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18805

Sigma-Aldrich

6-Hydroxyindole

≥99.0% (GC)

Synonym(s):

6-Indolol

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About This Item

Empirical Formula (Hill Notation):
C8H7NO
CAS Number:
2380-86-1
Molecular Weight:
133.15
EC Number:
417-020-4
MDL number:
MFCD00152101
UNSPSC Code:
12352100
PubChem Substance ID:
329751744
NACRES:
NA.22

assay

≥99.0% (GC)

form

solid

mp

126-132 °C

SMILES string

Oc1ccc2cc[nH]c2c1

InChI

1S/C8H7NO/c10-7-2-1-6-3-4-9-8(6)5-7/h1-5,9-10H

InChI key

XAWPKHNOFIWWNZ-UHFFFAOYSA-N

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Related Categories

Application

  • Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Reactant for asymmetrical synthesis of notoamide J as a potential biosynthetic precursor of prenylated indole alkaloids
  • Reactant for preparation of (quinolinyloxymethyl)isoxazolecarboxylate esters antituberculosis agents
  • Reactant for preparation of indolyl(propanolamine) derivatives as HIV inhibitors
  • Reactant for preparation of indoleoxyacetic acid derivatives as peroxisome proliferator-activated receptor agonists
  • Reactant for preparation of 1-aroylindole 3-aroylindoles combretastatin A-4 analogs as antitumor agents and tubulin polymerization inhibitors

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Damon Borg et al.
Journal of analytical toxicology, 41(1), 6-16 (2016-09-30)
Synthetic cannabinoids are a group of psychoactive compounds that mimic the effects of Δ9-tetrahydrocannabinol, the primary psychoactive constituent of marijuana (Cannabis sativa L). The Drug Enforcement Administration has classified many of the most common cannabinoids as Schedule 1 controlled substances.
Jintae Lee et al.
Applied and environmental microbiology, 73(13), 4100-4109 (2007-05-08)
Since indole is present at up to 500 microM in the stationary phase and is an interspecies biofilm signal (J. Lee, A. Jayaraman, and T. K. Wood, BMC Microbiol. 7:42, 2007), we investigated hydroxyindoles as biofilm signals and found them
Yoshimitsu Yamazaki et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 65(1-2), 49-54 (2010-04-02)
A recent study showed that N-acylserotonin derivatives have strong inhibitory activity against tyrosinase. To clarify the role of the 5-hydroxy group in the indole ring, 2-, 4-, 5-, 6-, and 7-hydroxyindole and 11 related compounds such as 5-hydroxyindan and 6-hydroxyquinoline
Stefan W Toennes et al.
Drug testing and analysis, 10(4), 644-650 (2017-10-03)
Each year, synthetic cannabinoids occur in high numbers on the illicit drug market, but data on their detectability are rarely available. A pilot study was performed to assess adverse effects of JWH-018, which is one of the oldest and best
Martin Švidrnoch et al.
Talanta, 150, 568-576 (2016-02-04)
Perfluoroheptanoic acid was employed as a volatile micellar phase in background electrolyte for micellar electrokinetic chromatography-tandem mass spectrometry separation and determination of 15 selected naphthoyl- and phenylacetylindole- synthetic cannabinoids and main metabolites derived from JWH-018, JWH-019, JWH-073, JWH-200 and JWH-250.
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