RGH188 hydrochloride

Base Information

• Chemical Name: RGH188 hydrochloride
• CAS No.: 1083076-69-0
• Molecular Formula: C21H33Cl3N4O
• Molecular Weight: 463.878
• Mol file: 1083076-69-0.mol

Synonyms:Cariprazine (hydrochloride);RGH 188 hydrochloride;RGH188 hydrochloride;RGH-188 hydrochloride;Cariprazine(RGH 188)

Chemical Property of RGH188 hydrochloride

Chemical Property:

• PSA: 42.31000
• LogP: 5.34480

Purity/Quality:

99% ^*data from raw suppliers

Cariprazinehydrochloride 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Cariprazine hydrochloride (IX) is an oral, brain-penetrant, atypical antipsychotic developed by the Hungarian pharmaceutical firm Gedeon Richter. It was approved by the FDA in September 2015 for treatment of schizophrenia and for the acute treatment of manic or mixed episodes of bipolar I disorder. While the precise mechanism of action of cariprazine is unknown, its antipsychotic and procognitive effects may be mediated through partial agonism at dopamine D2/D3 and serotonin 5-HT1A receptors as well as antagonism at serotonin 5-HT2A receptors. Unlike many antipsychotics, cariprazine displays particular selectivity for the D3 receptor (D3, Ki = 0.085 nM; D2L, Ki = 0.49 nM; D2S, Ki = 0.69 nM). Cariprazine is extensively metabolized by CYP3A4 and, to a lesser extent, CYP2D6; desmethyl and didesmethyl cariprazine, the primary metabolites, are pharmacologically equipotent to the parent drug. In clinical trials, cariprazine demonstrated improvement compared to placebo as measured by Young Mania Rating Scale (YMRS) total scores in patients with bipolar mania and by Positive and Negative Syndrome Scale (PANSS) total scores in patients with schizophrenia. Forest Laboratories (now Allergan) has exclusive rights to cariprazine in the U.S. and Canada, while Mitsubishi Pharma Corporation has exclusive rights to the sale of the drug in Japan and Asia.

Technology Process of RGH188 hydrochloride

There total 3 articles about RGH188 hydrochloride 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: 96.0%

bis(trichloromethyl) carbonate (32315-10-9) + trans 4-{2-[(2,3-dichlorophenyl)-piperazin-4-yl]-ethyl}-cyclohexylamine dihydrochloride + dimethyl amine (124-40-3) → Cariprazine hydrochloride (1083076-69-0)

Guidance literature:

trans 4-{2-[(2,3-dichlorophenyl)-piperazin-4-yl]-ethyl}-cyclohexylamine dihydrochloride; With triethylamine; In dichloromethane; at 20 - 25 ℃; for 1h;

bis(trichloromethyl) carbonate; In dichloromethane; at -10 - -5 ℃; for 1h;

dimethyl amine; Product distribution / selectivity;

Reference yield: 95.0%

Cariprazine (839712-12-8) → Cariprazine hydrochloride (1083076-69-0)

Guidance literature:

With hydrogenchloride; In methanol; water; at 60 - 75 ℃; for 4h; Product distribution / selectivity;

Reference yield:

cariprazine malate → Cariprazine hydrochloride (1083076-69-0)

Guidance literature:

With hydrogenchloride; In methanol; water; at 68 - 72 ℃;

upstream raw materials:

Cariprazine

bis(trichloromethyl) carbonate

dimethyl amine