1H-Indole-5-Carboxylic Acid (HCID 74280)

概要

Indole-5-carboxylic acid is an indolecarboxylic acid in which the carboxy group is the only substituent and is located at position 5. It has a role as a plant metabolite.

名称と識別子

優先名称: 1H-Indole-5-Carboxylic Acid
IUPAC: 1H-indole-5-carboxylic acid
現地名: インドール-5-カルボン酸
英語名: Indole-5-carboxylic acid
分子式: C9H7NO2
分子量: 161.16

名称と別名

Indole-5-carboxylic acid1H-indole-5-carboxylic acid1670-81-15-indolecarboxylic acidDTXSID80168218CHEBI:131778RefChem:790973DTXCID5090709216-799-65-Carboxyindole142396-03-0MFCD00005678

名称をさらに表示

インドール-5-カルボン酸5-カルボキシ-1H-インドール1H-インドール-5-カルボン酸インドル-5-カルボン酸インド-ル-5-カルボン酸インドール‐5‐カルボン酸インドール-5-カルボン酸.インドール-5-カルボン酸, 99%JACS-1670-81-15-Carboxy-1H-indoleRARECHEM AL BO 0206TIMTEC-BB SBB003951Indolecarboxylicacid,5-INDOLE-5-CARBOXYLIC AICD

Indole-5-carboxylic acid, 98%5-indole carboxylic acid1H-Indole-5-carboxylic acid, radical ion(1+)SCHEMBL105928CHEMBL20181585-Carboxyindole;AKOS000265424EN300-69795

データベース識別子

CAS: 1670-81-1
PubChem CID: 74280
DTXSID: DTXSID80168218
ChEMBL: CHEMBL2018158
ChEBI: CHEBI:131778
EC Number: 216-799-6
Nikkaji: J195.309E

物性

構造計算による物性

XLogP: 1.5
極性表面積: 53.1 Å²
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

物理化学的性質

融点: 211 · 211-213 °C (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: Keep in dark place,Sealed in dry,Room Temperature
溶解性: エタノール (50 mg/ml)、ジメチルスルホキシド、メタノールに可溶。
外見: 粉
酸解離定数(Pka): 4.4 · 4.40±0.30(Predicted)
色: ライトベージュ～イエロー
BRN: 124391 · 124391
InChI: InChI=1S/C9H7NO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,(H,11,12)
InChIKey: IENZCGNHSIMFJE-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(C(O)=O)C=C2)C=C1
CAS データベース: 1670 · 1670-81-1(CAS DataBase Reference)

化学的性質

化学的特性light beige to yellow powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (25%): 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 8 reports by companies from 5 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 (25%)

安全データ

wgk: 3
hs_code: 29339990
risk_code: 36/37/38-21/22
hazard_code: Xn,Xi
safety_code: 22-24/25-36/37/39-26
hazard_class: IRRITANT
ストレージクラス: 13 - Non Combustible Solids

化学と産業

応用分野 · 3 件

用途有機合成原料。

使用Indole-5-carboxylic acid is the suitable reagent used to study the intermolecular excited state proton transfer in indole-2-carboxylic acid and indole-5-carboxylic acid in various solvents in acidic, basic, and neutral media by steady state and time resolved fluorescence spectroscopy. It may be used in the electrochemical synthesis of poly(indole-5-carboxylic acid) (PICA) films. Also used as reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators, synthesis of indirubin derivatives and amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway.

一般的な説明Indole-5-carboxylic acid is an indole derivative. On electropolymerization, it affords electroactive polymer film of poly(indole-5-carboxylic-acid). Different concentrations of indole-5-carboxylic acid in sulfuric acid solution has been investigated for the preventive action against mild steel corrosion. On electropolymerization it affords a trimeric product. Characterization studies of the trimeric product by 1H NMR and various one- and two-dimensional NMR techniques have been reported.