基本情報
- 標準SMILES
Cc1cc2ccccc2[nH]1- InChIKey
BHNHHSOHWZKFOX-UHFFFAOYSA-N- 分子式
- C9H9N
- 平均分子量
- 131.17 g/mol
- 単同位体質量
- 131.07349929
概要
2-methyl-1H-indole is a methylindole that is 1H-indole substituted by a methyl group at position 2. It derives from a hydride of a 1H-indole.
名称と識別子
- 優先名称
- 2-Methylindole
- IUPAC
- 2-methyl-1H-indole
- 現地名
- 2-メチルインドール
- 英語名
- 2-Methylindole
- 分子式
- C9H9N
- 分子量
- 131.17
名称と別名
2-METHYLINDOLE95-20-52-Methyl-1H-indole1H-Indole, 2-methyl-Indole, 2-methyl-DTXSID5059117I7CN58827INSC-7514CHEBI:49402RefChem:88341DTXCID8048947202-398-3
名称をさらに表示
2-メチルインドールメチルケトール2-メチル-1H-インドール2－メチルインドル2メチルインド-ル2‐メチルインドールメチルインドールAURORA 15496a-Methylindol-Methylindole2-methyl-indolMETHYLINDOLE(2-)
MethylketoleMFCD00005616NSC 75142-METHYL INDOLE2-methylindolEINECS 202-398-3a-methylindolemethyl indole
データベース識別子
- CAS
95-20-5- PubChem CID
- 7224
- DTXSID
DTXSID5059117- ChEMBL
CHEMBL259419- ChEBI
CHEBI:49402- UNII
- I7CN58827I
- EC Number
- 202-398-3
- Nikkaji
- J3.949G
物性
構造計算による物性
- XLogP
- 2.5
- 極性表面積
- 15.8 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 0
- 回転可能結合数
- 0
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 122
実験および物理化学的性質
Chemical ClassesNitrogen Compounds -> Indoles
SpringerMaterials PropertiesAngular frequency
LogP2.53
Food AdditivesFood
Flavoring AgentsEU Flavoring substances
Vapor Pressure0.00603 [mmHg]
Physical DescriptionOff-white crystalline solid; [Alfa Aesar MSDS]
物理化学的性質
- 融点
- 57 · 57-59 °C (lit.)
- 沸点
- 273 °C · 273 °C (lit.)
- 比重(密度)
- 1 · 1,07 g/cm3
- 屈折率
- 1.607 · 1.6070 (estimate)
- 闪点
- 141 °C · 141 °C
- 貯蔵温度
- Keep in dark place,Inert atmosphere,Room temperature
- 溶解性
- クロロホルム（少量）、メタノール（少量）
- 酸解離定数(Pka)
- 17.57 · 17.57±0.30(Predicted)
- 外見
- 結晶、フレーク、または結晶性粉末
- 色
- 黄色から赤紫色または茶色
- 臭い (Odor)
- 0.1 %。動物性インドールはスカトールより新鮮で、糞便臭がない。 · ジプロピレングリコール中0.10%。動物性インドールはスカトールより新鮮で、糞便臭がない。
- においのタイプ
- 動物
- 水溶解度
- 水に不溶。
- BRN
- 109781 · 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
- 2.53 · 2.530
- CAS データベース
- 95 · 95-20-5(CAS DataBase Reference)
- NISTの化学物質情報
- 1 H-Indole, · 1H-Indole, 2-methyl-(95-20-5)
- EPAの化学物質情報
- 1 H-Indole, · 1H-Indole, 2-methyl- (95-20-5)
化学的性質
化学的特性Colorless needle or yellow to reddish-purple or brown crystals, flakes. Has an animal type odor.Soluble in ethanol and ether, insoluble in water.
安全と法規制
GHS分類
GHS Classification
Danger
H302 (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.
危険有害性情報
Regulatory Information
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
Hazards SummaryIntraperitoneal LD50 (mouse) > 262 mg/kg; [RTECS] An irritant; Harmful by ingestion; [Alfa Aesar MSDS] See 3-Methylindole.
Hazard Classes and CategoriesAcute Tox. 4 (13.8%)
安全データ
- F
- 8-10-13-23
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- NM0345000
- ridadr
- 3335
- hs_code
- 29339990
- risk_code
- 20/21/22-41
- 化審法
- (5)-131
- hazard_code
- Xn,Xi
- safety_code
- 36/37-24/25-39-26
- Hazard Classifications
- Acute Tox. 4 Oral
- ストレージクラス
- 11 - Combustible Solids
化学と産業
用途と製造
General Manufacturing Information1H-Indole, 2-methyl-: ACTIVE
応用分野
使用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.
調製方法
製造方法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.
純化方法Crystallise it from *benzene. It has also been purified by zone melting. The picrate has m 139o (from Et2O or Et2O/MeOH). [Cohen et al. J Am Chem Soc 82 2184 1960, Beilstein 20 III/IV 3202, 20/7 V 59.]
上流・下流製品情報
上流原料
下流製品
補足説明
定義ChEBI: 2-Methylindole is a methylindole that is 1H-indole substituted by a methyl group at position 2. It derives from a hydride of a 1H-indole.
関連反応
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関連ノート
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