Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Econazole
ECONAZOLE · NSC 187789 · ECONAZOLUM · (±)-Econazol · Econazole CRS · Econazole USP/EP/BP · Econazole (Standard) · Econazole, 10 mM in DMSO
식별자 및 물리적 특성
| CAS No. | 27220-47-9 |
|---|---|
| 분자식 | C18H15Cl3N2O |
| 평균 분자량 | 381.7 g/mol |
| 단동위원소 질량 | 380.024996 g/mol |
| SMILES | Clc1ccc(COC(Cn2ccnc2)c2ccc(Cl)cc2Cl)cc1 |
| InChIKey | LEZWWPYKPKIXLL-UHFFFAOYSA-N |
| PubChem CID | 3198 |
| ChEMBL | CHEMBL808 |
| ChEBI | CHEBI:82873 |
| EC No. | 248-341-6 |
| DTXSID | DTXSID2029872 |
화학 및 물리적 성질
| XLogP | 5.3 |
|---|---|
| 극성 표면적 | 27.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 6 |
| 무거운 원자 수 | 24 |
| 형식 전하 | 0 |
| 복잡도 | 379 |
| 의약품 | Pharmaceuticals -> Antibiotics |
| LogP(분배 계수) | 5.5 |
| 용해도 | 1.48e-03 g/L물에는 거의 녹지 않으며, 에탄올(96%)과 염화메틸렌에는 매우 잘 녹습니다. |
| Human Drugs | Breast FeedingLactationMilk, HumanAntifungal AgentsAnti-Infective Agents |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Physical Description | Solid |
| Collision Cross Section | 185.7 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID6025226]182.89 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| 녹는점 | 86.8°C |
| 끓는 점 | 533.8±50.0 °C(Predicted) |
| 밀도 | 1.33±0.1 g/cm3(Predicted) |
| 저장 조건 | Sealed in dry,Room Temperature |
| 물리적 상태 | Solid |
| pKa(산도 계수) | 6.68±0.12(Predicted) |
| 색상 | White to off-white |
| 용해도 | 0.37g/L(주위온도) |
| 주요 응용 | 소분자 약용 |
| InChI | 1S/C18H15Cl3N2O/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21/h1-9,12,18H,10-11H2 |
| InChIKey | LEZWWPYKPKIXLL-UHFFFAOYSA-N |
| SMILES | Clc1c(ccc(c1)Cl)C(OCc3ccc(cc3)Cl)C[n]2cncc2 |
| EPA | Econazole (27220-47-9) |
화학적 성질
White or almost white powder
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 2.6% (1 of 39) of reports.WarningH302 (97.4%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 39 reports by companies from 4 notifications to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (97.4%) |
| 노출 경로 | After topical application to the skin of normal subjects, systemic absorption of econazole nitrate is extremely low. Although most of the applied drug remains on the skin surface, drug concentrations were found in the stratum corneum which, by far, exceeded the minimum inhibitory concentration for dermatophytes. |
| 독성 요약 | Econazole interacts with 14-&alphademethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Econazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)econazoleDILI NegativeTopicalDOI:10.1016/j.drudis.2019.09.022 |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Toxicity Data | LD50: 462 mg/kg (Oral, Mouse) (A308) LD50: 462 mg/kg (Oral, Rat) (A308) LD50: 668 mg/kg (Oral, Guinea pig) (A308) LD50: >160 mg/kg (Oral, Dog) (A308) |
| 수질 위해 등급(WGK) | WGK 3 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 |
용도
용도
antineoplastic, anti-estrogen. Econazole (Spectazole) is a synthetic imidazole. Econazole blocks C-14 demethylation of sterols, interfering with the biosynthesis of ergosterol, which results in disorganization of the fungal plasma cell membrane and increased permeability. It is active against dermatophytes, yeast, P. orbiculare, Aspergillus, Cladosporium, and Sporothrix.