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Key Documents

684910

Sigma-Aldrich

1H-Benzo[g]indole

97%

Synonym(s):

1H-Benz[g]indole, 6,7-Benzindole, NSC 153687

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About This Item

Empirical Formula (Hill Notation):
C12H9N
CAS Number:
Molecular Weight:
167.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

180-184 °C

SMILES string

c1ccc2c(c1)ccc3cc[nH]c23

InChI

1S/C12H9N/c1-2-4-11-9(3-1)5-6-10-7-8-13-12(10)11/h1-8,13H

InChI key

HIYWOHBEPVGIQN-UHFFFAOYSA-N

Application

  • Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
Useful fused indole as a starter in indole chemistry.

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Jason Siu et al.
Organic & biomolecular chemistry, 2(2), 160-167 (2004-01-23)
The development of enhanced conditions for Lewis acid catalysed Leimgruber-Batcho indole synthesis using microwave acceleration is described. This approach has permitted the preparation of a variety of heteroaromatic enamine intermediates in good yield and high purities. Subsequent catalytic hydrogenation reactions

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