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

• ChemBase编号: 72827
• 分子式: C18H15Cl4N3O4
• 平均质量: 479.1414
• 单一同位素质量: 476.9816667
• SMILES: c1c(cc(c(c1)C(OCc1ccc(cc1Cl)Cl)Cn1ccnc1)Cl)Cl.O[N+](=O)[O-]
• Canonical SMILES: Clc1ccc(c(c1)Cl)COC(c1ccc(cc1Cl)Cl)Cn1cncc1.[O-][N+](=O)O
• InChI: InChI=1S/C18H14Cl4N2O.HNO3/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;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)
• InChIKey: MCCACAIVAXEFAL-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; nitric acid
• IUPAC传统名: miconazole; nitric acid; acid, nitric; miconazole
• 别名: Fungisdin; Albistat; Andergin; Daktacort; Miconazole nitrate; 1-[2,4-Dichloro β-([2,4-dichloro-benzyl]oxy]phenethyl]imidazole; (±)-MICONAZOLE NITRATE; 1-(2,4-Dichloro-β-[(2,4-dichlorobenzyl)oxy]phenethyl)imidazole; (±)-Miconazole nitrate salt

登记号

• CAS号: 22832-87-7; 75319-48-1
• EC号: 245-256-6
• MDL号: MFCD00058161
• PubChem SID: 162037748; 24896848
• PubChem CID: 68553

理论计算性质

• 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

分子性质

理化性质

• 熔点: 180°C

安全信息

• 保存条件: -20°C; Room Temperature (15-30°C)
• RTECS编号: NI4771000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-43
• 安全公开号: 36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H317
• GHS警示性声明: P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• 保存温度: room temp

产品相关信息

• 级别: certified reference material
• 成盐信息: Nitrate
• 包装: pkg of 1 g
• 适用性: suitable for 1694 per US EPA
• Pharmacopeia Traceability: traceable to BP 253; traceable to PhEur M1900000; traceable to USP 1443500
• Empirical Formula (Hill Notation): C18H14Cl4N2O · HNO3

详细说明

MP Biomedicals - 02151693

Crystalline

Selleck Chemicals - S1956

Research Area: Infection
Biological Activity:
Miconazole is an imidazole antifungal agent that is used topically and by intravenous infusion. Miconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Miconazole may also inhibit egndogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis. [1]

Sigma Aldrich - M3512

Application
Miconazole is an imidazole antifungal agent that is used topically and by intravenous infusion. It is used to inhibit cytochrome P450 1 and to study automated luminescence-based cytochrome P450 profiling2.
Biochem/physiol Actions
Miconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary for ergosterol biosynthesis. The inhibition of ergosterol results in increased cellular permeability causing leakage of cellular contents. Miconazole may also inhibit endogenous respiration, interact with phospholipids in the cell membrane, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and interfere with triglyceride and phospholipid biosynthesis.

Sigma Aldrich - PHR1163

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.
Biochem/physiol Actions
Miconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary for ergosterol biosynthesis. The inhibition of ergosterol results in increased cellular permeability causing leakage of cellular contents. Miconazole may also inhibit endogenous respiration, interact with phospholipids in the cell membrane, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and interfere with triglyceride and phospholipid biosynthesis.

参考文献

• http://www.drugbank.ca/drugs/DB01110