Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Ciclopirox
6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one · Penlac · gopmx · geprox · Loprox · HOE296b · Mycoster · Brumixol
식별자 및 물리적 특성
| CAS No. | 29342-05-0 |
|---|---|
| 분자식 | C12H17NO2 |
| 평균 분자량 | 207.27 g/mol |
| 단동위원소 질량 | 207.12592879 g/mol |
| SMILES | Cc1cc(C2CCCCC2)n(O)c(=O)c1 |
| InChIKey | SCKYRAXSEDYPSA-UHFFFAOYSA-N |
| PubChem CID | 2749 |
| ChEMBL | CHEMBL1413 |
| ChEBI | CHEBI:453011 |
| EC No. | 249-577-2 |
| DTXSID | DTXSID9048564 |
화학 및 물리적 성질
| XLogP | 2 |
|---|---|
| 극성 표면적 | 40.5 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 15 |
| 형식 전하 | 0 |
| 복잡도 | 325 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| LogP(분배 계수) | 2.3 |
| 용해도 | 1.41e+00 g/L물에 약간 용해되고 무수 에탄올과 염화메틸렌에 잘 용해됩니다. |
| Human Drugs | Breast FeedingLactationMilk, HumanAnti-Infective AgentsAntifungal AgentsFDA approved drugs -> Active ingredient |
| 녹는점 | 144 °C1440C |
| Physical Description | Solid |
| 끓는 점 | 350.0±25.0 °C(Predicted) |
| 밀도 | 1.193±0.06 g/cm3(Predicted) |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| pKa(산도 계수) | 6.25±0.58(Predicted) |
| 물리적 상태 | 고체 |
| 색상 | 회백색 |
| InChI | InChI=1S/C12H17NO2/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10/h7-8,10,15H,2-6H2,1H3 |
| InChIKey | SCKYRAXSEDYPSA-UHFFFAOYSA-N |
| SMILES | C1(=O)N(O)C(C2CCCCC2)=CC(C)=C1 |
화학적 성질
White or Light-Yellow Powder
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 1.1% (1 of 89) of reports.WarningH302+H312+H332 (32.6%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 89 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (93.3%) |
| 노출 경로 | Rapidly absorbed after oral administration. Mean absorption of ciclopirox after application to nails of all twenty digits and adjacent 5 millimeters of skin once daily for 6 months in patients with dermatophytic onychomycoses was less than 5% of the applied dose. Ciclopirox olamine also penetrates into hair and through the epidermis and hair follicles into sebaceous glands and dermis. |
| 독성 요약 | Unlike antifungals such as itraconazole and terbinafine, which affect sterol synthesis, ciclopirox is thought to act through the chelation of polyvalent metal cations, such as Fe<sup>3+</sup> and Al<sup>3+</sup>. These cations inhibit many enzymes, including cytochromes, thus disrupting cellular activities such as mitochondrial electron transport processes and energy production. Ciclopirox also appears to modify the plasma membrane of fungi, resulting in the disorganization of internal structures. The anti-inflammatory action of ciclopirox is most likely due to inhibition of 5-lipoxygenase and cyclooxygenase. ciclopirox may exert its effect by disrupting DNA repair, cell division signals and structures (mitotic spindles) as well as some elements of intracellular transport. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)ciclopiroxDILI NegativeTopicalDOI:10.1016/j.drudis.2019.09.022 |
| Effects During Pregnancy and Lactation |
용도
용도
Ciclopirox (Penlac) is a synthetic antifungal agent. Ciclopirox (Penlac) is used for topical dermatologic treatment of superficial mycoses. Ciclopirox (Penlac) is most useful against Tinea versicolor. [1] In a study conducted to further elucidate ciclopir