Cariprazine hydrochloride
PubChem CID
25096873
Structure
Molecular Formula
Synonyms
- CARIPRAZINE HYDROCHLORIDE
- 1083076-69-0
- Cariprazine HCl
- Vraylar
- RGH188 hydrochloride
Molecular Weight
463.9 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Parent Compound
Component Compounds
Dates
- Create:2008-12-15
- Modify:2025-01-18
Description
Cariprazine hydrochloride is a hydrochloride obtained by combining cariprazine with one molar equivalent of hydrochloric acid. Used for treatment of schizophrenia and bipolar disorder. It has a role as a second generation antipsychotic, a dopamine agonist and a serotonergic antagonist. It contains a cariprazine(1+).
CARIPRAZINE HYDROCHLORIDE is a small molecule drug with a maximum clinical trial phase of IV (across all indications) that was first approved in 2015 and has 3 approved indications. This drug has a black box warning from the FDA.
Chemical Structure Depiction
3D Conformer of Parent
3-[4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexyl]-1,1-dimethylurea;hydrochloride
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C21H32Cl2N4O.ClH/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);1H
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
GPPJWWMREQHLQT-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CN(C)C(=O)NC1CCC(CC1)CCN2CCN(CC2)C3=C(C(=CC=C3)Cl)Cl.Cl
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C21H33Cl3N4O
Computed by PubChem 2.2 (PubChem release 2021.10.14)
1083076-69-0
- 3-(trans-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylurea
- cariprazine
- cariprazine HCl
- cariprazine hydrochloride
- N'-(trans-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-N,N-dimethylurea monohydrochloride
- RGH-188
- trans-4-(2-(4-(2,3-dichlorophenyl)piperazine-1-yl)-ethyl)-N,N-dimethylcarbamoyl-cyclohexyl-amine hydrochloride
- Vraylar
- CARIPRAZINE HYDROCHLORIDE
- 1083076-69-0
- Cariprazine HCl
- Vraylar
- RGH188 hydrochloride
- RGH-188 HCL
- Cariprazine (hydrochloride)
- Cariprazine hydrochloride [USAN]
- UNII-KQD7C255YG
- KQD7C255YG
- 3-[4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexyl]-1,1-dimethylurea;hydrochloride
- 3-((1R,4r)-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylurea hydrochloride
- N'-(Trans-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-N,N-dimthylurea monohydrochloride
- Urea, N'-(trans-4-(2-(4-(2,3-dichlorophenyl)-1-piperazinyl)ethyl)cyclohexyl)-N,N- dimethyl-, hydrochloride (1:1)
- cariprazine.HCl
- Vraylar (TN)
- MFCD26142670
- Cariprazine hydrochloride (JAN/USAN)
- cariprazine monohydrochloride
- C21H33Cl3N4O
- SCHEMBL183803
- SCHEMBL183804
- CHEMBL2024517
- CHEBI:90932
- DTXSID101026486
- BCP24194
- EX-A1644
- HY-14763A
- s5849
- CARIPRAZINE HYDROCHLORIDE [MI]
- AKOS027338713
- CARIPRAZINE HYDROCHLORIDE [JAN]
- CS-1570
- SB16840
- AC-33130
- CARIPRAZINE HYDROCHLORIDE [WHO-DD]
- DA-71942
- MS-28534
- SY039271
- CARIPRAZINE HYDROCHLORIDE [ORANGE BOOK]
- D09876
- Q27162922
- 3-[trans-4-[2-[4-(2,3-Dichlorophenyl)-1-piperazinyl]ethyl]cyclohexyl]-1,1-dimethylurea Hydrochloride
- N'-(trans-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-N,N-dimethylurea monohydrochloride
- N'-(trans-4-{2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl}cyclohexyl)-N,N-dimethylurea hydrochloride
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
463.9 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
462.171995 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
462.171995 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
38.8 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
29
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
491
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
2
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Human drug -> Prescription
Human drugs -> Psycholeptics -> Human pharmacotherapeutic group -> EMA Drug Category
Paediatric drug
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
- Cariprazine (annotation moved to)
- Cariprazine Hydrochloride (annotation moved to)
Gene Count
Reagila is indicated for the treatment of schizophrenia in adult patients.
Treatment of schizophrenia
Medicine
Category
Human drugs
Therapeutic area
Schizophrenia
Active Substance
cariprazine hydrochloride
INN/Common name
cariprazine
Pharmacotherapeutic Classes
Psycholeptics
Status
This medicine is authorized for use in the European Union
Company
Gedeon Richter
Market Date
2017-07-13
Type
Paediatric investigation
Active Substance
Therapeutic Area
Psychiatry
Drug Form
Capsule, hard
Administration Route
Oral use
Decision Type
RPM: decision refers to a refusal on the application for modification of an agreed PIP
Decision Date
2021-03-17
Antipsychotic Agents
Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)
N05AX15
Human drugs -> Psycholeptics -> Human pharmacotherapeutic group -> EMA Drug Category
Human Drugs -> EU pediatric investigation plans
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=GPPJWWMREQHLQT-UHFFFAOYSA-N
- ChEBICariprazine hydrochloridehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:90932
- Open TargetsLICENSEDatasets generated by the Open Targets Platform are freely available for download.https://platform-docs.opentargets.org/licenceCARIPRAZINE HYDROCHLORIDEhttps://platform.opentargets.org/drug/CHEMBL2024517
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- ChemIDplusCariprazine hydrochloride [USAN]https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=1083076690ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxCariprazine hydrochloridehttps://comptox.epa.gov/dashboard/DTXSID101026486CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingCARIPRAZINE HYDROCHLORIDEhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/KQD7C255YG
- Drugs@FDALICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- European Medicines Agency (EMA)LICENSEInformation on the European Medicines Agency's (EMA) website is subject to a disclaimer and copyright and limited reproduction notices.https://www.ema.europa.eu/en/about-us/legal-noticeReagila (EMEA/H/C/002770)https://www.ema.europa.eu/en/medicines/human/EPAR/reagilaCariprazine (hydrochloride) (P/0105/2021)https://www.ema.europa.eu/en/medicines/human/paediatric-investigation-plans/emea-001652-pip01-14-m03
- EU Clinical Trials Register
- Springer Nature
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- Wikidatacariprazine hydrochloridehttps://www.wikidata.org/wiki/Q27162922
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlcariprazinehttps://www.ncbi.nlm.nih.gov/mesh/67533287Antipsychotic Agentshttps://www.ncbi.nlm.nih.gov/mesh/68014150
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.htmlUSP drug classificationhttp://www.genome.jp/kegg-bin/get_htext?br08302.kegAnatomical Therapeutic Chemical (ATC) classificationhttp://www.genome.jp/kegg-bin/get_htext?br08303.kegTarget-based classification of drugshttp://www.genome.jp/kegg-bin/get_htext?br08310.keg
- GHS Classification (UNECE)GHS Classification Treehttp://www.unece.org/trans/danger/publi/ghs/ghs_welcome_e.html
- NCI Thesaurus (NCIt)LICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuseNCI Thesaurushttps://ncit.nci.nih.gov
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 402486340https://pubchem.ncbi.nlm.nih.gov/substance/402486340
CONTENTS