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57410

Sigma-Aldrich

Indole-3-propionic acid

≥97.0% (T)

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Synonym(s):
NSC 3252, NSC 47831, 3-(3-Indolyl)propanoic acid, 3-(3-Indolyl)propionic acid, IPA
Empirical Formula (Hill Notation):
C11H11NO2
CAS Number:
Molecular Weight:
189.21
Beilstein/REAXYS Number:
147733
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (T)

form

solid

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

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1 of 4

This Item
57400220027I5508
Indole-3-propionic acid ≥97.0% (T)

57410

Indole-3-propionic acid

Indole-3-propionic acid ≥99.0% (T)

57400

Indole-3-propionic acid

3-Indolepropionic acid ReagentPlus®, 99%

220027

3-Indolepropionic acid

DL-Indole-3-lactic acid 99%

I5508

DL-Indole-3-lactic acid

form

solid

form

solid

form

powder

form

-

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Wanguo Wei et al.
Bioorganic & medicinal chemistry letters, 19(24), 6926-6930 (2009-11-10)
New small molecule inhibitors of HCV were discovered by screening a small library of indoline alkaloid-type compounds. An automated assay format was employed which allowed identification of dimerization inhibitors of core, the capsid protein of the virus. These compounds were
Design and parallel synthesis of new bicyclic small molecules for targeting the melanocortin receptors.
Byoung J Min et al.
Advances in experimental medicine and biology, 611, 187-188 (2009-04-30)
Subra, G.; et al.
QSAR & Combinatorial Science, 26, 496-496 (2007)
Prandi, C.; et al.
European Journal of Organic Chemistry, 3781-3781 (2011)
Peng Xu et al.
Bioorganic & medicinal chemistry letters, 17(12), 3330-3334 (2007-04-27)
A series of novel acylide derivatives have been synthesized from erythromycin A via a facile procedure. By applying this procedure, cyclic carbonation to C-11,12 position, acylation to C-3 hydroxyl, and deprotection provided the desired acylides. These compounds showed antibacterial activity

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