Cariprazine

Base Information

• Chemical Name: Cariprazine
• CAS No.: 839712-12-8
• Deprecated CAS: 955400-75-6
• Molecular Formula: C21H32Cl2N4O
• Molecular Weight: 427.417
• UNII: F6RJL8B278
• DSSTox Substance ID: DTXSID80232867
• Nikkaji Number: J2.875.023D
• Wikipedia: Cariprazine
• Wikidata: Q2938837
• NCI Thesaurus Code: C169826
• RXCUI: 1667655
• Pharos Ligand ID: P9ZB9T1NVV9U,P9ZVN7GFKGB5
• ChEMBL ID: CHEMBL3085826,CHEMBL2028019
• Mol file: 839712-12-8.mol

Synonyms: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

Chemical Property of Cariprazine

Chemical Property:

• Melting Point: >180°C (dec.)
• PSA: 42.31000
• Density: 1.24
• LogP: 4.54280
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 426.1953170
• Heavy Atom Count: 28
• Complexity: 491

Purity/Quality:

98%min ^*data from raw suppliers

Cariprazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Antipsychotic Agents
• Canonical SMILES: CN(C)C(=O)NC1CCC(CC1)CCN2CCN(CC2)C3=C(C(=CC=C3)Cl)Cl
• Recent ClinicalTrials: A Study to Assess Change in Disease Activity and Adverse Events (AEs) With Cariprazine in the Treatment of Depressive Episodes in Pediatric Participants Participants (10 to 17 Years of Age) With Bipolar I Disorder.
• Recent EU Clinical Trials: Lithium versus cariprazine in the acute phase treatment of bipolar depression: a pragmatic head-to-head open, randomized multicenter study. The 9th study of the Danish University Antidepressant Group (DUAG 9).
• Uses: Cariprazine is an orally active D2/D3 dopamine receptor antagonist. Cariprazine is an antipsychotic drug candidate for the potential treatment of schizophrenia, bipolar mania and depression Cariprazine is an orally active D2/D3 dopamine receptor antagonist (1,2,3). Cariprazine is an antipsychotic drug candidate for the potential treatment of schizophrenia, bipolar mania and depression.

Technology Process of Cariprazine

There total 52 articles about Cariprazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.8%

3-(trans-4-(2-iodoethyl)cyclohexyl)-1,1-dimethylurea + 1-(2,3-dichlorophenyl)piperazine (41202-77-1) → Cariprazine (839712-12-8)

Guidance literature:

With sodium carbonate; In acetonitrile; for 18h; Reflux; Green chemistry;

Reference yield: 96.2%

2-(trans-4-(3,3-dimethylureido)cyclohexyl)ethyl methanesulfonate + 1-(2,3-dichlorophenyl)piperazine (41202-77-1) → Cariprazine (839712-12-8)

Guidance literature:

With sodium carbonate; In acetonitrile; for 17h; Reflux; Green chemistry;

Reference yield: 95.4%

3-(trans-4-(2-fluoroethyl)cyclohexyl)-1,1-dimethylurea + 1-(2,3-dichlorophenyl)piperazine (41202-77-1) → Cariprazine (839712-12-8)

Guidance literature:

With sodium carbonate; In acetonitrile; for 20h; Reflux; Green chemistry;

upstream raw materials:

bis(trichloromethyl) carbonate

dimethyl amine

trans N-(4-{2-[4-(2,3-dichlorophenyl)-piperazine-1-yl]-ethyl}-cyclohexyl)carbamic acid methylester

trans 2-{1-[4-(N-(tert-butoxycarbonyl))amino]cyclohexyl}ethyl acetate

Downstream raw materials:

Cariprazine hydrochloride