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Key Documents

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T90301

Sigma-Aldrich

3-(2-Hydroxyethyl)indole

97%

Sinónimos:

2-(3-Indolyl)ethanol, 3-Indoleethanol, IEA, NSC 3884, Tryptophol

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About This Item

Fórmula empírica (notación de Hill):
C10H11NO
Número de CAS:
526-55-6
Peso molecular:
161.20
Beilstein/REAXYS Number:
125553
EC Number:
208-393-2
MDL number:
MFCD00005659
UNSPSC Code:
12352100
PubChem Substance ID:
24900580
NACRES:
NA.22

assay

97%

mp

56-59 °C (lit.)

SMILES string

OCCc1c[nH]c2ccccc12

InChI

1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2

InChI key

MBBOMCVGYCRMEA-UHFFFAOYSA-N

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Application

Reactant for preparation of:
  • Inhibitors of the C-terminal domain of RNA polymerase II and their antitumor activities
  • Anti-HIV-1 agents
  • Inhibitors of Protein-Protein Interactions
  • Partial agonists of the serotonin 5-HT1A receptor
  • Growth hormone secretagogues
  • Vascular endothelial growth factor (VEGF) inhibitors
  • A2B adenosine receptor ligands
  • Potential detoxification inhibitors of the crucifer phytoalexin brassinin
  • Inhibitors of interleukine 6
  • Dual binding site acetylcholinesterase inhibitors

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Chuan Liu et al.
Organic letters, 14(17), 4525-4527 (2012-08-16)
Copper(I)-catalyzed dearomative arylation and vinylation of 2-substituted tryptophols were realized with a subsequent cyclization reaction. The cascade dearomatization sequence provided versatile furoindoline derivatives with two quaternary carbon centers in good to excellent yields.
Ivan Kosalec et al.
Arhiv za higijenu rada i toksikologiju, 62(1), 41-49 (2011-03-23)
Tryptophol is an aromatic alcohol and secondary metabolite of the opportunistic fungus Candida albicans. Although its toxicity profile at cell level has been poorly investigated, recent data point to cytotoxic, cytostatic, and genotoxic effects in lymphocytes and the induction of
Hexon Angel Contreras-Cornejo et al.
Plant physiology, 149(3), 1579-1592 (2009-01-30)
Trichoderma species belong to a class of free-living fungi beneficial to plants that are common in the rhizosphere. We investigated the role of auxin in regulating the growth and development of Arabidopsis (Arabidopsis thaliana) seedlings in response to inoculation with
Alessandro Palmieri et al.
Organic & biomolecular chemistry, 10(17), 3486-3493 (2012-03-22)
Reduction of ketosulfonyl indoles with sodium borohydride provides a ready entry to tryptophols in a regiocomplementary fashion with respect to the traditional oxirane ring-opening by indoles under Friedel-Crafts conditions. Compared to traditional β-ketosulfones, ketosulfonyl indoles show a peculiar behavior since
Hao Chen et al.
Genes & development, 20(9), 1150-1161 (2006-04-19)
Many fungi undergo a developmental transition from a unicellular yeast form to an invasive filamentous form in response to environmental cues. Here we describe a quorum signaling pathway that links environmental sensing to morphogenesis in Saccharomyces cerevisiae. Saccharomyces cells secrete
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