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Key Documents

C8138

Sigma-Aldrich

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:
Molecular Weight:
355.33
Beilstein:
3779989
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Chlorpromazine hydrochloride, ≥98% (TLC)

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

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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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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

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