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伊曲康唑

伊曲康唑

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商品详情

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?伊曲康唑名称


















中文名

伊曲康唑
英文名

itraconazole
中文别名


4-[4-[4-[4-[[cis-2-(2,4-二氯苯基)-2-(1H-1,2,4-三唑-1-基甲基)-1,3-二氧戊环-4-基]甲氧基]苯基]哌嗪-1-基]苯基]-2-[(1RS)-1-甲基丙基]-1,2,4-三唑-3-酮




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依他康唑




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斯皮仁诺




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亚特那唑




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4-[4-[4-[4-[[2-(2,4-二氯苯基)-2-(1H-1,2,4-三唑-1-基甲基)-1,3-二氧戊环-4-基]甲氧基]苯基]-1-哌嗪基]苯基]-2,4-二氢-2-(1-甲基丙基)-3H-1,2,4-三唑-3-酮



英文别名
更多





?伊曲康唑生物活性












































描述
Itraconazole是抗真菌剂。
相关类别




溶解度

体外：

DMSO：≥7.3mg / mL（10.35 mM）

* “≥”表示可溶，但饱和度未知。


储备液

1 mM 1.4172 mL 7.0859 mL 14.1717 mL
5 mM 0.2834 mL 1.4172 mL 2.8343 mL
10 mM 0.1417 mL 0.7086 mL 1.4172 mL


存储

4°C，避光
运输

室温;可能会有所不同
SMILES

ClC1=C(C=CC(Cl)=C1)[C@@]2(O[C@@H](COC3=CC=C(N4CCN(C5=CC=C(N(C=NN6C(C)CC)C6=O)C=C5)CC4)C=C3)CO2)CN7C=NC=N7
参考文献

[1]. Kim, J., et al., Itraconazole, a commonly used antifungal that inhibits Hedgehog pathway activity and cancer growth. Cancer Cell, 2010. 17(4): p. 388-99.

[2]. Chong, C.R., et al., Inhibition of angiogenesis by the antifungal drug itraconazole. ACS Chem Biol, 2007. 2(4): p. 263-70.

[3]. Shi, W., et al., Itraconazole side chain analogues: structure-activity relationship studies for inhibition of endothelial cell proliferation, vascular endothelial growth factor receptor 2 (VEGFR2) glycosylation, and hedgehog signaling. J Med Chem, 2011. 54(20): p. 7363-74.

[4]. Olkkola, K.T., J.T. Backman, and P.J. Neuvonen, Midazolam should be avoided in patients receiving the systemic antimycotics ketoconazole or itraconazole. Clinical Pharmacology & Therapeutics, 1994. 55(5): p. 481-485.
相关活性
小分子



放线菌酮



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潮霉素B



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醋酸卡泊芬净



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5-氟胞嘧啶



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泊沙康唑



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特比萘芬



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环吡酮胺



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艾沙康唑



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阿尼芬净



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克霉唑



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氯碘羟喹



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硝酸咪康唑



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纳他霉素



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长川霉素



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硝酸益康唑






?伊曲康唑物理化学性质





















































密度 1.4±0.1 g/cm3
沸点 850.0±75.0 °C at 760 mmHg
熔点 166°C
分子式 C35H38Cl2N8O4
分子量 705.633
闪点 467.9±37.1 °C
精确质量 704.239319
PSA 104.70000
LogP 4.35
外观性状 灰白色结晶固体
蒸汽压 0.0±3.2 mmHg at 25°C
折射率 1.678
储存条件 2-8°C
稳定性 Stable. Incompatible with strong oxidizing agents.
水溶解性 chloroform: 50?mg/mL, clear, colorless
分子结构

1、 摩尔折射率：189.33

2、 摩尔体积（cm3/mol）：502.0

3、 等张比容（90.2K）：1372.7

4、 表面张力（dyne/cm）：55.9

5、 极化率（10-24cm3）：75.05
更多

1.性状：从甲苯中结晶

2.熔点（?C）：166.2

3.溶解性：几乎不溶于水和稀酸溶液。






?伊曲康唑MSDS






伊曲康唑MSDS英文版




?伊曲康唑毒性和生态




伊曲康唑毒性英文版





?伊曲康唑安全信息






































符号

GHS07


GHS07
信号词
Warning
危害声明
H302-H315-H319-H335
警示性声明
P261-P305 + P351 + P338
个人防护装备
dust mask type N95 (US);Eyeshields;Faceshields;Gloves
危害码 (欧洲)
Xi:Irritant
风险声明 (欧洲)
R36/37/38
安全声明 (欧洲)
S22-S26-S36
危险品运输编码 NONH for all modes of transport
WGK德国 3
RTECS号 XZ5481000
海关编码 2934999090





?伊曲康唑合成线路














2-溴丁烷结构式

2-溴丁烷

78-76-2








N-Desalkyl Itraconazole结构式

N-Desalkyl Itra…

89848-41-9




~46%







伊曲康唑结构式

伊曲康唑

84625-61-6


文献：Heeres; Backx; Van Cutsem Journal of Medicinal Chemistry, 1984 , vol. 27, # 7 p. 894 – 900







?伊曲康唑上下游产品











伊曲康唑上游产品? 1

伊曲康唑下游产品? 0







?伊曲康唑制备


从间二氯苯出发，经和酮康唑完全相似的反应可得到化合物(I)。化合物(Ⅰ)再和1-乙酰基-4-(4-羟基苯基)哌嗪缩合，接着水解脱去乙酰基，和对硝基氯苯缩合，氢化还原，氯甲酸酯酰化，然后和水合肼反应后再环合，烷基化得伊曲康唑。其中间体1-乙酰基-4-(4-羟基苯基)哌嗪可以哌嗪为原料，经下面的反应来制备。

84625-61-6 preparation

84625-61-6 preparation







?伊曲康唑海关















海关编码 2934999090
中文概述 2934999090. 其他杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素 品名, 成分含量, 用途
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%








?伊曲康唑文献126

更多文献














Itraconazole suppresses the growth of glioblastoma through induction of autophagy: involvement of abnormal cholesterol trafficking.

Autophagy 10(7) , 1241-55, (2014)

Glioblastoma is one of the most aggressive human cancers with poor prognosis, and therefore a critical need exists for novel therapeutic strategies for management of glioblastoma patients. Itraconazol…



Antifungal susceptibility and virulence attributes of animal-derived isolates of Candida parapsilosis complex.

J. Med. Microbiol. 63(Pt 11) , 1568-72, (2014)

This study aimed to identify strains of the Candida parapsilosis complex isolated from animals, as well as to assess their in vitro antifungal susceptibility profile and in vitro production of virulen…



European Confederation of Medical Mycology (ECMM) epidemiological survey on invasive infections due to Fusarium species in Europe.

Eur. J. Clin. Microbiol. Infect. Dis. 33(9) , 1623-30, (2014)

In order to better understand the epidemiology of fusariosis in Europe, a survey collecting information on the clinical characteristics of the patients infected by Fusarium as well as on the infecting…







?伊曲康唑英文别名














































2-(butan-2-yl)-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one


Itrizole


Candistat


3H-1,2,4-Triazol-3-one, 4-[4-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl)-


Sporanos


2-sec-Butyl-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one


2-sec-Butyl-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-1-piperazinyl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one


2-(Butan-2-yl)-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorphenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-on


MFCD08064196


Itrac


Cladosal 100


Canditral


(±)-1-sec-Butyl-4-[p-[4-[p-[[(2R*,4S*)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-d2-1,2,4-triazolin-5-one


4-(4-{4-[4-({[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-

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