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(wèn)題列表
概述
拉諾康唑?yàn)檫溥蝾惪拐婢幬?，作用機(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 . |