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Safety Information

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

Quality Level

100

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

Signal Word

Danger

Hazard Statements

H302,H317,H318,H411

Precautionary Statements

P273 - P280 - P305 + P351 + P338

Hazard Classifications

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

18805-VAR:
18805-1G-F:
18805-VAR-F:
18805-BULK-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG2033
BCBZ3075
BCBV4292
BCBP6019V
BCBP4382V

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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
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.
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
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.
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
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