1H-Indole-1-acetic acid

HCID 90448

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Basic information

CAS: 24297-59-4
Standard SMILES: O=C(O)Cn1ccc2ccccc21
InChIKey: WQJFIWXYPKYBTO-UHFFFAOYSA-N
Molecular formula: C10H9NO2
Average molar mass: 175.18 g/mol
Monoisotopic mass: 175.06332853

Overview

Indole-1-acetic acid is an indolyl carboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by an indol-1-yl group. It is a monocarboxylic acid and an indolyl carboxylic acid. It is functionally related to an acetic acid.

Names & identifiers

Preferred name: 1H-Indole-1-acetic acid
IUPAC: 2-indol-1-ylacetic acid
English name: Indol-1-yl-acetic acid
Molecular formula: C10H9NO2
Molecular weight: 175.18

Names & synonyms

24297-59-41H-Indole-1-acetic acidIndole-1-acetic acid1H-Indol-1-ylacetic acidCHEBI:72814AI3-62651DTXSID00179023NSC 75866RefChem:79877DTXCID30101514WQJFIWXYPKYBTO-UHFFFAOYSA-N2-(1H-indol-1-yl)acetic acid

Show more names

VITAS-BB TBB000210N-lindolaceticacidN-indole acetic acid1- Indole Acetic acid1-Indoleaceticacid,95%

Indol-1-yl-acetic acid2-indol-1-ylacetic acidMFCD00047262(1-Indolyl)acetic Acid1-indoleacetic acidindol-1-ylacetic acidINDOLE-N-ACETIC ACIDMLS000736824

Database identifiers

CAS: 24297-59-4
PubChem CID: 90448
DTXSID: DTXSID00179023
ChEMBL: CHEMBL1333950
ChEBI: CHEBI:72814
EC Number: 624-396-5
Nikkaji: J530.261G

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 42.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 205

Experimental & physicochemical properties

LogP1.92

Physicochemical properties

Melting point: 168 to · 168.0 to 172.0 °C
Boiling point: 384.5 · 384.5±25.0 °C(Predicted)
Density: 1.23 · 1.23±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 4.31 · 4.31±0.10(Predicted)
color: Light Orange to Dark Orange
CAS DataBase Reference: 24297 · 24297-59-4(CAS DataBase Reference)
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Warning
Hazard statements: 302 · H302-H318
Precautionary statements: 264 · P264-P280i-P301+P312a-P305+P351+P338-P310a-P501a
Hazard Codes: Xi
HazardClass: IRRITANT
HS Code: 2933998090 · 2933998090

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (97.6%): 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 41 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (97.6%)

Safety data

hs_code: 2933998090
Signal word: Warning
Symbol(GHS): GHS05,GHS07
hazard_code: Xi
hazard_class: IRRITANT
Hazard statements: H302-H318
Precautionary statements: P264-P280i-P301+P312a-P305+P351+P338-P310a-P501a

Chemistry & industry

Applications

UsesIndol-1-yl-acetic Acid is a reactant used in the preparation of conformationally restrained analogs of pravadoline; nanomolar potent, enantioselective, (aminoalkyl)indole agonists of the cannabinoid receptor.