Cariprazine-d6 Chemical Properties

storage temp. 

Store at -20°C

solubility 

DMSO: soluble

form 

A solid

color 

White to off-white

Cariprazine-d6 Usage And Synthesis

Description

Cariprazine-d₆ is intended for use as an internal standard for the quantification of cariprazine by GC- or LC-MS. Cariprazine is an atypical antipsychotic.¹ It binds to dopamine D_2L, D_2S, and D₃ receptors, the serotonin (5-HT) receptor subtypes 5-HT_1A, 5-HT_2A, and 5-HT_2B, and histamine H₁ and sigma-1 (σ₁) receptors (K_is = 0.085-23.44 nM).² Cariprazine is an antagonist of dopamine D₂ and D₃ receptors (K_bs = 0.759 and 0.316 nM, respectively, in dopamine-induced [³⁵S]GTPγS binding assays). It is also a partial agonist at these receptors, stimulating inositol phosphate production in murine A9 cells expressing human D_2L receptors (EC₅₀ = 3.16 nM) and inhibiting forskolin-induced cAMP accumulation in CHO cells expressing human D₃ receptors (EC₅₀ = 2.63 nM). Cariprazine inhibits amphetamine-induced hyperactivity and the conditioned avoidance response in rats (ED₅₀s = 0.12 and 0.84 mg/kg, respectively).³ It also inhibits scopolamine-induced learning deficits in a water labyrinth learning test in rats when administered at doses ranging from 0.02 to 0.08 mg/kg. Formulations containing cariprazine have been used in the treatment of schizophrenia, as well as manic, depressive, or mixed episodes associated with bipolar I disorder.

References

1. Mészáros, G.P., Agai-Csongor, E., and Kapás, M. Sensitive LC-MS/MS methods for the quantification of RGH-188 and its active metabolites, desmethyl- and didesmethyl-RGH-188 in human plasma and urine J. Pharm. Biomed. Anal. 48(2),388-397(2008).
2. Kiss, B., Horváth, A., Némethy, Z., et al. Cariprazine (RGH-188), a dopamine D₃ receptor-preferring, D₃/D₂ dopamine receptor antagonist-partial agonist antipsychotic candidate: In vitro and neurochemical profile J. Pharmacol. Exp. Ther. 333(1),328-340(2010).
3. Gyertyán, I., Kiss, B., Sághy, K., et al. Cariprazine (RGH-188), a potent D₃/D₂ dopamine receptor partial agonist, binds to dopamine D₃ receptors in vivo and shows antipsychotic-like and procognitive effects in rodents Neurochem. Int. 59(6),925-935(2011).

Cariprazine-d6(1308278-67-2)Related Product Information

• Desmethyl Cariprazine
• Piperazine, 1-(2-chloroethyl)-4-(2,3-dichlorophenyl)-
• Urea, N,N'-bis[trans-4-[2-[4-(2,3-dichlorophenyl)-1-piperazinyl]ethyl]cyclohexyl]-
• Urea, N,N-dimethyl-N'-[trans-4-[2-[[(4-methylphenyl)sulfonyl]oxy]ethyl]cyclohexyl]-
• ethyl dimethylcarbamate
• 3,3-dimethyl-1-[(1r,4r)-4-(2-hydroxyethyl)cyclohexyl]urea
• Cyclohexaneethanol, 4-amino-, hydrochloride (1:1), trans-
• Cariprazine Impurity 3
• Cariprazine
• Cariprazine Impurity 4