インドール-3-カルボン酸
Indole-3-Carboxylic Acid
基本情報
- CAS
771-50-6- 標準SMILES
O=C(O)c1c[nH]c2ccccc12- InChIKey
KMAKOBLIOCQGJP-UHFFFAOYSA-N- 分子式
- C9H7NO2
- 平均分子量
- 161.16 g/mol
- 単同位体質量
- 161.04767847
概要
Indole-3-carboxylic acid is an indole-3-carboxylic acid carrying a carboxy group at position 3. It has a role as a bacterial metabolite and a human metabolite. It is a conjugate acid of an indole-3-carboxylate.
名称と識別子
- 優先名称
- Indole-3-Carboxylic Acid
- IUPAC
- 1H-indole-3-carboxylic acid
- 現地名
- インドール-3-カルボン酸
- 英語名
- Indole-3-carboxylic acid
- 分子式
- C9H7NO2
- 分子量
- 161.16
名称と別名
Indole-3-carboxylic acid1H-Indole-3-carboxylic acid771-50-63-CarboxyindoleCHEBI:2480959711R38B0DTXSID50227886RefChem:923413DTXCID00150377212-231-63-Indoleformic acid3-Indolecarboxylic acid
名称をさらに表示
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%ICOe-3-carboxyL3-Indoleformic3-indoleic acid3-IndolecarboxylicIndol-3-carbonsureIndole-3-carboxylic
3-IndolecarboxylateMFCD000056243-Indoleformate3-Indolylcarboxylic acid3-IndolylcarboxylateEINECS 212-231-6Indole - 3 Carboxylic acid.beta.-Indolylcarboxylic acid
データベース識別子
- CAS
771-50-6- PubChem CID
- 69867
- DTXSID
DTXSID50227886- ChEMBL
CHEMBL387527- ChEBI
CHEBI:24809- UNII
- 59711R38B0
- EC Number
- 212-231-6
- Nikkaji
- J113.034J
物性
構造計算による物性
- XLogP
- 2
- 極性表面積
- 53.1 Ų
- 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
実験および物理化学的性質
LogP
1.99
1.99
Melting Point206.5 °C
Physical DescriptionSolid
Collision Cross Section124.5 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
物理化学的性質
- 融点
- 232 · 232-234 °C (dec.)(lit.)
- 沸点
- 287.44 °C · 287.44°C (rough estimate)
- 比重(密度)
- 1.248 · 1.2480 (rough estimate)
- 屈折率
- 1.505 · 1.5050 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 95 % · 95% エタノールに可溶: 50 mg/ml、メタノールにも可溶。
- 酸解離定数(Pka)
- 3.9 · 3.90±0.10(Predicted)
- 外見
- 粉
- 色
- ライトベージュ
- BRN
- 129435 · 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
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H302 (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.
危険有害性情報
Hazard Classes and CategoriesAcute Tox. 4 (40%)
安全データ
- wgk
- 3
- rtecs
- NK7882892
- hs_code
- 29339900
- risk_code
- 36/37/38-21/22
- 化審法
- (5)-6656
- hazard_code
- Xn,Xi
- safety_code
- 22-24/25-36/37/39-26
- hazard_class
- IRRITANT
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
Metabolism/Metabolites3-Indole carboxylic acid has known human metabolites that include 3-Indole carboxylic acid glucuronide.
応用分野
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).
調製方法
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%).
上流・下流製品情報
上流原料
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