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473723

Sigma-Aldrich

7-Bromoindole

96%

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Empirical Formula (Hill Notation):
C8H6BrN
CAS Number:
Molecular Weight:
196.04
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

form

solid

mp

41-44 °C (lit.)

SMILES string

Brc1cccc2cc[nH]c12

InChI

1S/C8H6BrN/c9-7-3-1-2-6-4-5-10-8(6)7/h1-5,10H

InChI key

RDSVSEFWZUWZHW-UHFFFAOYSA-N

General description

7-Bromoindole is a 7-substituted indole derivative. Its synthesis from 7-bromoindole-2-carboxylic acid has been reported. It has been reported to reduce the production of staphyloxanthin in Staphylococcus aureus.

Application

7-Bromoindole may be used in the synthesis of the following:
  • indole
  • dyestuffs
  • 8-bromocarboline

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Zhiqian Wang et al.
Tetrahedron letters, 53(5), 477-479 (2012-05-01)
A novel MCAP-cycloaddition sequence has been applied to the facile synthesis of β-carboline intermediates to gain rapid access to novel derivatives of yohimbine-like and corynanthe-like compounds that may be easily diversified by cross-coupling reactions and N-derivatizations to generate small compound
Total synthesis of indoles from Tricholoma species via Bartoli/heteroaryl radical methodologies.
A Dobbs
The Journal of organic chemistry, 66(2), 638-641 (2001-06-30)
The structure of monobrominated ethyl indole-3-carboxylate and the preparation of 7-bromoindole.
Leggetter BE and Brown RK.
Canadian Journal of Chemistry, 38(9), 1467-1471 (1960)
Jin-Hyung Lee et al.
Applied microbiology and biotechnology, 97(10), 4543-4552 (2013-01-16)
Human pathogens can readily develop drug resistance due to the long-term use of antibiotics that mostly inhibit bacterial growth. Unlike antibiotics, antivirulence compounds diminish bacterial virulence without affecting cell viability and thus, may not lead to drug resistance. Staphylococcus aureus
J Y Kim et al.
Letters in applied microbiology, 41(2), 163-168 (2005-07-22)
To establish multicomponent phenol hydroxylases (mPHs) as novel biocatalysts for producing dyestuffs and hydroxyindoles such as 7-hydroxyindole (7-HI) from indole and its derivatives. We have isolated Pseudomonas sp. KL33, which possesses a phenol degradation pathway similar to that found in

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