26060
Chlorpromazine hydrochloride
≥95.0% (AT)
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
EC Number:
200-701-3
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
3779989
assay
≥95.0% (AT)
ign. residue
≤0.1%
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
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.
Other Notes
Uncouples and inhibits oxidative phoshorylation at 10-3-10-4 M; Interaction of phenothiazine antipsychotics with calmodulin
Regulatory Information
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The mechanism of action of chlorpromazine. Reduced diphosphopyridine nucleotidecytochrome c reductase and coupled phosphorylation.
M J DAWKINS et al.
The Biochemical journal, 73, 16-23 (1959-09-01)
B Weiss et al.
Biochemical pharmacology, 31(13), 2217-2226 (1982-07-01)
Calmodulin is a widely distributed, highly active, calcium-binding protein that influences a number of important biological events. Accordingly, agents that inhibit the activity of calmodulin should have profound pharmacological effects. Within the past few years, a number of compounds have
The effect of chlorpromazine on the respiratory chain; cytochrome oxidase.
M J DAWKINS et al.
The Biochemical journal, 72(2), 204-209 (1959-06-01)
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