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Merck
CN

C8138

Chlorpromazine hydrochloride

≥98% (TLC), powder, D2 dopamine receptor antagonist

Synonym(s):

2-Chloro-10-(3-dimethylaminopropyl)phenothiazine hydrochloride, CPZ, Largactil

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About This Item

Empirical Formula (Hill Notation):
C17H19ClN2S · HCl
CAS Number:
69-09-0
Molecular Weight:
355.33
NACRES:
NA.77
PubChem Substance ID:
57654045
UNSPSC Code:
12352200
EC Number:
200-701-3
MDL number:
MFCD00012654
Beilstein/REAXYS Number:
3779989
Assay:
≥98% (TLC)
Form:
powder
Quality level:
200

Key Documents

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Product Name

Chlorpromazine hydrochloride, ≥98% (TLC)

Quality Level

200

assay

≥98% (TLC)

form

powder

mp

194-196 °C

solubility

water: 50 mg/mL

originator

GlaxoSmithKline

SMILES string

Cl[H].CN(C)CCCN1c2ccccc2Sc3ccc(Cl)cc13

InChI

1S/C17H19ClN2S.ClH/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20;/h3-4,6-9,12H,5,10-11H2,1-2H3;1H

InChI key

FBSMERQALIEGJT-UHFFFAOYSA-N

Gene Information

human ... DRD2(1813), DRD3(1814), DRD4(1815), HRH1(3269), HTR2A(3356)

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Application

Chlorpromazine hydrochloride has been used:
  • as an antagonists for calmodulin kinase
  • as a medium supplement to test its cytotoxic effects in human lung microvascular endothelial cells (HMVEC-L)
  • as an inhibitor of clathrin-mediated endocytosis in RAW 264.7 cells

Substitute for benzidine, o-dianisidine, and o-tolidine in the determination of microquantities of hemoglobin and peroxidase.

Biochem/physiol Actions

Chlorpromazine demonstrates cytotoxic and antiproliferative activity against leukemic cells, but does not affect the viability of normal lymphocytes.
Phenothiazine antipsychotic; D2 dopamine receptor antagonist, H1 histamine receptor antagonist; inhibits calmodulin-dependent stimulation of cyclic nucleotide phosphodiesterase and nitric oxide synthase.

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H330

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ0803
MKCW1593
MKCT3985
MKCQ9778
MKCN7684

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Enhanced uptake and siRNA-mediated knockdown of a biologically relevant gene using cyclodextrin polyrotaxane
Dandekar P, et al.
Journal of Material Chemistry B: Materials for Biology and Medicine, 3(13), 2590-2598 (2015)
Endocytic pathways used by Andes virus to enter primary human lung endothelial cells
Chiang CF, et al.
PLoS ONE, 11(10), e0164768-e0164768 (2016)
Jim Baggen et al.
Nature communications, 10(1), 3171-3171 (2019-07-20)
Enteroviruses are a major cause of human disease. Adipose-specific phospholipase A2 (PLA2G16) was recently identified as a pan-enterovirus host factor and potential drug target. In this study, we identify a possible mechanism of PLA2G16 evasion by employing a dual glycan
Anne Y Hung et al.
Journal of neurophysiology, 97(3), 2465-2479 (2007-03-14)
The translation of prior activity into changes in excitability is essential for memory and the initiation of behavior. After brief synaptic input, the bag cell neurons of Aplysia californica undergo a nearly 30-min afterdischarge to release egg-laying hormone. The present
Rafaa Zeineddine et al.
Molecular neurodegeneration, 10, 57-57 (2015-11-02)
Amyotrophic Lateral Sclerosis is characterized by a focal onset of symptoms followed by a progressive spread of pathology that has been likened to transmission of infectious prions. Cell-to-cell transmission of SOD1 protein aggregates is dependent on fluid-phase endocytosis pathways, although
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Global Trade Item Number

SKUGTIN
C8138-25G04061833629390
C8138-100G04061833629383
C8138-5G04061833521847

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