インドール-3-カルボン酸
インドール-3-カルボン酸 · 1H-インドール-3-カルボン酸 · インド-ル-3-カルボン酸 · インドール‐3‐カルボン酸 · インドール-3-カルボン酸, 98% · 1H-INDOLE-3-CARBOXYLIC ACID · ICO · 3-CARBOXYINDOLE
識別子と物理属性
| CAS No. | 771-50-6 |
|---|---|
| 分子式 | C9H7NO2 |
| 平均分子量 | 161.16 g/mol |
| 単同位体質量 | 161.04767846 g/mol |
| SMILES | O=C(O)c1c[nH]c2ccccc12 |
| InChIKey | KMAKOBLIOCQGJP-UHFFFAOYSA-N |
| PubChem CID | 69867 |
| ChEMBL | CHEMBL387527 |
| ChEBI | CHEBI:24809 |
| EC No. | 212-231-6 |
| DTXSID | DTXSID50227886 |
| 現地名 | インドール-3-カルボン酸 |
化学・物理的性質
| XLogP | 2 |
|---|---|
| 極性表面積 | 53.1 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 1 |
| 重原子数 | 12 |
| 形式電荷 | 0 |
| 複雑度 | 193 |
| LogP（分配係数） | 1.99 |
| 融点 | 206.5 °C232-234 °C (dec.)(lit.) |
| Physical Description | Solid |
| Collision Cross Section | 132.4 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)] |
| 沸点 | 287.44°C (rough estimate) |
| 密度 | 1.2480 (rough estimate) |
| 屈折率 | 1.5050 (estimate) |
| 貯蔵条件 | 2-8°C |
| 溶解度 | 95% エタノールに可溶: 50 mg/ml、メタノールにも可溶。 |
| pKa（酸解離定数） | 3.90±0.10(Predicted) |
| 外観・状態 | 粉 |
| 色 | ライトベージュ |
| BRN | 129435 |
| InChI | InChI=1S/C9H7NO2/c11-9(12)7-5-10-8-4-2-1-3-6(7)8/h1-5,10H,(H,11,12) |
| InChIKey | KMAKOBLIOCQGJP-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=CC=C2)C(C(O)=O)=C1 |
| CAS データベース | 771-50-6(CAS DataBase Reference) |
化学的特性
light beige crystalline powder (recrystallized from acetate-petroleum ether). Soluble in ethanol, ether, acetate, insoluble in boiling water, benzene, insoluble in petroleum ether.
安全性と法規制
| GHS 分類 | WarningH302 (40%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 10 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (40%) |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | NK7882892 |
| 税関コード | 29339900 |
| 危険文句（R） | 36/37/38-21/22 |
| 化審法 | (5)-6656 |
| 危険表示 | Xn,Xi |
| 安全措置（S） | 22-24/25-36/37/39-26 |
| 危険等級 | IRRITANT |
| 貯蔵分類 | 11 - Combustible Solids |
用途
一般的な説明
The structures of the derivatives of indole-3-carboxylic acid were studied using gas chromatography with high resolution mass spectrometry (GC-HRMS), ultra-high performance liquid chromatography in combination with high resolution tandem mass spectrometry (UHPLC-HRMS), nuclear magnetic resonance spectroscopy (NMR) and Fourier transform infrared spectroscopy (FT-IR).
製法・合成法
製造方法
indole-3-carboxylic acid can be synthesized by the hydrolysis reaction of 3-trichloroacetyl indole: add 235g 3-trichloroacetyl indole into 1000ml methanol, slowly drop an appropriate amount of 50% KOH solution, heat up and reflux for 18 hours, cool to room temperature, The methanol was recovered by concentration, and the residual liquid was left; 1500 ml of water was added to the residual liquid, hydrochloric acid was added dropwise to adjust pH=3～4, and then filtered, and the solid obtained by filtration was dried to obtain 144g of indole-3-carboxylic acid crude product; The crude product was slurried with 100g of ethyl acetate for 25 minutes,filtered and dried to obtain indole-3-carboxylic acid (137g, yield 91.8%).