trifluoperazine - CAS 117-89-5
Catalog number: 117-89-5
Category: Inhibitor
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Molecular Formula:
C21H24F3N3S
Molecular Weight:
407.5
COA:
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Targets:
Dopamine Receptor
Description:
Trifluoperazine is a typical antipsychotic of the phenothiazine chemical class with anti-adrenergic and anti-dopaminergic actions just similar to Chlorpromazine. It is a Dopamine Receptor antagonist. The primary application of trifluoperazine is for schizophrenia but it also be used for other psychiatric disorders including severe anxiety and disturbed behaviours.
Purity:
98%
Appearance:
white to yellowish crystalline powder
Synonyms:
10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine
Solubility:
Soluble in DMSO
Storage:
-20°C Freezer
MSDS:
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Application:
schizophrenia
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Quantity:
Milligrams-Grams
InChIKey:
ZEWQUBUPAILYHI-UHFFFAOYSA-N
InChI:
InChI=1S/C21H24F3N3S/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
Canonical SMILES:
CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F
Current Developer:
Originator: GSK
1.Trifluoperazine: A Sprightly Old Drug.
Howland RH. J Psychosoc Nurs Ment Health Serv. 2016 Jan 1;54(1):20-2. doi: 10.3928/02793695-20151223-01.
Trifluoperazine, developed in the mid-1950s and introduced in 1959 as an anxiolytic and antipsychotic agent, has been an extensively studied drug molecule that has been used as a calmodulin inhibitor. Regulation of calmodulin has important roles in cellular proliferation, inflammation, neurodegeneration, and other pathological processes. Trifluoperazine also inhibits P-glycoprotein, a protein that transports organic compounds across cell membranes and the blood-brain barrier. Trifluoperazine is currently approved for the treatment of schizophrenia as well as for the treatment of non-psychotic anxiety, but has other potential clinical uses based on calmodulin and P-glycoprotein inhibition. [Journal of Psychosocial Nursing and Mental Health Services, 54(1), 20-22.].
2.CALMODULIN ANTAGONISTS EFFECT ON Ca2+ LEVEL IN THE MITOCHONDRIA AND CYTOPLASM OF MYOMETRIUM CELLS.
Shlykov SG, Babich LG, Yevtushenko ME, Karakhim SO, Kosterin SO. Ukr Biochem J. 2015 Sep-Oct;87(5):54-60.
It is known that Ca(2+)-dependent regulation of this cation exchange in mitochondria is carried out with participation of calmodulin. We had shown in a previous work using two experimental models: isolated mitochondria and intact myometrium cells, that calmodulin antagonists reduce the level of mitochondrial membrane polarization. The aim of this work was to investigate the influence of calmodulin antagonists on the level of ionized Ca in mitochondria and cytoplasm of uterine smooth muscle cells using spectrofluorometry and confocal microscopy. It was shown that myometrium mitochondria, in the presence of ATP and MgCl2 in the incubation medium, accumulate Ca ions in the matrix. Incubation of mitochondria in the presence of CCCP inhibited cation accumulation, but did not cease it. Calmodulin antagonist such as trifluoperazine (100 μm) considerably increased the level of ionized Ca in the mitochondrial matrix. Preliminary incubation of mitochondria with 100 μM Ca2+, before adding trifluoperazine to the incubation medium, partly prevented influence of the latter on the cation level in the matrix.
3.Prazosin-stimulated release of hepatic triacylglyceride lipase from primary cultured rat hepatocytes is involved in the regulation of cAMP-dependent protein kinase through activation of the Ca2+/calmodulin-dependent protein kinase-II.
Nakamura T1, Kamishikiryo J2, Morita T2. Pharmacol Rep. 2016 Feb 22;68(3):649-653. doi: 10.1016/j.pharep.2016.02.001. [Epub ahead of print]
BACKGROUND: Prazosin is an α1 adrenoceptor antagonist used in pharmacotherapy for the treatment of hypertension. Prazosin alters lipid metabolism in vivo, but the involved mechanism is not fully understood. In this study, we investigated the mechanism underlying the alteration of lipid metabolism. We show that the prazosin-stimulated release of hepatic triacylglyceride lipase (HTGL) from primary cultured rat hepatocytes involved Ca2+/calmodulin-dependent protein kinase II (CaMK-II) activation.
4.Different mechanisms of risperidone result in improved interpersonal trust, social engagement and cooperative behavior in patients with schizophrenia compared to trifluoperazine.
Tse WS1, Wah Wong AS2, Chan F3, Tat Pang AH3, Bond AJ4, Chau Kiu Chan R5. Psychiatry Clin Neurosci. 2016 Feb 11. doi: 10.1111/pcn.12382. [Epub ahead of print]
AIMS: Atypical antipsychotic treatment (e.g. risperidone) has been found to improve social functioning more than standard antipsychotic treatment. However, it is unclear which specific social behaviors are implicated in this improvement. The current study employed an interactive puzzle game to examine how social behaviors contribute to the improvement of social functioning by comparing patients receiving risperidone with those receiving trifluoperazine.
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CAS 117-89-5 trifluoperazine

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