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Sigma-Aldrich

7-Chloroindole

97%

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About This Item

Empirical Formula (Hill Notation):
C8H6ClN
CAS Number:
Molecular Weight:
151.59
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

bp

90-95 °C/0.25 mmHg (lit.)

mp

55-58 °C (lit.)

SMILES string

Clc1cccc2cc[nH]c12

InChI

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

InChI key

WMYQAKANKREQLM-UHFFFAOYSA-N

General description

7-Chloroindole is an indole derivative. It has been synthesized from 2,3-dihydroindole.

Application

7-Chloroindole may be used in the preparation of 1-methyl-7-chloroindole and glycosylated 7-chloroindole-3-acetamide.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The chemistry of indoles. XXXIX. A facile synthetic method for 7-substituted indoles.
Somei M, et al.
Chemical & Pharmaceutical Bulletin, 35(8), 3146-3154 (1987)
Xin Teng et al.
Bioorganic & medicinal chemistry letters, 15(22), 5039-5044 (2005-09-13)
Necroptosis is a regulated caspase-independent cell death mechanism that results in morphological features resembling necrosis. It can be induced in a FADD-deficient variant of human Jurkat T cells treated with TNF-alpha. 5-(1H-Indol-3-ylmethyl)-2-thiohydantoins and 5-(1H-indol-3-ylmethyl)hydantoins were found to be potent necroptosis
Synthesis of rebeccamycin and 11-dechlororebeccamycin.
Faul MM, et al.
The Journal of Organic Chemistry, 64(7), 2465-2470 (1999)
Jeongchan Lee et al.
Nature chemical biology, 17(1), 104-112 (2020-11-04)
Tyrian purple, mainly composed of 6,6'-dibromoindigo (6BrIG), is an ancient dye extracted from sea snails and was recently demonstrated as a biocompatible semiconductor material. However, its synthesis remains limited due to uncharacterized biosynthetic pathways and the difficulty of regiospecific bromination.
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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