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3-Indolpropionsäure
≥97.0% (T)
Synonym(e):
3-(3-Indolyl)-propionsäure, IPA, Skatol-ω-essigsäure
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About This Item
Empirische Formel (Hill-System):
C11H11NO2
CAS-Nummer:
Molekulargewicht:
189.21
Beilstein:
147733
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
≥97.0% (T)
Form
solid
Funktionelle Gruppe
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)
InChIKey
GOLXRNDWAUTYKT-UHFFFAOYSA-N
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Verwandte Kategorien
Allgemeine Beschreibung
Indole-3-propionic acid can be obtained from tryptophan by deamination reaction.
Anwendung
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. Wirkung
Studied as an adjunct to improve perfusion after liver transplant.
Studied as an adjunct to improve perfusion after liver transplant.
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
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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)
Prandi, C.; et al.
European Journal of Organic Chemistry, 3781-3781 (2011)
Subra, G.; et al.
QSAR & Combinatorial Science, 26, 496-496 (2007)
Rosaria Gitto et al.
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
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
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