBase编号: 124
• 分子式: C18H13Cl4N3O
• 平均质量: 429.12732
• 单一同位素质量: 426.98127277
• SMILES: Clc1c(/C(=N\OCc2c(Cl)cc(Cl)cc2)/Cn2ccnc2)ccc(Cl)c1
• Canonical SMILES: Clc1ccc(c(c1)Cl)CO/N=C(\c1ccc(cc1Cl)Cl)/Cn1cncc1
• InChI: InChI=1S/C18H13Cl4N3O/c19-13-2-1-12(16(21)7-13)10-26-24-18(9-25-6-5-23-11-25)15-4-3-14(20)8-17(15)22/h1-8,11H,9-10H2/b24-18-
• InChIKey: QRJJEGAJXVEBNE-MOHJPFBDSA-N

名称和登记号

名称

• IUPAC标准名: (E)-[1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethylidene][(2,4-dichlorophenyl)methoxy]amine
• IUPAC传统名: oxiconazole
• 商标名: Oxistat
• 别名: Oxiconazole Nitrate; Oxiconazol [INN-Spanish]; Oxiconazolum [INN-Latin]; Oxiconazole

登记号

• CAS号: 64211-46-7
• PubChem SID: 46504752; 160963587
• PubChem CID: 5361463

理论计算性质

JChem

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 5.312205
• LogD (pH = 7.4): 5.7768106
• Log P: 5.8387666
• 摩尔折射率: 105.947 cm^3
• 极化性: 40.834076 Å^3
• 极化表面积: 39.41 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 5.28
• LOG S: -5.35
• 溶解度: 1.91e-03 g/l

详细说明

DrugBank - DB00239

• Drug Groups: approved
• Description: 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]
• Indication: For treatment of dermal fungal infection.
• Pharmacology: 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.
• Toxicity: Side effects incliude pruritus, burning, irritation, erythema, stinging and allergic contact dermatitis and folliculitis, fissuring, maceration rash and nodules.
• Affected Organisms: Fungi
• Absorption: Systemic absorption of oxiconazole is low.
• References: 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] ; Fromtling RA: Overview of medically important antifungal azole derivatives. Clin Microbiol Rev. 1988 Apr;1(2):187-217. [Pubmed]
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com

参考文献

• Fromtling RA: Overview of medically important antifungal azole derivatives. Clin Microbiol Rev. 1988 Apr;1(2):187-217. Pubmed
• 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