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473723

Sigma-Aldrich

7-Bromoindole

96%

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About This Item

Empirical Formula (Hill Notation):
C8H6BrN
CAS Number:
51417-51-7
Molecular Weight:
196.04
MDL number:
MFCD00799492
UNSPSC Code:
12352100
PubChem Substance ID:
24870925
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

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

473723-5G:
473723-1G:
473723-BULK:
473723-VAR:
473723-250MG:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBK1847V
05206CH
03825AH
08916AH
08316BE

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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
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
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)
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)
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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