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220027

Sigma-Aldrich

3-Indolepropionic acid

ReagentPlus®, 99%

Sinonimo/i:

3-(3-Indolyl)propanoic acid, IPA, Indole-3-propionic acid, NSC 3252, NSC 47831

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1 G
CHF 32.40
10 G
CHF 81.40

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1 G
CHF 32.40
10 G
CHF 81.40

About This Item

Formula empirica (notazione di Hill):
C11H11NO2
Numero CAS:
830-96-6
Peso molecolare:
189.21
Beilstein:
147733
Numero CE:
212-600-1
Numero MDL:
MFCD00005660
Codice UNSPSC:
12352100
ID PubChem:
24853161
NACRES:
NA.22

CHF 32.40

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Nome Commerciale

ReagentPlus®

Saggio

99%

Stato

powder

Punto di fusione

134-135 °C (lit.)

Solubilità

ethanol: soluble 50 mg/mL, clear, yellow to orange

Gruppo funzionale

carboxylic acid

Stringa SMILE

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)
GOLXRNDWAUTYKT-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

3-Indolepropionic acid is an effective inhibitor of aggregation of misfolded β-amyloid protein (Abeta)[1]. Three-component one-pot procedure has been reported to assemble 3-indolepropionic acids[2].

Applicazioni

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

Note legali

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
WXBF4626V
BCCJ9576
WXBF1753V
1431484V
1431484

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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
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].
K L Borden et al.
European journal of biochemistry, 202(2), 459-470 (1991-12-05)
The antirepressor indole 3-propanoate has been shown by X-ray crystallography to bind in a different orientation compared with the natural corepressor for the tryp repressor, L-tryptophan (Lawson, C.L. & Sigler, P. B. (1988) Nature 333, 869-871). This suggests a simple
Burkhard Poeggeler et al.
PloS one, 5(4), e10206-e10206 (2010-04-28)
Aging is a multi-factorial process, however, it is generally accepted that reactive oxygen species (ROS) are significant contributors. Mitochondria are important players in the aging process because they produce most of the cellular ROS. Despite the strength of the free-radical
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
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