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Sigma-Aldrich

6-Methylindole

97%

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Empirical Formula (Hill Notation):
C9H9N
CAS Number:
3420-02-8
Molecular Weight:
131.17
Beilstein:
109708
MDL number:
MFCD00005682
UNSPSC Code:
12352100
PubChem Substance ID:
24854801
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

refractive index

n20/D 1.607 (lit.)

bp

112 °C/5 mmHg (lit.)

density

1.059 g/mL at 25 °C (lit.)

SMILES string

Cc1ccc2cc[nH]c2c1

InChI

1S/C9H9N/c1-7-2-3-8-4-5-10-9(8)6-7/h2-6,10H,1H3

InChI key

ONYNOPPOVKYGRS-UHFFFAOYSA-N

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Application

6-Methylindole was used in the synthesis of benz[c,d]indol-3(1H)-one derivatives.
  • Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Reactant for preparation of indole linked triazole derivatives as antifungal agents
  • Reactant for preparation of N-β-D-xylosyl-indole derivatives as SGLT2 inhibitors for management of hyperglycemia in diabetes
  • Reactant for preparation of aminoguanidine derivatives of arylsulfonylacylindoles as antifungal agents
  • Reactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors
  • Reactant for preparation of arylsulfonylacetylindoles as anti-HIV-1 agents

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Taichi Komoda et al.
Bioscience, biotechnology, and biochemistry, 67(3), 659-662 (2003-05-02)
The new inhibitors of 3alpha-hydroxysteroid dehydrogenase, 0231A 1 and 0231B 2, have a unique benz[c,d]indol-3(1H)-one structure in their molecules. In our advanced studies on indole chemistry, we have developed an efficient synthetic method for benz[c,d]indol-3(1H)-one derivatives. We report here its

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