4-히드록시인돌
4-하이드록시인돌 · 4-히드록시인돌 · 1H-INDOL-4-OL · 4-INDOLOL · 4-Hdroxyindole · 4-HYDROXY-1H-INDOLE · INDOL-4-OL · 1H-INDOLE-4-OL
식별자 및 물리적 특성
| CAS No. | 2380-94-1 |
|---|---|
| 분자식 | C8H7NO |
| 평균 분자량 | 133.15 g/mol |
| 단동위원소 질량 | 133.05276384 g/mol |
| SMILES | Oc1cccc2[nH]ccc12 |
| InChIKey | NLMQHXUGJIAKTH-UHFFFAOYSA-N |
| PubChem CID | 75421 |
| ChEMBL | CHEMBL446571 |
| ChEBI | CHEBI:24702 |
| EC No. | 219-177-2 |
| DTXSID | DTXSID3057696 |
| 현지명 | 4-히드록시인돌 |
화학 및 물리적 성질
| XLogP | 2.4 |
|---|---|
| 극성 표면적 | 36 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 126 |
| 물질 분류 | Nitrogen Compounds -> Indoles |
| 화장품 | Hair dyeing |
| Physical Description | Grey crystalline solid[Sigma-Aldrich MSDS] |
| 녹는점 | 97-99 °C(lit.) |
| 끓는 점 | 245.66°C (rough estimate) |
| 밀도 | 1.1475 (rough estimate) |
| 증기압 | 0.019Pa at 25℃ |
| 굴절률 | 1.5260 (estimate) |
| 저장 조건 | 0-6°C |
| 용해도 | DMSO(약간 용해됨), 메탄올(약간 용해됨) |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | 9.89±0.40(Predicted) |
| 색상 | 진한 노란색에서 녹색 회색까지 |
| 용해도 | 약간 용해됨 |
| BRN | 114905 |
| 화장품 원료 기능 | 머리 염색 |
| InChI | 1S/C8H7NO/c10-8-3-1-2-7-6(8)4-5-9-7/h1-5,9-10H |
| InChIKey | NLMQHXUGJIAKTH-UHFFFAOYSA-N |
| SMILES | Oc1cccc2[nH]ccc12 |
| LogP(분배 계수) | 1.57 at 25℃ |
화학적 성질
Off-White Cyrstalline Solid
안전 및 규제
| GHS 분류 | WarningH315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 51 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 1H-Indol-4-olStatus: Active Update: 10-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/242241H-Indol-4-ol: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | An irritant[Sigma-Aldrich MSDS] See Indole. |
| Hazard Classes and Categories | Skin Irrit. 2 (98%) |
| 수질 위해 등급(WGK) | 3 |
| 관세 코드 | 29339900 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36-37/39 |
| 위험 등급 | IRRITANT, KEEP COLDEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 위험 참고 사항 | Irritant |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
4-Hydroxyindole is a Pindolol (P468000) impurity, which is a mixed adrenergic blocker and serotonin 5HT1A-receptor antagonist.
일반 설명
Glucouridination of 4-hydroxyindole by human uridine 5′-diphospho-glucuronosyltransferase has been repotrted.
제조 및 합성 방법
제조 방법
Synthesis of 4-hydroxyindole: Using resorcinol as raw material, 4-oxotetrahydrocoumarone carboxylic acid is prepared by isomerization, catalytic hydrogenation, and cyclization with ethyl bromopyruvate. It was added to methanol solution saturated with ammonia, and the reaction was heated in an autoclave to generate 4-oxotetrahydroindole. Finally, 4-hydroxyindole is obtained by dehydrogenation and isomerization.