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
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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
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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
Biochem/physiol Actions
Studied as an adjunct to improve perfusion after liver transplant.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
European Journal of Organic Chemistry, 3781-3781 (2011)
Design and parallel synthesis of new bicyclic small molecules for targeting the melanocortin receptors.
Advances in experimental medicine and biology, 611, 187-188 (2009-04-30)
QSAR & Combinatorial Science, 26, 496-496 (2007)
Bioorganic & medicinal chemistry, 17(4), 1640-1647 (2009-01-23)
A combined ligand-based and structure-based approach has previously allowed us to identify NR2B/NMDA receptor antagonists containing indole scaffold. In order to further explore the main structure activity relationships of this class of derivatives we herein report the design, synthesis and
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