T90301

Sigma-Aldrich

3-(2-Hydroxyethyl)indole

97%

Synonym(s):
2-(3-Indolyl)ethanol, Tryptophol, NSC 3884, IEA, 3-Indoleethanol
Empirical Formula (Hill Notation):
C10H11NO
CAS Number:
Molecular Weight:
161.20
Beilstein/REAXYS Number:
125553
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Packaging

5 g in glass bottle

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
Dina Morshedi et al.
The FEBS journal, 274(24), 6415-6425 (2007-11-22)
Amyloid aggregation of polypeptides is related to a growing number of pathologic states known as amyloid disorders. There is a great deal of interest in developing small molecule inhibitors of the amyloidogenic processes. In the present article, the inhibitory effects...
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...
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...

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