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
Beilstein:
147733
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
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
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
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 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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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
Qiaomei Lu et al.
Rapid communications in mass spectrometry : RCM, 22(16), 2565-2572 (2008-07-26)
Auxin is an important phylohormone, which regulates specific physiological responses such as division, elongation and differentiation of cells. A new method using liquid chromatography/electrospray ionization ion trap mass spectrometry (LC/ESI-ITMS) has been developed for identification and quantitation of four auxins.
F Mandelbaum-Shavit et al.
Antimicrobial agents and chemotherapy, 35(12), 2526-2530 (1991-12-01)
Indole-3-propionic acid (IPA), a phytohormone derivative, is a potent inhibitor of growth of Legionella pneumophila cultivated extracellularly in a chemically defined hypotonic medium and intracellularly in human monocytes. The inhibitory activity turns into bactericidal activity with increasing concentrations. The susceptibility
Paul E Bendheim et al.
Journal of molecular neuroscience : MN, 19(1-2), 213-217 (2002-09-06)
The accumulation of amyloid-beta and concomitant oxidative stress are major pathogenic events in Alzheimer's disease. Indole-3-propionic acid (IPA, OXIGON) is a potent anti-oxidant devoid of pro-oxidant activity. IPA has been demonstrated to be an inhibitor of beta-amyloid fibril formation and
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