1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazole

• ChemBase编号: 981
• 分子式: C18H14Cl4N2O
• 平均质量: 416.12856
• 单一同位素质量: 413.9860238
• SMILES: Clc1c(C(OCc2c(Cl)cc(Cl)cc2)Cn2ccnc2)ccc(Cl)c1
• Canonical SMILES: Clc1ccc(c(c1)Cl)COC(c1ccc(cc1Cl)Cl)Cn1cncc1
• InChI: InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2
• InChIKey: BYBLEWFAAKGYCD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazole
• IUPAC传统名: miconazole
• 商标名: Daktarin; Femizol-M; M-zole 3 Combination Pack; M-zole 7 Dual Pack; Micatin; Miconazole 3; Miconazole 3 Combination Pack; Miconazole 7; Miconazole 7 Combination Pack; Miconazole Nitrate; Miconazole Nitrate Combination Pack; Miconazole-7; Micozole; Minostate; Monazole 7; Monistat; Monistat 1 Combination Pack; Monistat 3; Monistat 3 Combination Pack; Monistat 3 Dual-Pak; Monistat 3 Vaginal Ovules; Monistat 5; Monistat 5 Tampon; Monistat 7; Monistat 7 Combination Pack; Monistat 7 Dual-Pak; Monistat 7 Vaginal Suppositories; Monistat Dual- PAK; Monistat IV; Monistat-3 Combination Pack; Monistat-Derm; Novo-Miconazole Vaginal Ovules; Zimycan; Vusion; Desenex, Monistat, Zeasorb-AF
• 别名: MCZ; miconazole; Miconazole; Daktarin IV; MJR 1762; Monistat IV; NSC 17098; 1-[2,4-Dichloro-β-([2,4-dichloro-benzyl]oxy)phenethyl]imidazole; 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-1h-imidazole

登记号

• CAS号: 22916-47-8
• EC号: 245-324-5
• MDL号: MFCD00216019
• PubChem SID: 160964444; 46506017
• PubChem CID: 4189
• CHEBI ID: 6923
• ATC码: G01AF04; A07AC01; A01AB09; D01AC02; S02AA13; J02AB01
• CHEMBL: 91
• Chemspider ID: 4044
• DrugBank ID: DB01110
• IUPHAR配体索引: 2449
• KEGG ID: D00416
• 美国药典/FDA物质标识码: 7NNO0D7S5M
• 维基百科标题: Miconazole
• Medline Plus: a601203

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 5.4261637
• LogD (pH = 7.4): 5.89066
• Log P: 5.9563684
• 摩尔折射率: 103.0676 cm^3
• 极化性: 40.009266 Å^3
• 极化表面积: 27.05 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: 5.86
• LOG S: -5.74
• 溶解度: 7.63e-04 g/l

分子性质

理化性质

• 溶解度: 1g/100mL (20°C)
• 熔点: 135°C
• 疏水性(logP): 6.1

安全信息

• 保存条件: -20°C; Room Temperature (15-30°C)
• RTECS编号: NI4770000

药理学性质

• 给药途径: topical, vaginal
• 生物利用度: n/a
• 排泄: n/a
• 半衰期: n/a
• 代谢: n/a
• 法定药品分级: OTC (US); POM (UK)

产品相关信息

• 纯度: 98%
• 成盐信息: Free Base

详细说明

MP Biomedicals - 02193915

Free Base

DrugBank - DB01110

• Drug Groups: approved; investigational
• Description: An imidazole antifungal agent that is used topically and by intravenous infusion. [PubChem]
• Indication: For topical application in the treatment of tinea pedis (athlete’s foot), tinea cruris, and tinea corporis caused by Trichophyton rubrum, Trichophyton mentagrophytes, and Epidermophyton floccosum, in the treatment of cutaneous candidiasis (moniliasis), and in the treatment of tinea versicolor.
• Pharmacology: Miconazole is an anti-fungal medication related to fluconazole (Diflucan), ketoconazole (Nizoral), itraconazole (Sporanox), and clotrimazole (Lotrimin, Mycelex). It is used either on the skin or in the vagina for fungal infections. Miconazole was approved by the FDA in 1974. Miconazole prevents fungal organisms from producing vital substances required for growth and function. This medication is effective only for infections caused by fungal organisms. It will not work for bacterial or viral infections.
• Toxicity: Oral, mouse: LD₅₀ = 3800 mg/kg; Oral, rat: LD₅₀ = 3 gm/kg. Ingestion of the amounts of the components contained in a tube of cream are unlikely to produce overdosage and toxic effects.
• Affected Organisms: Fungi, yeast and protozoans
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com

Selleck Chemicals - S2536

Research Area: Infection
Biological Activity:
Miconazole (Monistat) is an imidazole antifungal agent. Miconazole (Monistat) is common made into miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan). Miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan) is commonly applied topically to the skin or to mucus membranes to cure fungal infections. Miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan) works by inhibiting the synthesis of ergosterol, a critical component of fungal cell membranes. Miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan) can also be used against certain species of Leishmania protozoa which are a type of unicellular parasite that also contain ergosterol in their cell membranes. In addition to its antifungal and antiparasitic actions, Miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan) also has some limited antibacterial properties. [1][2]

参考文献

• Chang HT et al. Life Sci. 2005 Mar 18; 76(18):2091