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Merck
CN

C1671

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
NACRES:
NA.77
PubChem Substance ID:
24278300
UNSPSC Code:
12352200
EC Number:
229-289-3
MDL number:
MFCD01941605
Form:
powder

Key Documents

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InChI key

YWKRLOSRDGPEJR-KIUKIJHYSA-N

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-;

SMILES string

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

form

powder

storage temp.

2-8°C

Gene Information

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

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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.

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ2453
MKCD7484
MKBW1778V
SLBD7709V
040H03461

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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
Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and Interactions (2015)
Manavu Tohmi et al.
iScience, 26(1), 105778-105778 (2023-01-04)
Despite its importance, the development of higher visual areas (HVAs) at the cellular resolution remains largely unknown. Here, we conducted 2-photon calcium imaging of mouse HVAs lateromedial (LM) and anterolateral (AL) and V1 to observe developmental changes in visual response
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
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
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