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C0982

Sigma-Aldrich

Chlorpromazine hydrochloride

meets USP testing specifications

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:
24892290
NACRES:
NA.21

biological source

synthetic (organic)

Quality Level

200

Agency

USP/NF
meets USP testing specifications

Assay

98.0-101.5% dry basis

form

solid

mp

194-196  °C

solubility

water: soluble 50 g/L

application(s)

pharmaceutical (small molecule)

storage temp.

room temp

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) , HTR2A(3356)

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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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 - H330

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN4469
MKCK1042
MKCF3512
MKBZ0057V
MKBX6617V

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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
Mihail Lucian Pascu et al.
PloS one, 8(2), e55767-e55767 (2013-02-14)
Phenothiazines when exposed to white light or to UV radiation undergo a variety of reactions that result in degradation of parental compound and formation of new species. This process is slow and may be sped up with exposure to high
Rosanne Varkevisser et al.
Pflugers Archiv : European journal of physiology, 465(2), 247-259 (2012-11-30)
Drug-induced ion channel trafficking disturbance can cause cardiac arrhythmias. We showed that the antiprotozoic pentamidine decreased K(IR)2.x carried I(K1) current and that inhibiting protein degradation in the lysosome increased intracellular K(IR)2.1 levels. In this study, we aim to identify and
Stephanie L MacAllister et al.
Canadian journal of physiology and pharmacology, 91(1), 56-63 (2013-02-02)
Chlorpromazine (CPZ), a member of the largest class of first-generation antipsychotic agents, is known to cause hepatotoxicity in the form of cholestasis and hepatocellular necrosis in some patients. The mechanism of CPZ hepatotoxicity is unclear, but is thought to result
Jessica M D'Amico et al.
Journal of neurophysiology, 109(6), 1473-1484 (2012-12-12)
In animals, the recovery of motoneuron excitability in the months following a complete spinal cord injury is mediated, in part, by increases in constitutive serotonin (5-HT2) and norepinephrine (α1) receptor activity, which facilitates the reactivation of calcium-mediated persistent inward currents
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