220027
3-Indolepropionic acid
ReagentPlus®, 99%
Synonyme(s) :
3-(3-Indolyl)propanoic acid, IPA, Indole-3-propionic acid, NSC 3252, NSC 47831
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A propos de cet article
Formule empirique (notation de Hill) :
C11H11NO2
Numéro CAS:
Poids moléculaire :
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
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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
Catégories apparentées
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
Classe de stockage
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
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
Bernd Kuhn et al.
Bioorganic & medicinal chemistry letters, 16(15), 4016-4020 (2006-06-02)
In the quest for novel PPARalpha/gamma co-agonists as putative drugs for the treatment of type 2 diabetes and dyslipidemia, we have used a structure-based design approach to identify propionic acids with a 1,5-disubstituted indole scaffold as potent PPARalpha/gamma activators. Compounds
Katja Zuther et al.
Molecular microbiology, 68(1), 152-172 (2008-03-04)
Tryptophan is a precursor for many biologically active secondary metabolites. We have investigated the origin of indole pigments first described in the pityriasis versicolor-associated fungus Malassezia furfur. Some of the identified indole pigments have properties potentially explaining characteristics of the
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