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57410

Indole-3-propionic acid

≥97.0% (T)

Synonym(s):

NSC 3252, NSC 47831, 3-(3-Indolyl)propanoic acid, 3-(3-Indolyl)propionic acid, IPA

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About This Item

Empirical Formula (Hill Notation):
C11H11NO2
CAS Number:
830-96-6
Molecular Weight:
189.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57651623
EC Number:
212-600-1
Beilstein/REAXYS Number:
147733
MDL number:
MFCD00005660
Assay:
≥97.0% (T)
Form:
solid
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Quality Segment

assay

≥97.0% (T)

form

solid

functional group

carboxylic acid

SMILES string

OC(=O)CCc1c[nH]c2ccccc12

InChI

1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)

InChI key

GOLXRNDWAUTYKT-UHFFFAOYSA-N

General description

Indole-3-propionic acid can be obtained from tryptophan by deamination reaction.

Application

Reactant for preparation of:
  • Fluorescent analogues of strigolactones
  • Anti-tumor agents
  • Melanocortin receptors ligands
  • Immunosuppressive agents
  • Iinhibitors of hepatitis C virus
  • Histamine H4 receptor agonists
  • NR2B/NMDA receptor antagonists
  • CB1 antagonist for the treatment of obesity
  • Antibacterial agents
  • Inhibitor of TGF-β receptor binding
Indole-3-propionic acid may be used in the synthesis of oxindole-3-propionic acid via reaction with N-bromosuccinimide in acetic acid followed by treatment with H2/Pd catalyst.

Biochem/physiol Actions

Studied as an adjunct to improve perfusion after liver transplant.
Was studied as an adjunct to improve perfusion after liver transplant.

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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