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Documentos Principais

T8516

Sigma-Aldrich

Trifluoperazine dihydrochloride

≥99%, powder

Sinônimo(s):

10-[3-(4-Methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10H-phenothiazine dihydrochloride

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About This Item

Fórmula empírica (Notação de Hill):
C21H24F3N3S · 2HCl
Número CAS:
Peso molecular:
480.42
Beilstein:
3820024
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

Nível de qualidade

Ensaio

≥99%

Formulário

powder

cor

white to off-white

pf

243 °C (dec.) (lit.)

solubilidade

ethanol: soluble 5 mg/mL
H2O: soluble 50 mg/mL, clear, colorless to yellow
DMSO: soluble

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

Cl[H].Cl[H].CN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1

InChI

1S/C21H24F3N3S.2ClH/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24;;/h2-3,5-8,15H,4,9-14H2,1H3;2*1H

chave InChI

BXDAOUXDMHXPDI-UHFFFAOYSA-N

Informações sobre genes

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Aplicação

Trifluoperazine dihydrochloride has been used as a calmodulin kinase antagonist in cultured Aplysia californica neurons. Trifluoperazine dihydrochloride has also been used as a PMCA inhibitor in mouse duodenal tissues to block the transcellular active calcium flux.
Trifluoperazine dihydrochloride has been used:
  • to inhibit clathrin-dependent endocytosis
  • as a calmodulin kinase antagonist in cultured Aplysia californica neurons
  • as a plasma membrane Ca2+-ATPase (PMCA) inhibitor in mouse duodenal tissues to block the transcellular active calcium flux

Ações bioquímicas/fisiológicas

Phenothiazine antipsychotic; D2 dopamine receptor antagonist; inhibits calmodulin-dependent stimulation of 3′:5′-cyclic nucleotide phosphodiesterase; inhibits cAMP-gated cation channels.
Trifluoperazine dihydrochloride is useful in treating schizophrenia, disturbed behavior, severe anxiety, nausea and vomiting.

Características e benefícios

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Nota de preparo

Trifluoperazine dihydrochloride dissolves in water at 50 mg/ml, with heat as required, and yields a clear, colorless to yellow solution. It is also soluble in DMSO and ethanol (5 mg/ml).

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Muta. 2 - STOT RE 1 - STOT SE 3

Órgãos-alvo

Central nervous system, Eyes

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Uptake of polyphosphate microparticles in vitro (SaOS-2 and HUVEC cells) followed by an increase of the intracellular ATP pool size
Muller WEG, et al.
PLoS ONE, 12(12), e0188977-e0188977 (2017)
M Carballo et al.
The Journal of biological chemistry, 274(1), 93-100 (1998-12-29)
We describe here a specific calcineurin activity in neutrophil lysates, which is dependent on Ca2+, inhibited by trifluoroperazine, and insensitive to okadaic acid. Immunoblotting experiments using a specific antiserum recognized both the A and B chains of calcineurin. Neutrophils treated
R L Mach et al.
Biochimica et biophysica acta, 1403(3), 281-289 (1998-08-01)
The addition of Ca2+-antagonizers (La2+), Ca2+-ionophores (A23187) and Ca2+-complexing agents (EGTA) inhibited the formation of xylanase activity in resting mycelia of Trichoderma reesei. The inhibition by the ionophore was reversed by the addition of Ca2+ ions. A similar inhibitory effect
Extractive spectrophotometric determination of chlorpromazine and trifluoperazine hydrochloride in pharmaceutical preparations
Hassouna MEM, et al.
Egyptian Journal of Forensic Sciences, 2(2), 62-68 (2012)
E C Samouilidou et al.
Life sciences, 62(1), 29-36 (1998-01-28)
This study was designed to examine the role of calcium in the ischemia-induced changes of calmodulin-stimulated Ca2+-ATPase activity of heart sarcolemma of dogs subjected to coronary artery ligation (90 min) and reperfusion (30 min). This was attained by the application

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