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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:
41116107
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
MKCV1273
MKCR0218
MKCN4469
MKCK1042
MKCF3512

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Endocytosis Is a Key Mode of Interaction between Extracellular I?-Amyloid and the Cell Membrane.
Shi, et al.
Biophysical Journal, 122, 1568-1569 (2023)
Jessica J W Broeders et al.
Toxicology in vitro : an international journal published in association with BIBRA, 27(3), 1057-1064 (2013-02-05)
The extrapolation of in vitro to in vivo toxicity data is a challenge. Differences in sensitivity between cell systems may be due to intrinsic properties of the cell but also because of differences in exposure. In this study, the cytotoxicity
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
Sébastien Anthérieu et al.
Hepatology (Baltimore, Md.), 57(4), 1518-1529 (2012-11-24)
Drugs induce cholestasis by diverse and still poorly understood mechanisms in humans. Early hepatic effects of chlorpromazine (CPZ), a neuroleptic drug known for years to induce intrahepatic cholestasis, were investigated using the differentiated human hepatoma HepaRG cells. Generation of reactive
Xiaona Wei et al.
Veterinary research, 51(1), 10-10 (2020-02-12)
With the emergence of highly pathogenic variant strains, porcine epidemic diarrhea virus (PEDV) has led to significant economic loss in the global swine industry. Many studies have described how coronaviruses enter cells, but information on PEDV invasion strategies remains insufficient.
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