5-Chloroindole

Names

[ Name ]:
5-Chloroindole

[Synonym ]:
5-Chloro-1H-indole
MFCD00005672
5-Chloroindole
1H-Indole, 5-chloro-
EINECS 241-448-9
5-Cl-indole
ChloroIndole
5-Chloro indole
1H-Indole,5-chloro

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
293.0±13.0 °C at 760 mmHg

[ Melting Point ]:
69-71 °C(lit.)

[ Molecular Formula ]:
C₈H₆ClN

[ Molecular Weight ]:
151.593

[ Flash Point ]:
158.9±5.4 °C

[ Exact Mass ]:
151.018875

[ PSA ]:
15.79000

[ LogP ]:
2.93

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.688

[ Storage condition ]:
2-8°C

MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

4-Chloro-2-ethynylaniline
5-Chloroindoline
5-Chloroindole-2-carboxylic acid
1-(tert-Butoxycarbonyl)-5-chloroindole
4-chloro-2-((trimethylsilyl)ethynyl)aniline
5-Bromoindole
Triethanolamine
4-Chloroaniline
TRIETHANOLAMINE HYDROCHLORIDE
4-Chloro-2-iodoaniline

DownStream

5-chloro-3-[1-((imidazolidin-2-one-1-yl)-ethyl)-1,2,5,6-tetrahydropyridin-4-yl]-1-(4-fluorophenyl)-indole
(1-(TERT-BUTOXYCARBONYL)-5-CHLORO-1H-INDOL-2-YL)BORONIC ACID
5-Chloroisatonic anhydride
2-(5-Chloro-1H-indol-3-yl)ethanamine hydrochloride
8-chloro-2-phenyl-5H-pyrazolo[3,4-c]quinolin-4-one
5-chloro-3-phenyl-1H-indole
5-chloro-2-piperazin-1-ylsulfonyl-1H-indole
TERT-BUTYL ((1H-INDOL-5-YL)METHYL)CARBAMATE
1H-INDOLE-3-METHANAMINE, 5-CHLORO-N,N-DIMETHYL-
5-Chloroindole-3-carboxaldehyde

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Discovery of leukotriene A4 hydrolase inhibitors using metabolomics biased fragment crystallography.

J. Med. Chem. 52 , 4694-715, (2009)

We describe a novel fragment library termed fragments of life (FOL) for structure-based drug discovery. The FOL library includes natural small molecules of life, derivatives thereof, and biaryl protei...

5-Chloroindole: a potent allosteric modulator of the 5-HT₃ receptor.

Br. J. Pharmacol. 169(6) , 1228-38, (2013)

The 5-HT₃ receptor is a ligand-gated ion channel that is modulated allosterically by various compounds including colchicine, alcohols and volatile anaesthetics. However the positive allosteric modulat...

Multicomponent phenol hydroxylase-catalysed formation of hydroxyindoles and dyestuffs from indole and its derivatives.

Lett. Appl. Microbiol. 41(2) , 163-8, (2005)

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 ...