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246239

Sigma-Aldrich

6-Chloroindole

99%

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About This Item

Empirical Formula (Hill Notation):
C8H6ClN
CAS Number:
Molecular Weight:
151.59
Beilstein:
112345
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

mp

87-90 °C (lit.)

solubility

ethanol: 50 mg/mL, clear, colorless to faintly yellow

SMILES string

Clc1ccc2cc[nH]c2c1

InChI

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

InChI key

YTYIMDRWPTUAHP-UHFFFAOYSA-N

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General description

6-Chloroindole, when added to Claviceps purpurea, produced the corresponding substituted L-tryptophan.

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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Jeongchan Lee et al.
Chembiochem : a European journal of chemical biology, 21(10), 1446-1452 (2020-01-10)
Tryptophan halogenases are found in diverse organisms and catalyze regiospecific halogenation. They play an important role in the biosynthesis of halogenated indole alkaloids, which are biologically active and of therapeutic importance. Here, a tryptophan 6-halogenase (SatH) from Streptomyces albus was
D S Fukuda et al.
Applied microbiology, 21(5), 841-843 (1971-05-01)
Claviceps purpurea has been shown to produce extracellular l-tryptophan from indole in stirred fermentors. The substrate specificity of this conversion was investigated by using substituted indoles, anthranilic acid, and 4-chloro-anthranilic acid. Addition of 2-, 4-, 5-, 6-, and 7-methyl indole
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
Anita Toulmin et al.
Journal of medicinal chemistry, 51(13), 3720-3730 (2008-06-19)
Partition coefficients were measured for 47 compounds in the hexadecane/water ( P hxd) and 1-octanol/water ( P oct) systems. Some types of hydrogen bond acceptor presented by these compounds to the partitioning systems are not well represented in the literature

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