Indole-4-carboxylic acid

HCID 595229

Notes Reactions

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Basic information

CAS: 2124-55-2
Standard SMILES: O=C(O)c1cccc2[nH]ccc12
InChIKey: ROGHUJUFCRFUSO-UHFFFAOYSA-N
Molecular formula: C9H7NO2
Average molar mass: 161.16 g/mol
Monoisotopic mass: 161.04767846

Names & identifiers

Preferred name: Indole-4-carboxylic acid
IUPAC: 1H-indole-4-carboxylic acid
English name: Indole-4-carboxylic acid
Molecular formula: C9H7NO2
Molecular weight: 161.16

Names & synonyms

Indole-4-carboxylic acid2124-55-2DTXSID60344230RefChem:790971DTXCID70295305621-279-01H-Indole-4-carboxylic acidIndole-4-Carboxylicacid4-Carboxyindole1h-4-indolecarboxylic acidMFCD00009739indol-4-yl carboxylic acid

Show more names

JACS-2124-55-24-Carboxy-1H-indoleRARECHEM AL BE 1201Indole-4-Carbocylic acidMethyl-indole-4-carboxylat

SCHEMBL402574-INDOLECARBOXYLIC ACIDAKOS000265423AC-3145NCGC00324814-01SY004026EN300-41008AB01320195-02

Database identifiers

CAS: 2124-55-2
PubChem CID: 595229
DTXSID: DTXSID60344230
ChEMBL: CHEMBL2018157
EC Number: 621-279-0
Nikkaji: J236.660F

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 53.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 12
Formal charge: 0
Complexity: 193

Physicochemical properties

Melting point: 213 · 213-214 °C (lit.)
Boiling point: 213 · 213-214℃
Density: 1.408 · 1.408±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
pka: 3.9 · 3.90±0.10(Predicted)
form: Powder
color: Beige
InChI: InChI=1S/C9H7NO2/c11-9(12)7-2-1-3-8-6(7)4-5-10-8/h1-5,10H,(H,11,12)
InChIKey: ROGHUJUFCRFUSO-UHFFFAOYSA-N
SMILES: N1C2=C(C(C(O)=O)=CC=C2)C=C1
CAS DataBase Reference: 2124 · 2124-55-2(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29339900 · 29339900

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesReactant for preparation of substituted indole derivatives as histamine H3 antagonistsReactant for preparation of potent and selective inhibitors of human reticulocyte 15-lipoxygenase-1Reactant for preparation of inhibitors of Gli1-mediated transcription in Hedgehog pathwayReactant for preparation of pyridinyl carboxylates as SARS-CoV 3CL proinhibitorsReactant for preparation of substituted bipiperidinylmethyl amides as CCR3 membrane binding ligandsReactant for preparation of indole amide hydroxamic acids as potent inhibitors of histone deacetylasesReactant for preparation of 2-[[[4′-chloro-[1,1-biphenyl]-4-yl]thio]methyl]-N-hydroxybutanamide derivatives as specific metalloproteinase