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246220

Sigma-Aldrich

4-Chloroindole

98%

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Empirical Formula (Hill Notation):
C8H6ClN
CAS Number:
25235-85-2
Molecular Weight:
151.59
Beilstein:
114880
EC Number:
246-747-8
MDL number:
MFCD00005665
UNSPSC Code:
12352100
PubChem Substance ID:
24854796
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.628 (lit.)

bp

129-130 °C/4 mmHg (lit.)

solubility

ethanol: 50 mg/mL, clear, colorless

density

1.259 g/mL at 25 °C (lit.)

SMILES string

Clc1cccc2[nH]ccc12

InChI

1S/C8H6ClN/c9-7-2-1-3-8-6(7)4-5-10-8/h1-5,10H

InChI key

SVLZRCRXNHITBY-UHFFFAOYSA-N

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General description

The nitrosation rate of 4-chloroindole and the stability of its nitrosated products were studied.

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)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Zhong-Liu Wu et al.
The Journal of biological chemistry, 280(49), 41090-41100 (2005-10-11)
The natural product indole is a substrate for cytochrome P450 2A6. Mutagenesis of P450 2A6 was done to expand its capability in the oxidization of bulky substituted indole compounds, which are not substrates for the wild-type enzyme or the double
H G Tiedink et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 27(11), 723-730 (1989-11-01)
The nitrosation rates of indole-3-acetonitrile, indole-3-carbinol, indole and 4-chloroindole and the stability of their nitrosated products were investigated. Each of the nitrosated indole compounds was directly mutagenic to Salmonella typhimurium TA100 in the following order of potency: 4-chloroindole much greater
Zhi-Gang Zhang et al.
Journal of biotechnology, 139(1), 12-18 (2008-11-06)
Cytochrome P450 (P450) 2A6 is able to catalyze indole hydroxylation to form the blue dye indigo. The wild-type P450 2A6 enzyme was randomly mutated throughout the whole open reading frame and screened using 4-chloroindole hydroxylation, a substituted indole selected from
H G Tiedink et al.
Cell biology and toxicology, 7(4), 371-386 (1991-10-01)
4-chloro-methoxyindole is a naturally occurring compound in Vicia faba which can easily react with nitrite to form a N-nitroso compound. In this in vitro study, the potential genotoxic effects of nitrosated 4-chloro-6-methoxyindole and its structural analogue 4-chloroindole were evaluated for
Chaitany Jayprakash Raorane et al.
Biomolecules, 10(8) (2020-08-23)
Multi-drug resistant Acinetobacter baumannii is well-known for its rapid acclimatization in hospital environments. The ability of the bacterium to endure desiccation and starvation on dry surfaces for up to a month results in outbreaks of health care-associated infections. Previously, indole

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