cariprazine

Also known as RGH 188, RGH-188, Vraylar®, trans-N-{4-[2-[4-(2,3-dichlorophenyl)piperazine-1-yl]ethyl]cyclohexyl}-N’,N’-dimethylurea hydrochloride, Kariprazin

Cariprazine, sold under the brand name Vraylar among others, is an atypical antipsychotic developed by Gedeon Richter, which is used in the treatment of schizophrenia and bipolar disorder. It is also prescribed as an add-on treatment for bipolar depression and major depressive disorder. Cariprazine acts primarily as a D3 and D2 receptor partial agonist, with a preference for the D3 receptor. It is a partial agonist at the serotonin 5-HT1A receptor and acts as an antagonist at 5-HT2B and 5-HT2A receptors. It is taken by mouth. The most prevalent side effects include nausea, mild sedation, fatig

In the Vinony graph

Within Vinony's link graph, cariprazine is referenced by 1,678 other articles, and connects out to fluphenazine, zuclopenthixol and flupentixol.

It is catalogued under topics including 2,3-Dichlorophenylpiperazines, Atypical antipsychotics and Chemicals using indexlabels.

Its subject is documented across 24 Wikipedia language editions.

Key facts

Drug.image: Cariprazine.svg
Drug.image_class: skin-invert-image
Drug.width: 250
Drug.image2: Cariprazine ball-and-stick model.png
Drug.image_class2: bg-transparent
Drug.width2: 250
Drug.tradename: Vraylar, Reagila, Symvenu
Drug.DailyMedID: Cariprazine
Drug.licence_US: Cariprazine
Drug.pregnancy_AU: D
Drug.routes_of_administration: By mouth
Drug.class: Atypical antipsychotic
Drug.ATC_prefix: N05
Drug.ATC_suffix: AX15
Drug.legal_AU: S4
Drug.legal_CA: Rx-only
Drug.legal_UK: POM
Drug.legal_US: Rx-only

via Wikipedia infobox

Chemical data

Formula: C21H32Cl2N4O
Molecular weight: 427.4 g/mol
IUPAC name: 3-[4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexyl]-1,1-dimethylurea
SMILES: CN(C)C(=O)NC1CCC(CC1)CCN2CCN(CC2)C3=C(C(=CC=C3)Cl)Cl
InChIKey: KPWSJANDNDDRMB-UHFFFAOYSA-N
XLogP: 4.3
Polar surface area: 38.8 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Research

621 papers

Cariprazine for Treating Schizophrenia, Mania, Bipolar Depression, and Unipolar Depression: A Review of Its Efficacy.Cureus · 2023
Cariprazine.2012
Cariprazine in Psychiatry: A Comprehensive Review of Efficacy, Safety, and Therapeutic Potential.Medical science monitor : international medical journal of experimental and clinical research · 2024
Cariprazine.2006
Cariprazine (Vraylar®).1994

via PubMed

Wikidata facts

Mass: 426.1953

Show 6 more facts

chemical formula: C₂₁H₃₂Cl₂N₄O
World Health Organisation international non-proprietary name: cariprazine
canonical SMILES: CN(C(=O)NC1CCC(CC1)CCN2CCN(CC2)C3=C(C(=CC=C3)Cl)Cl)C
isomeric SMILES: CN(C(=O)N[C@H]1CC[C@@H](CC1)CCN2CCN(CC2)C3=C(C(=CC=C3)Cl)Cl)C
Commons category: Cariprazine
defined daily dose: 3

Sources (7)

via Wikidata · CC0

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