Cariprazine hydrochloride

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Cariprazine hydrochloride

Product Name: Cariprazine hydrochloride
CAS No.: 1083076-69-0
Chemical Name: Cariprazine hydrochloride
Synonyms: Cariprazine HCl;3(2H;MP214;MP 214;MP-214;MP-214 HCl;RGH188 hydrochloride;Cariprazine(RGH 188);RGH-188 hydrochloride;RGH 188 hydrochloride
CBNumber: CB52666605
Molecular Formula: C21H33Cl3N4O
Formula Weight: 463.87
MOL File: 1083076-69-0.mol

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Cariprazine hydrochloride Property

storage temp.: Store at -20°C
solubility: DMSO : 6.67 mg/mL (14.38 mM; Need ultrasonic)
form: Powder
InChI: InChI=1/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/t16-,17-;
InChIKey: GPPJWWMREQHLQT-BHQIMSFRNA-N
SMILES: ClC1C(=CC=CC=1N1CCN(CC[C@@H]2CC[C@@H](NC(=O)N(C)C)CC2)CC1)Cl.Cl |&1:13,16,r|

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 24025
Product name: Cariprazine (hydrochloride)
Purity: ≥98%
Packaging: 5mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 24025
Product name: Cariprazine (hydrochloride)
Purity: ≥98%
Packaging: 10mg
Price: $78
Updated: 2024/03/01

Cayman Chemical

Product number: 24025
Product name: Cariprazine (hydrochloride)
Purity: ≥98%
Packaging: 25mg
Price: $172
Updated: 2024/03/01

ChemScene

Product number: CS-1570
Product name: Cariprazinehydrochloride
Purity: 99.89%
Packaging: 25mg
Price: $95
Updated: 2021/12/16

ChemScene

Product number: CS-1570
Product name: Cariprazinehydrochloride
Purity: 99.89%
Packaging: 50mg
Price: $150
Updated: 2021/12/16

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Cariprazine hydrochloride Chemical Properties,Usage,Production

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.

Uses

Cariprazine is used to treat schizophrenia (a mental illness that causes disturbed or unusual thinking, loss of interest in life, and strong or inappropriate emotions). Cariprazine is also used to treat episodes of depression in people with bipolar I disorder (manic depressive disorder; a disease that causes episodes of mania, episodes of depression and other abnormal moods). It is also used as a short term treatment for episodes of mania or mixed episodes (symptoms of mania and depression that happen together) in people with bipolar I disorder. Cariprazine is in a class of medications called atypical antipsychotics. It works by changing the activity of certain natural substances in the brain.

Definition

ChEBI: 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+).

Side effects

Common side effects of Cariprazine hydrochloride include: extreme tiredness, restlessness and anxiety, difficulty sleeping, dizziness, feeling unsteady or difficulty in maintaining balance; increased appetite or weight gain; constipation, dyspepsia, nausea, increased salivation or drooling. More serious side effects may include: uncontrollable unusual movements of the body or face; slow or shuffling walking; loss of mobility, fever, sweating, confusion, shortness of breath, fast or irregular heartbeat; and severe muscle stiffness; muscle weakness or soreness; blank facial expression; difficulty swallowing or breathing; tightness in the throat; tongue spitting, rash, itching, measles; face, throat, tongue, lips, or eyes are swollen; dark or cola-coloured urine; swelling of the legs and feet; and decreased urination.

Synthesis

While the synthesis of cariprazine hydrochloride has been reported in a number of patents as well as its discovery synthesis in the publicly disclosed literature, the process route has not yet been disseminated. Starting with the reduction of commercial 2-(4- nitrophenyl)acetic acid (69) via hydrogenation in water in the presence of Pd/C, this reaction proceeds a one-pot, stepwise reduction of the nitro group. A separate reduction event converting the phenyl ring to the corresponding cyclohexane provides 4-aminocyclohexylacetic acid with 60-70% selectivity for the desired trans isomer. Following filtration and distillation, the crude aqueous solution was treated with HCl in refluxing ethanol to generate the corresponding ethyl ester 70. Crystallization from acetonitrile gave the HCl salt in high purity and 40% yield over two steps (a reaction sequence that was reported on 200 kg scale). Amine 70 was transformed into intermediate 73 via Boc protection followed by ester reduction to the primary alcohol 71, which was obtained as a solution in toluene following extraction. Next, mesylation of the alcohol followed by alkylation with commercially available piperazine 72 provided piperazinyl cyclohexane 73 in 70% over the four-step sequence. The carbamate protecting group within 73 was removed via acidic ethanolysis, and the resulting product was treated with triphosgene and dimethylamine to generate cariprazine as the freebase. Salt formation by means of methanolic HCl ultimately furnished cariprazine hydrochloride IX in 85% yield from 73.

Cariprazine hydrochloride Preparation Products And Raw materials

Raw materials

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View Lastest Price from Cariprazine hydrochloride manufacturers

Wuhan Haorong Biotechnology Co.,Ltd

Product: Cariprazine hydrochloride 1083076-69-0
Price: US $0.00-0.00/kg
Min. Order: 0.01kg
Purity: 99%
Supply Ability: 2000KG
Release date: 2024-03-29

Chengdu Aupone Pharmaceutical Co.Ltd.

Product: Cariprazine Hydrochloride 1083076-69-0
Price: US $0.00/Gram
Min. Order: 5Gram
Purity: 99.99
Supply Ability: 1Tons/Year
Release date: 2024-03-14

Biopole Pharmatech Co., Ltd.

Product: Cariprazine hydrochloride 1083076-69-0
Price: US $0.00/g
Min. Order: 1g
Purity: 99.99%HPLC
Supply Ability: 200kg
Release date: 2024-02-04

1083076-69-0, Cariprazine hydrochlorideRelated Search:

Nsc175383 Cariprazine intermediate 2 Desmethyl Cariprazine Piperazine, 1-(2-chloroethyl)-4-(2,3-dichlorophenyl)- Urea, N,N'-bis[trans-4-[2-[4-(2,3-dichlorophenyl)-1-piperazinyl]ethyl]cyclohexyl]- Urea, N,N-dimethyl-N'-[trans-4-[2-[[(4-methylphenyl)sulfonyl]oxy]ethyl]cyclohexyl]- ethyl dimethylcarbamate 3,3-dimethyl-1-[(1r,4r)-4-(2-hydroxyethyl)cyclohexyl]urea Cyclohexaneethanol, 4-amino-, hydrochloride (1:1), trans- Cariprazine

Cariprazine HCl

Cariprazine (hydrochloride)

RGH 188 hydrochloride

RGH188 hydrochloride

RGH-188 hydrochloride

Cariprazine(RGH 188)

3-[4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexyl]-1,1-dimethylurea,hydrochloride

3-[trans-4-[2-[4-(2,3-Dichlorophenyl)-1-piperazinyl]ethyl]cyclohexyl]-1,1-dimethylurea Hydrochloride

3-((1r,4r)-4-(2-(4-(2,3-Dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylureahydrochloride

RGH188 hydrochloride USP/EP/BP

Cariprazine HCl(RGH-188 )

3(2H

Kalirazine hydrochloride

MP 214

MP214

MP-214

MP-214 HCl

1083076-69-0

C21H33Cl3N4O