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T90301

Sigma-Aldrich

3-(2-Hydroxyethyl)indole

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H11NO
CAS Number:
526-55-6
Molecular Weight:
161.20
Beilstein:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Atiqur Rahman et al.
Bioscience, biotechnology, and biochemistry, 74(11), 2202-2208 (2010-11-13)
Rhizobacteria isolated from wild dipterocarp saplings in Central Kalimantan, Indonesia, were subjected to Salkowski's reagent test, which is often used in detecting indolic substances. Among 69 isolates grown in a low-nitrogen medium supplemented with L-tryptophan (TRP), culture fluids of 29
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
Stefan Kehraus et al.
Journal of natural products, 65(7), 1056-1058 (2002-07-27)
Geometricin A (1), together with the known compounds (7E,12E,18S,20Z)-variabilin (2), clathryimine A (3), tryptophol (4), and L-tryptophan, has been isolated from the methanol extract of the Australian sponge Luffariella geometrica. The structure of the new compound geometricin A (1) was
B Adam Lenhart et al.
G3 (Bethesda, Md.), 9(5), 1533-1544 (2019-03-14)
In fungi, filamentous growth is a major developmental transition that occurs in response to environmental cues. In diploid Saccharomyces cerevisiae, it is known as pseudohyphal growth and presumed to be a foraging mechanism. Rather than unicellular growth, multicellular filaments composed
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
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