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MilliporeSigma

246239

6-Chloroindole

99%

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About This Item

Empirical Formula (Hill Notation):
C8H6ClN
CAS Number:
17422-33-2
Molecular Weight:
151.59
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854797
EC Number:
241-449-4
Beilstein/REAXYS Number:
112345
MDL number:
MFCD00005681
Assay:
99%
Form:
solid

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InChI key

YTYIMDRWPTUAHP-UHFFFAOYSA-N

InChI

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

SMILES string

Clc1ccc2cc[nH]c2c1

assay

99%

form

solid

mp

87-90 °C (lit.)

solubility

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

functional group

chloro

Quality Level

100

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1 of 4

This Item
C47604473731161179
6-Chloroindole 99%

Sigma-Aldrich

246239

6-Chloroindole

5-Chloroindole 98%

Sigma-Aldrich

C47604

5-Chloroindole

7-Chloroindole 97%

Sigma-Aldrich

473731

7-Chloroindole

6-Chloropurine ≥99%

Sigma-Aldrich

161179

6-Chloropurine

assay

99%

assay

98%

assay

97%

assay

≥99%

solubility

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

solubility

-

solubility

-

solubility

DMF: soluble 5%, clear, colorless to yellow

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

crystals

form

-

form

powder

mp

87-90 °C (lit.)

mp

69-71 °C (lit.)

mp

55-58 °C (lit.)

mp

>300 °C (dec.) (lit.)

functional group

chloro

functional group

-

functional group

chloro

functional group

chloro

General description

6-Chloroindole, when added to Claviceps purpurea, produced the corresponding substituted L-tryptophan[1].

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB4027
STBK7311
STBJ6144
STBH4931
STBG5750V

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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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