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Merck
모든 사진(1)

주요 문서

57410

Sigma-Aldrich

Indole-3-propionic acid

≥97.0% (T)

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C11H11NO2
CAS Number:
Molecular Weight:
189.21
Beilstein:
147733
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥97.0% (T)

양식

solid

작용기

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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일반 설명

Indole-3-propionic acid can be obtained from tryptophan by deamination reaction.

애플리케이션

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
Indole-3-propionic acid may be used in the synthesis of oxindole-3-propionic acid via reaction with N-bromosuccinimide in acetic acid followed by treatment with H2/Pd catalyst.

생화학적/생리학적 작용

Studied as an adjunct to improve perfusion after liver transplant.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

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)
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
Subra, G.; et al.
QSAR & Combinatorial Science, 26, 496-496 (2007)
Francis Giraud et al.
Bioorganic & medicinal chemistry letters, 20(17), 5203-5206 (2010-07-27)
N-aryl-3-(indol-3-yl)propanamides were synthesized and their immunosuppressive activities were evaluated. This study highlighted the promising potency of 3-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(4-nitrophenyl)propanamide 15 which exhibited a significant inhibitory activity on murine splenocytes proliferation assay in vitro and on mice delayed-type hypersensitivity (DTH) assay in vivo.

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