101530-10-3
中文名稱
拉諾康唑
英文名稱
Lanoconazole
CAS
101530-10-3
分子式
C14H10ClN3S2
MDL 編號(hào)
MFCD00865590
分子量
319.83
MOL 文件
101530-10-3.mol
更新日期
2024/06/17 17:25:39
101530-10-3 結(jié)構(gòu)式
基本信息
中文別名
[4-(2-氯苯基)-1,3-亞二硫戊環(huán)-2-基]-2-咪唑-1-基-乙腈拉諾康唑
蘭諾康唑
(±)-(E)-Α-[4-(2-氯苯基)-1,3-二硫戊烷-2-亞基]-1H-咪唑-1-乙腈
英文別名
[4-(2-chloro-phenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrileLANOCONAZOLE
(+-)-(e)-(4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene)-1-imidazolylacetonitri
(e)-alpha-(4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene)-1h-imidazole-1-aceton
1h-imidazole-1-acetonitrile,alpha-(4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene)
itrile
latoconazole
le
nnd-318
tjn-318
(E)-(+/-)-[4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene]-1H-imidazole-1-acetonitrile
1H-Imidazole-1-acetonitrile, a-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-, (aE)- (9CI)
1H-Imidazole-1-acetonitrile, a-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-, (E)-
1H-Imidazole-1-acetonitrile, a-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-, (E)-(+-)-
Astat
2-[4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile
(+-)-(E)-(4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene)-1-imidazolylacetonitrile
(E)-alpha-(4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene)-1H-imidazole-1-acetonitrile
1H-Imidazole-1-acetonitrile, alpha-(4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene)-, (E)-(+-)
(E)-2-[4-(2-Chlorophenyl)-1,3-dithiolane-2-ylidene]-2-(1-imidazolyl)acetonitrile
所屬類別
藥物: 抗病源性微生物藥: 抗真菌感染藥物物理化學(xué)性質(zhì)
外觀性狀拉諾康唑(101530-10-3)為淡黃色結(jié)晶
熔點(diǎn)141.50C
沸點(diǎn)477.6±55.0 °C(Predicted)
密度1.43±0.1 g/cm3(Predicted)
儲(chǔ)存條件2-8°C
溶解度可溶于氯仿(少許)、甲醇(少許)
酸度系數(shù)(pKa)3.76±0.10(Predicted)
形態(tài)neat
顏色白色
CAS 數(shù)據(jù)庫(kù)101530-10-3(CAS DataBase Reference)
安全數(shù)據(jù)
警示詞警告
危險(xiǎn)性描述H302
防范說(shuō)明P264-P270-P301+P312-P501
危險(xiǎn)品標(biāo)志Xn
危險(xiǎn)類別碼R22
WGK Germany3
RTECS號(hào)NI3393500
毒性LD50 in male, female mice, rats (mg/kg): 3224, 2715, 993, 652 orally; 2158, 1743, 1655, 2596 i.p.; >5000 both species s.c.; LD50 dermally in rats: >5000 mg/kg (Munt)
制備方法
方法一
2-(1-咪唑基)乙腈與二硫化碳和氫氧化鉀在二甲基甲酰胺中反應(yīng)得連二硫酸酯的二鉀鹽,然后和1-(2-氯苯基)-1,2-二(甲磺酰氧基)乙烷環(huán)合。經(jīng)硅膠柱層析分離(E)和(Z)異構(gòu)體,而得拉諾康唑。常見問題列表
概述
拉諾康唑?yàn)檫溥蝾惪拐婢幬铮饔脵C(jī)制同其他咪唑類藥物,主要通過(guò)抑制14-甲基羊毛甾醇的脫14-甲基階段,從而達(dá)到抑制真菌細(xì)胞麥角固醇合成的目的而具有抗真菌作用。生物活性
Lanoconazole 是一種強(qiáng)效口服咪唑類抗真菌 (antifungal) 試劑,具有廣譜的體內(nèi)外抗真菌活性。Lanoconazole 通過(guò)抑制 sterol 14-alpha 去甲基酶,阻斷真菌膜上的 ergosterol 生物合成,從而干擾 ergosterol 的生物合成。Lanoconazole 可用于皮膚真菌病和甲真菌病的研究。靶點(diǎn)
IC50: antifungal
體內(nèi)研究
Lanoconazole (treatment for ear; 0.3%-3%; 6 days) dose‐dependently suppressesTPA-induced irritant dermatitis, suppresses the production of neutrophil chemotactic factors such as keratinocyte‐derived chemokine and macrophage inflammatory protein‐2, and inhibited neutrophil infiltration to the inflammation site.Lanoconazole (oral administration; 3, 10 or 30 mg/kg; once a day; 3 weeks) significantly inhibits C. neoformans compared with the saline control in normal mice. In addtion, it significantly reduces the growth of C. neoformans in the lungs and brains of MAIDS mice.
Animal Model: | BALB/c mice |
Dosage: | 0.3%-3% dosage |
Administration: | Treatment for ear |
Result: | Exhibited an inhibition effect of LCZ on ear swelling induced by topical application of TPA in mice. |
Animal Model: | Four week old C57BL/6 mice infected intraperitoneally with LP-BM5 murine leukaemia virus |
Dosage: | 3, 10 or 30 mg/kg |
Administration: | Oral adminstration |
Result: | Inhibited C. neoformans growth in both normal and C. neoformans -induced encephalitis MAIDS mice . |