环吡酮胺

环吡酮胺用途

【用途一】
吡啶酮类广谱抗真菌药，对多种皮肤真菌有抑制作用。能阻止白色念珠菌细胞生存所必须的物质如氨基酸、钾离子、磷酸盐通过细胞膜引起细胞内的某些重要基质或离子衰竭，而抑制或杀死真菌细胞。有广泛的抗真菌作用，对皮肤丝状菌、酵母类真菌有杀灭作用，对多种革兰阳性及阴性菌、衣原体、毛滴虫、变形杆菌、大肠杆菌、假单胞菌和金葡菌等有抑制作用。常用于治疗皮肤真菌病、花斑癣、外阴阴道念珠菌属病、皮肤和指(趾)甲念珠菌病等，均有显著疗效，毒副作用较低。

环吡酮胺名称

[ CAS 号 ]:
29342-05-0

[ 中文名 ]:
环吡酮

[ 英文名 ]:
Ciclopirox

[中文别名 ]:

[英文别名 ]:

Ciclopirox Olamine
6-cyclohexyl-1-hydroxy-4-méthylpyridin-2(1H)-one
Terit
6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone
MFCD00599441
Ciclopirox
6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one
Ciclopirox (USP)
Mycoster
cyclopirox

环吡酮胺生物活性

[ 描述 ]:

Ciclopirox (Penlac)是合成的抗真菌化合物。

[ 相关类别 ]:

信号通路 >> 自噬 >> 自噬

信号通路 >> 抗感染 >> 真菌

研究领域 >> 感染

[参考文献]

[1]. Niewerth, M., et al., Ciclopirox olamine treatment affects the expression pattern of Candida albicans genes encoding virulence factors, iron metabolism proteins, and drug resistance factors. Antimicrob Agents Chemother, 2003. 47(6): p. 1805-17.

[2]. Leem, S.H., et al., The possible mechanism of action of ciclopirox olamine in the yeast Saccharomyces cerevisiae. Mol Cells, 2003. 15(1): p. 55-61.

[3]. Ratnavel, R.C., R.A. Squire, and G.C. Boorman, Clinical efficacies of shampoos containing ciclopirox olamine (1.5%) and ketoconazole (2.0%) in the treatment of seborrhoeic dermatitis. J Dermatolog Treat, 2007. 18(2): p. 88-96.

[相关活性小分子]

环吡酮胺物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
350.0±25.0 °C at 760 mmHg

[ 熔点 ]:
1440C

[ 分子式 ]:
C₁₂H₁₇NO₂

[ 分子量 ]:
207.269

[ 闪点 ]:
165.5±23.2 °C

[ 精确质量 ]:
207.125931

[ PSA ]:
42.23000

[ LogP ]:
2.59

[ 外观性状 ]:
白色或淡黄色粉末

[ 蒸汽压 ]:
0.0±1.7 mmHg at 25°C

[ 折射率 ]:
1.582

[ 储存条件 ]:
-20°C Freezer

环吡酮胺安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302

[ 警示性声明 ]:
P301 + P312 + P330

[ 危害码 (欧洲) ]:
C,O

[ 风险声明 (欧洲) ]:
R8:Contact with combustible material may cause fire. R35:Causes severe burns. R34:Causes burns. R20:Harmful by inhalation.

[ 安全声明 (欧洲) ]:
S23-S26-S36-S45

[ 危险品运输编码 ]:
UN 3264 8/PG 3

[ WGK德国 ]:
1

[ RTECS号 ]:
QU5900000

[ 包装等级 ]:
II

[ 危险类别 ]:
8

[ 海关编码 ]:
2933790090

环吡酮胺合成路线

详细合成路线

环吡酮胺上下游产品

环吡酮胺上游产品

环吡酮胺下游产品

环吡酮胺制备

4-甲基-3-戊烯-2-酮经次氯酸钠氧化(收率56%)，再甲酯化得3-甲基-2-丁烯酸甲酯(I)，环己烷羧酸和氯化亚砜反应得环己烷甲酰氯。在三氯化铝作用下，和3-甲基-2-丁烯酸甲酯(I)在二氯甲烷溶剂中，搅拌反应4h，经后处理后，真空收集140-145℃(0.4kPa)的馏分，得5-氧代-3-甲基-5-环己基-3-戊烯酸甲酯(环吡司，II)，收率75%。再和盐酸羟胺、乙酸钠、甲醇及水在室温下搅拌20h，加入 50％氢氧化钠再搅拌1h。冷后用苯萃取，水相酸化至Ph=6。析出的结晶再用乙醇重结晶，即可得环吡酮.

环吡酮胺海关

[ 海关编码 ]: 2933399090

[ 中文概述 ]:
2933399090. 其他结构含非稠合吡啶环的化合物. 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, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

环吡酮胺文献

Effect of Wnt inhibitors in pancreatic cancer.

Anticancer Res. 34(10) , 5375-80, (2014)

Activated Wnt signaling in cancer cells leads to cell proliferation. It has been shown that the Wnt pathway is activated in pancreatic adenocarcinoma cells. Therefore, we tested the effect of Wnt inhi...

The low keratin affinity of efinaconazole contributes to its nail penetration and fungicidal activity in topical onychomycosis treatment.

Antimicrob. Agents Chemother. 58(7) , 3837-42, (2014)

Onychomycosis is a common fungal nail disease that is difficult to treat topically due to the deep location of the infection under the densely keratinized nail plate. Keratin affinity of topical drugs...

Thermogelling hydrogels of cyclodextrin/poloxamer polypseudorotaxanes as aqueous-based nail lacquers: application to the delivery of triamcinolone acetonide and ciclopirox olamine.

Eur. J. Pharm. Biopharm. 83(3) , 370-7, (2013)

This work investigated the use of in situ gelling hydrogels based on polypseudorotaxanes of Pluronic F-127 and partially methylated β-cyclodextrin as aqueous nail lacquers. N-acetylcysteine and urea w...

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