5-Chloroindole

HCID 87110
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Basic information

CAS
17422-32-1
Standard SMILES
Clc1ccc2[nH]ccc2c1
InChIKey
MYTGFBZJLDLWQG-UHFFFAOYSA-N
Molecular formula
C8H6ClN
Average molar mass
151.59 g/mol
Monoisotopic mass
151.01887687

Overview

a positive allosteric modulator of the 5-HT3 receptor

Names & identifiers

Preferred name
5-Chloroindole
IUPAC
5-chloro-1H-indole
English name
5-Chloroindole
Molecular formula
C8H6ClN
Molecular weight
151.59

Names & synonyms

5-Chloroindole17422-32-15-Chloro-1H-indole1H-Indole, 5-chloro-FMJ30GB9J6NSC-89562DTXSID10169793RefChem:534964DTXCID1092284241-448-9MFCD000056723fue
Show more names
oroindoLChloroIndole6-Chloroindole99%5-CHLOROINDOLE99%5-Chloroindole 98%5-Chloroindole >5-Chloroindole ,98%1H-Indole,5-chloro-
Indole, 5-chloro-NSC 89562CHEMBL555013BBL037749STK503692AKOS000266642AB00485CG-0504

Database identifiers

CAS
17422-32-1
PubChem CID
87110
DTXSID
DTXSID10169793
ChEMBL
CHEMBL555013
UNII
FMJ30GB9J6
EC Number
241-448-9
Nikkaji
J283F

Properties

Computed structural properties

XLogP
2.9
Topological polar surface area
15.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
10

Experimental & physicochemical properties

SpringerMaterials Properties15N nuclear magnetic resonance spectrum

Physicochemical properties

Melting point
69 · 69-71 °C (lit.)
Boiling point
130 °C · 130 °C / 0.4mmHg
Density
1.1976 · 1.1976 (rough estimate)
refractive index
1.5437 · 1.5437 (estimate)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
solubility
Soluble in alcohol.

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 12 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (16.7%)

Safety data

F
10
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
ridadr
2811
hs_code
29339990
risk_code
36/37/38-20/21/22

Chemistry & industry

Applications · 3 items

Uses5-Chloroindole is a halo-substituted indole used in the preparation of neurologically active compounds such as atypical antipsychotic agents. 5-Chloroindole has been shown to depress serotonin levels in the brainstem and telencephalon.

Uses5-Chloroindole has been used in the synthesis of 5-chloro-3-indole-N,N- dimethylglyoxalamide and 5-chloro-N,N-dimethyltryptamine. It may be used in the synthesis of dyestuffs in the presence of biocatalysts. 5-Chloroindole can be synthesized by using 3-chlorobenzaldehyde as starting reagent

General Description5-Chloroindole is a 5-substituted indole. It undergoes electropolymerization to form a redox-active film consisting of a cyclic trimer and chains of linked cyclic trimer (polymer). It is a potential positive allosteric modulator (PAM) of the 5-HT3 receptor. It has been reported as strong inhibitor of the copper dissolution in acidic sodium chloride solution. It has been tested as corrosion inhibitor of mild steel in 1N deaerated sulphuric acid. Synthesis of 5-chloroindole, via nitration of indoline has been described.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Related reactions

132 records
New reaction record

Compound notes

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