220027
3-Indolepropionic acid
ReagentPlus®, 99%
Synonym(s):
3-(3-Indolyl)propanoic acid, IPA, Indole-3-propionic acid, NSC 3252, NSC 47831
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About This Item
Empirical Formula (Hill Notation):
C11H11NO2
CAS Number:
Molecular Weight:
189.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-600-1
Beilstein/REAXYS Number:
147733
MDL number:
Assay:
99%
Form:
powder
InChI key
GOLXRNDWAUTYKT-UHFFFAOYSA-N
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)
SMILES string
OC(=O)CCc1c[nH]c2ccccc12
product line
ReagentPlus®
assay
99%
form
powder
mp
134-135 °C (lit.)
solubility
ethanol: soluble 50 mg/mL, clear, yellow to orange
functional group
carboxylic acid
Quality Level
Related Categories
General description
3-Indolepropionic acid is an effective inhibitor of aggregation of misfolded β-amyloid protein (Abeta). Three-component one-pot procedure has been reported to assemble 3-indolepropionic acids.
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
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Mauro F A Adamo et al.
Organic letters, 9(2), 303-305 (2007-01-16)
A three-component one-pot procedure (3-MC) was developed to assemble 3-indolepropionic acids from commercially available materials. This new methodology affords the title compounds in high yields and without the use of chromatography. [reaction: see text].
Xun Cheng et al.
Analytical chemistry, 77(21), 7012-7015 (2005-11-01)
Alzheimer's disease is the most common cause of the loss of cognitive function among the elderly, and the aggregation and deposition of misfolded beta-amyloid protein (Abeta) contribute to this progressive central nervous system decline. Therefore, compounds that inhibit or even
Andrew W Woodward et al.
Plant physiology, 144(2), 976-987 (2007-04-24)
The ubiquitin-like protein RELATED TO UBIQUITIN (RUB) is conjugated to CULLIN (CUL) proteins to modulate the activity of Skp1-Cullin-F-box (SCF) ubiquitylation complexes. RUB conjugation to specific target proteins is necessary for the development of many organisms, including Arabidopsis (Arabidopsis thaliana).
B Poeggeler et al.
Brain research, 815(2), 382-388 (1999-01-08)
The hydroxyl radical scavenging activity of indole-3-propionate was evaluated by kinetic competition studies with the hydroxyl radical trapping reagent 2,2'-azino-bis-(3-ethyl-benz-thiazoline-6-sulfonic acid) (ABTS) and by measuring hydroxyl radical-initiated lipid peroxidation in the rat striatum. Using ABTS, the indole was shown to
Y J Chyan et al.
The Journal of biological chemistry, 274(31), 21937-21942 (1999-07-27)
Widespread cerebral deposition of a 40-43-amino acid peptide called the amyloid beta-protein (Abeta) in the form of amyloid fibrils is one of the most prominent neuropathologic features of Alzheimer's disease. Numerous studies suggest that Abeta is toxic to neurons by
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