An internal standard for the quantification of trifluoperazine
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Unlabeled Version(s)
15068Trifluoperazine (hydrochloride)
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Trifluoperazine-d3 (hydrochloride)

Item No. 30718

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
10-[3-(4-methyl-d3-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazine, dihydrochloride
CAS Number
1432064-02-2
Synonyms
  • TFP-d3
Molecular Formula
C21H21D3F3N3S • 2HCl
Formula Weight
483.4
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly solubleWater: slightly soluble
SMILES
FC(F)(F)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCN(C([2H])([2H])[2H])CC4.Cl.Cl
InChi Code
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/i1D3;;
InChi Key
BXDAOUXDMHXPDI-GXXYEPOPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Trifluoperazine-d3 is intended for use as an internal standard for the quantification of trifluoperazine (Item No. 15068) by GC- or LC-MS. Trifluoperazine (TFP) is a phenothiazine compound with anti-adrenergic and anti-dopaminergic actions typical of antipsychotic agents.1 It antagonizes adrenergic receptors, with selectivity for α1 over the α2 subtypes (Kis = 24, 653, 163, and 391 nM for α1A, α2A, α2B, and α2C, respectively). TFP binds with much higher affinity to the dopamine D2-like receptor (Kd = 0.96 nM) compared to the dopamine D4-like and the serotonin 5-HT2A receptors (Kds = 44 and 135 nM, respectively).2 Furthermore, TFP antagonizes calmodulin (CaM) and alters the calcium-binding properties of calsequestrin (CSQ).3,4 TFP has been shown to activate type-2 ryanodine receptors independently of its CaM and CSQ activity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kroeze, W.K., Hufeisen, S.J., Popadak, B.A., et al. H1-histamine receptor affinity predicts short-term weight gain for typical and atypical antipsychotic drugs. Neuropsychopharmacology 28(3), 519-526 (2003).

    2. Seeman, P., Corbett, R., and Van Tol, H.H. Atypical neuroleptics have low affinity for dopamine D2 receptors or are selective for D4 receptors. Neuropsychopharmacology 16(2), 93-110 (1997).

    3. Zimmer, M., and Hofmann, F. Calmodulin antagonists inhibit activity of myosin light-chain kinase independent of calmodulin. Eur. J. Biochem. 142(2), 393-397 (1984).

    4. Qin, J., Zima, A.V., Porta, M., et al. Trifluoperazine: A ryanodine receptor agonist. Pflugers Arch. 458(4), 643-651 (2009).