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Merck
CN

M3512

Sigma-Aldrich

(±)-咪康唑 硝酸盐

imidazole antibiotic

别名:

1-(2,4-二氯-β-[(2,4-二氯苄基)氧] 苯乙基 ] 咪唑

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About This Item

经验公式(希尔记法):
C18H14Cl4N2O · HNO3
CAS号:
分子量:
479.14
EC 号:
MDL编号:
UNSPSC代码:
51102829
eCl@ss:
39161001
PubChem化学物质编号:
NACRES:
NA.85

质量水平

旋光性

[α]/D ±0.10° (Specific Rotation (BP))

颜色

white to off-white

抗生素抗菌谱

fungi
mycobacteria

作用机制

enzyme | inhibits

SMILES字符串

ClC1=CC(Cl)=CC=C1C(OCC2=CC=C(Cl)C=C2Cl)CN3C=CN=C3.[O-][N+](O)=O

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)

InChI key

MCCACAIVAXEFAL-UHFFFAOYSA-N

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一般描述

化学结构:咪唑

应用

咪康唑是咪唑类抗真菌药,可局部用药和静脉输注。它用于抑制细胞色素 P450 和研究自动发光为基础的细胞色素 P450 谱

生化/生理作用

咪康唑与 14-α 相互作用脱甲基酶,一种麦角固醇生物合成所必需的细胞色素 P-450 酶。麦角固醇的抑制导致细胞通透性增加引起细胞内容物渗漏。咪康唑还可能抑制内源性呼吸,与细胞膜中的磷脂相互作用,抑制酵母菌转化为菌丝形式,抑制嘌呤摄取,干扰甘油三酯和磷脂的生物合成。
抗真菌唑。操作方式:抑制细胞色素 P450 依赖性 14α-脱甲基酶,它对麦角固醇的生物合成至关重要。累积 14α-甲基化固醇更改敏感真菌的膜结构,导致细胞膜通透性改变。也抑制过氧化物酶,导致细胞内过氧化物蓄积。

制备说明

略溶于甲醇,微溶于乙醇。在水中极微溶解。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Skin Sens. 1

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Automated Luminescence-Based Cytochrome P450 Profiling Using a Simple, Elegant Robotic Platform
Brad Larson, Peter Banks, et al.
Journal of the Association for Laboratory Automation, 16, 47-55 (2011)
Francis X Cunningham et al.
Eukaryotic cell, 6(3), 533-545 (2006-11-07)
Cyanidioschyzon merolae is considered to be one of the most primitive of eukaryotic photosynthetic organisms. To obtain insights into the origin and evolution of the pathway of carotenoid biosynthesis in eukaryotic plants, the carotenoid content of C. merolae was ascertained
Janardhanan Saravanan et al.
European journal of medicinal chemistry, 45(9), 4365-4369 (2010-06-29)
A series of 3-substituted amino-4,5-tetramethylene thieno[2,3-d] [1,2,3]-triazine-4(3H)-ones have been synthesized and characterized by UV,IR, 1H NMR, elemental and mass spectral analysis. The title compounds were evaluated for their antimicrobial activity by agar diffusion method against four bacteria and three fungi
Michele Tonelli et al.
Bioorganic & medicinal chemistry, 16(18), 8447-8465 (2008-09-02)
Eighty-five arylazoenamines, characterized by different types of aryl and basic moieties, have been synthesized and evaluated in cell-based assays for cytotoxicity and antiviral activity against a panel of ten RNA and DNA viruses. The most commonly affected viruses were, in
Sónia P M Ventura et al.
Ecotoxicology and environmental safety, 83, 55-62 (2012-06-30)
A wide range of ionic liquids (ILs), containing a diverse set of cations, anions and alkyl chain lengths, was screened for their antimicrobial activity toward four microorganisms, Escherichia coli CCT-0355, Staphylococcus aureus ATCC-6533, Fusarium sp. LM03 and Candida albicans ATCC-76645.

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