T8516

Trifluoperazine dihydrochloride

≥99%, powder

• Synonyme(s) : 10-[3-(4-Methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10H-phenothiazine dihydrochloride
• Formule empirique (notation de Hill): C₂₁H₂₄F₃N₃S · 2HCl
• Numéro CAS: 440-17-5
• Poids moléculaire : 480.42
• Numéro Beilstein : 3820024
• Numéro CE : 207-123-0
• Numéro MDL: MFCD00012656
• Code UNSPSC : 12352200
• ID de substance PubChem : 57654709
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Pureté: ≥99%
• Forme: powder
• Couleur: white to off-white
• Pf: 243 °C (dec.) (lit.)
• Solubilité: ethanol: soluble 5 mg/mL; H₂O: soluble 50 mg/mL, clear, colorless to yellow; DMSO: soluble
• Température de stockage: −20°C
• Chaîne 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
• Clé InChI: BXDAOUXDMHXPDI-UHFFFAOYSA-N
• Informations sur le gène: human ... DRD2(1813) , DRD3(1814) , DRD4(1815) , HTR2A(3356) , HTR2C(3358)

Description

Application

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Notes préparatoires

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).

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07,GHS09
• Mention d'avertissement: Danger
• Mentions de danger: H302,H319,H336,H341,H372,H410
• Conseils de prudence: P201 - P273 - P301 + P312 + P330 - P305 + P351 + P338 - P308 + P313
• Classification des risques: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Muta. 2 - STOT RE 1 - STOT SE 3
• Organes cibles: Central nervous system, Eyes
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves