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C1671

Sigma-Aldrich

Chlorprothixene hydrochloride

Synonym(s):

2-Chloro-9-(3-dimethylaminopropylidene)thioxanthene hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H18ClNS · HCl
CAS Number:
6469-93-8
Molecular Weight:
352.32
EC Number:
229-289-3
MDL number:
MFCD01941605
UNSPSC Code:
12352200
PubChem Substance ID:
24278300
NACRES:
NA.77

form

powder

Quality Level

100

storage temp.

2-8°C

SMILES string

Cl.CN(C)CC\C=C1\c2ccccc2Sc3ccc(Cl)cc13

InChI

1S/C18H18ClNS.ClH/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)21-18-10-9-13(19)12-16(14)18;/h3-4,6-10,12H,5,11H2,1-2H3;1H/b14-7-;

InChI key

YWKRLOSRDGPEJR-KIUKIJHYSA-N

Gene Information

human ... DRD2(1813) , DRD3(1814) , HTR2A(3356) , HTR2C(3358)

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General description

Chlorprothixene is a neuroleptic drug, which belongs to thioxanthene group. It has anticholinergic effects. Chlorprothixene might be associated with obstructive jaundice and parkinsonism. It is used to treat psychosis.

Application

Chlorprothixene hydrochloride has been used to study its exposure effects on learning and memory of rats.

Biochem/physiol Actions

D2 dopamine receptor antagonist; blocks a subset of GABAA receptors in rat cortex that is also blocked by clozapine; thioxanthine antipsychotic.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Joshua B Melander et al.
Cell reports, 37(6), 109972-109972 (2021-11-11)
Cortical function relies on the balanced activation of excitatory and inhibitory neurons. However, little is known about the organization and dynamics of shaft excitatory synapses onto cortical inhibitory interneurons. Here, we use the excitatory postsynaptic marker PSD-95, fluorescently labeled at
M Froimowitz et al.
Journal of medicinal chemistry, 36(15), 2219-2227 (1993-07-23)
Conformational analyses have been performed on several phenothiazine and thioxanthene dopamine antagonists using the MM2-87 program and parameter set. The compounds that were examined are thioridazine (2), methotrimeprazine (3), cis- and trans-chlorprothixene, and a piperidylidene derivative of chlorprothixene. In addition
V Hadjimitova et al.
Pharmacology & toxicology, 84(4), 170-173 (1999-05-05)
The effect of some psychotropic drugs on the activity of macrophages to produce superoxide radicals during phagocytosis was tested. Three-cyclic antidepressants, imipramine and amitriptyline, and the thioxanthene neuroleptic, chlorprothixene, were studied. The superoxide production was measured by luminol-dependent chemiluminescence. The
Desk Reference of Clinical Pharmacology, Second Edition (1997)
Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and Interactions (2015)
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