2-메틸인돌린
2-메틸인돌린 · 메틸인돌린 · 2-메틸-1H-인돌 · 2-METHYL-1H-INDOLE · 1H-INDOLE, 2-METHYL- · NSC 7514 · AURORA 15496 · METHYLKETOLE
식별자 및 물리적 특성
| CAS No. | 95-20-5 |
|---|---|
| 분자식 | C9H9N |
| 평균 분자량 | 131.17 g/mol |
| 단동위원소 질량 | 131.07349929 g/mol |
| SMILES | Cc1cc2ccccc2[nH]1 |
| InChIKey | BHNHHSOHWZKFOX-UHFFFAOYSA-N |
| PubChem CID | 7224 |
| ChEMBL | CHEMBL259419 |
| ChEBI | CHEBI:49402 |
| EC No. | 202-398-3 |
| DTXSID | DTXSID5059117 |
| 현지명 | 2-메틸인돌린 |
화학 및 물리적 성질
| XLogP | 2.5 |
|---|---|
| 극성 표면적 | 15.8 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 122 |
| 물질 분류 | Nitrogen Compounds -> Indoles |
| SpringerMaterials Properties | Angular frequency |
| LogP(분배 계수) | 2.53 |
| 식품 첨가물 | Food |
| 향미제 | EU Flavoring substances |
| 증기압 | 0.00603 [mmHg] |
| Physical Description | Off-white crystalline solid[Alfa Aesar MSDS] |
| 녹는점 | 57-59 °C (lit.) |
| 끓는 점 | 273 °C (lit.) |
| 밀도 | 1,07 g/cm3 |
| 굴절률 | 1.6070 (estimate) |
| 인화점 | 141 °C |
| 저장 조건 | Keep in dark place,Inert atmosphere,Room temperature |
| 용해도 | 클로로포름(소량으로 용해), 메탄올(약간 용해됨) |
| pKa(산도 계수) | 17.57±0.30(Predicted) |
| 물리적 상태 | 결정체, 플레이크 또는 결정성 분말 |
| 색상 | 노란색에서 붉은 보라색 또는 갈색 |
| 냄새 | 디프로필렌 글리콜 중 0.10%. 배설물 냄새가 없는 스카톨보다 더 신선한 동물성 인돌 |
| 향취 유형 | 동물 |
| 용해도 | 물에 불용성. |
| BRN | 109781 |
| InChI | 1S/C9H9N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6,10H,1H3 |
| InChIKey | BHNHHSOHWZKFOX-UHFFFAOYSA-N |
| SMILES | Cc1cc2ccccc2[nH]1 |
| LogP(분배 계수) | 2.530 |
| NIST | 1H-Indole, 2-methyl-(95-20-5) |
| EPA | 1H-Indole, 2-methyl- (95-20-5) |
화학적 성질
Colorless needle or yellow to reddish-purple or brown crystals, flakes. Has an animal type odor.Soluble in ethanol and ether, insoluble in water.
안전 및 규제
| GHS 분류 | DangerH302 (13.8%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 80 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 1H-Indole, 2-methyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)2-Methylindole: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Intraperitoneal LD50 (mouse) > 262 mg/kg[RTECS] An irritantHarmful by ingestion[Alfa Aesar MSDS] See 3-Methylindole. |
| Hazard Classes and Categories | Acute Tox. 4 (13.8%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | NM0345000 |
| 운송 번호(UN) | 3335 |
| 관세 코드 | 29339990 |
| 위험 문구(R) | 20/21/22-41 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 36/37-24/25-39-26 |
| F 고인화성물질 | 8-10-13-23 |
| 위험 등급 | Acute Tox. 4 Oral |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
2-Methylindole is an intermediate in the synthesis of indole derivative with potential antifungal activities. It can be used as a raw material for the preparation of deacetylase (HDAC) inhibitor panobinostat.
제조 및 합성 방법
제조 방법
2-Methylindole was synthesized from 2-Acetamidotoluene by the following procedure. 2-Acetamidotoluene was added to the mixture of anhydrous ether and sodium amide, heated to 240-260°C under the protection of nitrogen flow, kept for 10min, a large amount of gas was generated in the reaction, and the reaction ended when the gas stopped escaping, and cooled. Ethanol and warm water were added and heated to decompose the sodium derivative of 2-Methylindole and excess sodium amide. After cooling, it was extracted with ether. The extract was concentrated and then distilled, and the fractions at 119-126°C (0.4-0.53kPa) were collected to obtain 2-Methylindole with a yield of 80%-83%. The product can be purified by methanol recrystallization.