T90301
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:
Molecular Weight:
161.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-393-2
Beilstein/REAXYS Number:
125553
MDL number:
Assay:
97%
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
SMILES string
OCCc1c[nH]c2ccccc12
assay
97%
Quality Level
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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
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
Xuqing Zhang et al.
Organic letters, 7(10), 2043-2046 (2005-05-07)
The tetrahydro-pyrano[3,4-b]indoles 6 were synthesized from 2-(2-trimethylsilanyl-1H-indol-3-yl)-ethanols 5 and various ketones or aldehydes through silicon-directed oxa-Pictet-Spengler cyclizations. An unusual reaction led to the dimeric products 7 when some of 5 was treated with acetone using BF(3) as the catalyst.
Richard Pozdrik et al.
Journal of agricultural and food chemistry, 54(17), 6123-6129 (2006-08-17)
The disappearance of riboflavin absorbance at 445 nm from beers or model beers on light exposure is directly linked to light-struck character formation. The addition of (+)-catechin, (-)-epicatechin, tryptophol, or ascorbic acid was able to reduce, but not stop, absorbance
Olivier Vandeputte et al.
Applied and environmental microbiology, 71(3), 1169-1177 (2005-03-05)
The role and metabolism of indole-3-acetic acid in gram-negative bacteria is well documented, but little is known about indole-3-acetic acid biosynthesis and regulation in gram-positive bacteria. The phytopathogen Rhodococcus fascians, a gram-positive organism, incites diverse developmental alterations, such as leafy
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