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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:
69-09-0
Molecular Weight:
355.33
Beilstein:
3779989
EC Number:
200-701-3
MDL number:
MFCD00012654
UNSPSC Code:
12352200
PubChem Substance ID:
57654045
NACRES:
NA.77

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

Signal Word

Danger

Hazard Statements

H301,H330

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral

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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