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C8138

Sigma-Aldrich

Chlorpromazine hydrochloride

≥98% (TLC), powder, D2 dopamine receptor antagonist

Sinónimos:

2-Chloro-10-(3-dimethylaminopropyl)phenothiazine hydrochloride, CPZ, Largactil

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About This Item

Fórmula empírica (notación de Hill):
C17H19ClN2S · HCl
Número de CAS:
69-09-0
Peso molecular:
355.33
Beilstein/REAXYS Number:
3779989
EC Number:
200-701-3
MDL number:
MFCD00012654
UNSPSC Code:
12352200
PubChem Substance ID:
57654045
NACRES:
NA.77
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Nombre del producto

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

Substitute for benzidine, o-dianisidine, and o-tolidine in the determination of microquantities of hemoglobin and peroxidase.
Chlorpromazine hydrochloride has been used:
  • as an antagonists for calmodulin kinase[1]
  • as a medium supplement to test its cytotoxic effects in human lung microvascular endothelial cells (HMVEC-L)[2]
  • as an inhibitor of clathrin-mediated endocytosis in RAW 264.7 cells[3]

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

signalword

Danger

hcodes

H301,H330

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
MKCW1593
MKCT3985
MKCQ9778
MKCN7684
MKCL3205

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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)
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
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
Endocytic pathways used by Andes virus to enter primary human lung endothelial cells
Chiang CF, et al.
PLoS ONE, 11(10), e0164768-e0164768 (2016)
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
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Questions

  1. Dear, I bought your product C8138 Chlorpromazine. I have few practical questions: - Can it be dissolved in DMSO? - Can it be dissolved in Phosphate-buffered saline? - What is the storage temperature of the dissolved product?

    1 answer

    1. This product is tested for solubility in water at 50 mg/mL. Other published sources state that this compound is also soluble in organic solvents such as DMSO and alcohols. Solution stability studies have not been perofrmed, however the Chlorpromazine HCl analytical standard, product C-904, is a 1 mg/mL solution in methanol. This item is not assigned an expiration date and is considered stable for at least 1 year from the date of shipment when stored at ?20°C.

      Please see the link below to review the product datasheet:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/966/223/c8138pis.pdf

      Please see the link below to review a publication related to the stability of this compound in water:
      http://onlinelibrary.wiley.com/doi/10.1038/sj.bjp.0705283/pdf

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