Butoconazole
BUTONAZOLE · Butooonazole · BUTOCONAZOLE · Butoconazole USP/EP/BP · 1-[4-(4-Chlorophenyl)-2-(2,6-dichlorophenyl)sulfanyl-butyl]imidazole · 1-(4-(4-Chlorophenyl)-2-((2,6-dichlorophenyl)thio)butyl)-1H-imidazole · 1-[2-[(2,6-Dichlorophenyl)thio]-4-(4-chlorophenyl)butyl]-1H-imidazole · 1-[(2S)-4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]imidazole
식별자 및 물리적 특성
| CAS No. | 64872-76-0 |
|---|---|
| 분자식 | C19H17Cl3N2S |
| 평균 분자량 | 411.8 g/mol |
| 단동위원소 질량 | 410.01780258 g/mol |
| SMILES | Clc1ccc(CCC(Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1 |
| InChIKey | SWLMUYACZKCSHZ-UHFFFAOYSA-N |
| PubChem CID | 47472 |
| ChEMBL | CHEMBL1295 |
| ChEBI | CHEBI:3240 |
| DTXSID | DTXSID2048537 |
화학 및 물리적 성질
| XLogP | 6.4 |
|---|---|
| 극성 표면적 | 43.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 7 |
| 무거운 원자 수 | 25 |
| 형식 전하 | 0 |
| 복잡도 | 383 |
| LogP(분배 계수) | 6.7 |
| 용해도 | Nitrate salt: 0.26 mg/ml (practically insoluble)8.18e-04 g/LDMSO: 82 mg/mL (199.14 mM) |
| Human Drugs | Breast FeedingLactationAnti-Infective AgentsAntifungal AgentsDermatologic Agents |
| 녹는점 | ~159°C with decomposition (nitrate salt)159 °C (decomposition)68-70.5° |
| Physical Description | Solid |
| Collision Cross Section | 185.55 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]186.5 Ų [M+H]+ [CCS Type: TW |
| 끓는 점 | 566.9±50.0 °C(Predicted) |
| 밀도 | 1.32±0.1 g/cm3(Predicted) |
| 저장 조건 | Store at -20°C |
| pKa(산도 계수) | 6.74±0.12(Predicted) |
| 물리적 상태 | Solid |
| 색상 | White to off-white |
안전 및 규제
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)butoconazoleDILI NegativeVaginalDOI:10.1016/j.drudis.2019.09.022 |
|---|---|
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
용도
개요
Butoconazole is an imidazole that is pharmacologically quite comparable to clotrimazole. It is a vaginal antifungal agent that increases cell membrane permeability in susceptible fungi. It is indicated for local treatment of vulvovaginal candidiasis (moniliasis).
용도
Butoconazole is a fungostatic drug, and it is formally classified as an imidazole, but only because of the presence of an imidazole ring in the structure. It is believed that butoconazole, like miconazole, econazole, and other “pure” representatives of the imidazole class, also inhibits the biosynthesis of estrosterin in the cytoplasmatic membrane of fungi; however, it is very possible that this is not the only mechanism of its action. It is effective for vaginal infections caused by various types of candida. It is also used only externally and vaginally. Synonyms of this drug are femstat, listomin, and others.