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:
Molecular Weight:
189.21
Beilstein/REAXYS Number:
147733
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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.
Was 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
Ragan, J. A.; et al.
Organic Process Research & Development, 13, 186-186 (2009)
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
Prandi, C.; et al.
European Journal of Organic Chemistry, 3781-3781 (2011)
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)
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