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Details

Stereochemistry ACHIRAL
Molecular Formula C21H32Cl2N4O
Molecular Weight 427.411
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARIPRAZINE

SMILES

CN(C)C(=O)N[C@H]1CC[C@H](CCN2CCN(CC2)C3=CC=CC(Cl)=C3Cl)CC1

InChI

InChIKey=KPWSJANDNDDRMB-QAQDUYKDSA-N
InChI=1S/C21H32Cl2N4O/c1-25(2)21(28)24-17-8-6-16(7-9-17)10-11-26-12-14-27(15-13-26)19-5-3-4-18(22)20(19)23/h3-5,16-17H,6-15H2,1-2H3,(H,24,28)/t16-,17-

HIDE SMILES / InChI

Description

Cariprazine is an antipsychotic approved by FDA for the treatment of schizophrenia and bipolar I disorder. The drug has a unique clinical action which is explained by its ability to act on dopamine D3 receptors. Pharmacology studies revealed that cariprazine is a dual partial agonist of dopamine D2 and D3 receptors as well as serotonin 5HT1a, 2a and 2b receptors.

CNS Activity

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Cariprazine (RGH-188), a dopamine D(3) receptor-preferring, D(3)/D(2) dopamine receptor antagonist-partial agonist antipsychotic candidate: in vitro and neurochemical profile.
2010 Apr
Cariprazine, an orally active D2/D3 receptor antagonist, for the potential treatment of schizophrenia, bipolar mania and depression.
2010 Jul
Discovery of cariprazine (RGH-188): a novel antipsychotic acting on dopamine D3/D2 receptors.
2012 May 15
Cariprazine: chemistry, pharmacodynamics, pharmacokinetics, and metabolism, clinical efficacy, safety, and tolerability.
2013 Feb
Cariprazine: First Global Approval.
2015 Nov
Patents

Sample Use Guides

In Vivo Use Guide
The recommended dose is from 1.5 mg to 6 mg/day (schizophrenia) and 3 mg to 6 mg/day (bipolar mania).
Route of Administration: Oral
In Vitro Use Guide
Rat striatal and hippocampal membrane preparation were treated with a range of cariprazine concentrations from 0.1 nM to 0.1 mM to study [35S]GTPgammaS binding.
Name Type Language
CARIPRAZINE
DASH   INN   USAN   WHO-DD  
USAN   INN  
Official Name English
CARIPRAZINE [USAN]
Common Name English
CARIPRAZINE [WHO-DD]
Common Name English
CARIPRAZINE [INN]
Common Name English
3-(TRANS-4-(2-(4-(2,3-DICHLOROPHENYL)PIPERAZIN-1-YL)ETHYL)CYCLOHEXYL)-1,1-DIMETHYLUREA
Systematic Name English
MP-214
Code English
RGH-188
Code English
Classification Tree Code System Code
WHO-ATC N05AX15
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
Code System Code Type Description
MESH
C533287
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
PUBCHEM
11154555
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY SWITZERF
EPA CompTox
839712-12-8
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
LactMed
839712-12-8
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
CAS
839712-12-8
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
EVMPD
SUB34830
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
WIKIPEDIA
Cariprazine
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
IUPHAR
7671
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
INN
8920
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
RXCUI
1667655
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY RxNorm
HSDB
839712-12-8
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
ChEMBL
CHEMBL2028019
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY
DRUG BANK
DB06016
Created by admin on Tue Mar 06 10:28:08 UTC 2018 , Edited by admin on Tue Mar 06 10:28:08 UTC 2018
PRIMARY