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酮康唑

强大的细胞色素P450抑制剂。抗真菌剂。

规格或纯度: ≥98%

CAS编号: 65277-42-1
分子式: C₂₆H₂₈Cl₂N₄O₄
分子量: 531.43
EC号: 265-667-4
MDL号: MFCD00058579
PubChem编号: 456201

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货号 (SKU)	包装规格	是否现货	价格	数量
K129737-1g	1g	现货
K129737-5g	5g	现货
K129737-10g	10g	现货
K129737-25g	25g	现货
K129737-100g	100g	现货
K129737-500g	500g	现货

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CYP3A4 Inhibitor Kv1.8 Channel blocker

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基本描述

规格或纯度	≥98%
英文名称	Ketoconazole
别名	(±)-顺-1-乙酰基-4-(4-[(2-[2,4-二氯苯基]-2-[1H-咪唑-1-基甲基]-1,3-二氧戊环-4-基)-甲氧基]苯基)哌嗪\|顺-1-乙酰基-4-[4-[[2-(2,4-二氯苯基)-2-(1H-咪唑-1-基甲基)-1,3-二氧戊环-4-基]甲氧基]苯基]哌嗪
英文别名	ketoconazole\|(+)-Ketoconazole\|65277-42-1\|Xolegel\|142128-59-4\|(2R,4S)-ketoconazole\|Kuric\|Ketocanazole\|CPD000058460\|CHEMBL75\|SMR000058460\|MLS000069784\|MLS001146934\|1-acetyl-4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]m
生化机理	有力的细胞色素P450抑制剂（CYP3A4和CYP3A5的K i值分别为26.7和109 nM）。抗真菌剂。另外，显示对人雄激素受体的活性。
储存温度	2-8°C储存
运输条件	冰袋运输
备注	如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
产品介绍	Ketoconazole is an imidazole-containing small molecule inhibitor of cytochrome P-450-dependent steps in the biosynthesis of steroid hormones; also inhibits TXA Synthase (thromboxane synthetase) and 5-LO (5-lipoxygenase) activity. Ketoconazole exhibits antimetastatic, antineoplastic, and antipsoriatic activity. Inhibition of 5-LO (5-lipoxygenase) by Ketoconazole interrupts arachidonic acid -derived leukotriene production, which was correlated to a suppression of leukotriene-mediated anaphylactic bronchoconstriction in guinea pigs. Ketoconazole is described as reducing platelet cellular levels of thromboxane A2, suppressing thromboxane A2-mediated increase of microvascular permeability in response to ischemia insults. Ketoconazole produces an antiandrogen effect through inhibition of adrenocorticoid biosynthesis, suppressing the adrenal secretion of androgens and attenuating cortisol response. Ketoconazole is an inhibitor of CYP17A1, CYP3A4 and CYP3A5 An inhibitor of CYP proteins, thromboxane synthetase, and 5-LO

名称和标识符

EC号	265-667-4
IUPAC Name	1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone
INCHI	InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m0/s1
InChi Key	XMAYWYJOQHXEEK-OZXSUGGESA-N
Canonical SMILES	CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OCC3COC(O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl
WGK Germany	3
RTECS	TK7912300
PubChem CID	456201
分子量	531.43
Reaxy-Rn	5488107

数据库链接

PubChem CID	3823
ChEBI	CHEBI:48339
BindingDB Ligand	8610
DrugBank Ligand	DB01026
Wikipedia	Ketoconazole
CAS Registry No.	65277-42-1
ChEMBL Ligand	CHEMBL157101
DrugCentral Ligand	1527

化学和物理性质

溶解性	Soluble in DMSO (20 mg/mL warm), ethanol (20 mg/mL warm), chloroform, water (<1 mg/mL), and methanol
敏感性	对热敏感
熔点	150 °C

安全和危险性（GHS）

象形图	Toxic Health Hazard Environmental Hazard
信号词	Danger
危险声明	H301: Toxic if swallowed H373: Causes damage to organs through prolonged or repeated exposure H400: Very toxic to aquatic life H410: Very toxic to aquatic life with long lasting effects H360F: May damage fertility
预防措施声明	P273,P280,P321,P405,P501,P264,P260,P270,P391,P330,P203,P301+P316,P318,P319
WGK Germany	3
RTECS	TK7912300
Reaxy-Rn	5488107
Merck Index	5302
个人防护装备	Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

关联配体

Ligand ID	2568
名称	ketoconazole
别名	Nizoral®
类别	Synthetic organic
学名	1-[4-[4-[[2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone
生物活性评价	The sulfonamide class of antibacterial compounds are primarily bacteriostatic agents and have a broad spectrum of activity against both Gram-positive and Gram-negative species of bacteria (reviewed in ).
评价	The approved drug ketoconazole is a racemic mixture of two enantiomers. The structure shown here does not specify stereochemistry and represents the mixture. The non-isomeric structure is also represented in the PubChem and ChEBI entries in the Database Links table, while the two enantiomers forming the racemate are represented by CID 456201 and CID 47576. The ChEMBL entry represents the 2S,4R enantiomer.

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参考文献

1. Islam M et al.. (2018) Microfluidic cell sorting by stiffness to examine heterogenic responses of cancer cells to chemotherapy.. Cell Death Dis, 9 (2): (239). [PMID:29445159]

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