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    Chemistry

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    Also known as: 1083076-69-0, Cariprazine hcl, Vraylar, Rgh188 hydrochloride, Rgh-188 hcl, Cariprazine (hydrochloride)
    Molecular Formula
    C21H33Cl3N4O
    Molecular Weight
    463.9  g/mol
    InChI Key
    GPPJWWMREQHLQT-UHFFFAOYSA-N
    FDA UNII
    KQD7C255YG
    Cariprazine Hydrochloride
    1 2D Structure

    Cariprazine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-[4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexyl]-1,1-dimethylurea;hydrochloride
    2.1.2 InChI
    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
    2.1.3 InChI Key
    GPPJWWMREQHLQT-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN(C)C(=O)NC1CCC(CC1)CCN2CCN(CC2)C3=C(C(=CC=C3)Cl)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    KQD7C255YG
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3-(trans-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylurea

    2. Cariprazine

    3. Cariprazine Hcl

    4. N'-(trans-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-n,n-dimethylurea Monohydrochloride

    5. Rgh-188

    6. Trans-4-(2-(4-(2,3-dichlorophenyl)piperazine-1-yl)-ethyl)-n,n-dimethylcarbamoyl-cyclohexyl-amine Hydrochloride

    7. Vraylar

    2.3.2 Depositor-Supplied Synonyms

    1. 1083076-69-0

    2. Cariprazine Hcl

    3. Vraylar

    4. Rgh188 Hydrochloride

    5. Rgh-188 Hcl

    6. Cariprazine (hydrochloride)

    7. Cariprazine Hydrochloride [usan]

    8. Kqd7c255yg

    9. Mfcd26142670

    10. 3-[4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexyl]-1,1-dimethylurea;hydrochloride

    11. Unii-kqd7c255yg

    12. Cariprazine.hcl

    13. Vraylar (tn)

    14. Cariprazine Hydrochloride (jan/usan)

    15. Cariprazine Monohydrochloride

    16. Schembl183803

    17. Schembl183804

    18. Chembl2024517

    19. Chebi:90932

    20. Dtxsid101026486

    21. Bcp24194

    22. Ex-a1644

    23. Hy-14763a

    24. S5849

    25. Cariprazine Hydrochloride [mi]

    26. Cariprazine Hydrochloride [jan]

    27. Cs-1570

    28. Sb16840

    29. 3-[trans-4-[2-[4-(2,3-dichlorophenyl)-1-piperazinyl]ethyl]cyclohexyl]-1,1-dimethylurea Hydrochloride

    30. Ac-33130

    31. Cariprazine Hydrochloride [who-dd]

    32. Sy039271

    33. Ft-0701196

    34. A15036

    35. Cariprazine Hydrochloride [orange Book]

    36. D09876

    37. A857936

    38. Q27162922

    39. 3-((1r,4r)-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-1,1-dimethylurea Hydrochloride

    40. N'-(trans-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-n,n-dimethylurea Monohydrochloride

    41. N'-(trans-4-(2-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethyl)cyclohexyl)-n,n-dimthylurea Monohydrochloride

    42. N'-(trans-4-{2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl}cyclohexyl)-n,n-dimethylurea Hydrochloride

    43. N'-[trans-4-[2-[4-(2,3-dichlorophenyl)-1-piperazinyl]ethyl]cyclohexyl]-n,n-dimethylurea Hydrochloride

    44. Urea, N'-(trans-4-(2-(4-(2,3-dichlorophenyl)-1-piperazinyl)ethyl)cyclohexyl)-n,n- Dimethyl-, Hydrochloride (1:1)

    2.4 Create Date
    2008-12-15
    3 Chemical and Physical Properties
    Molecular Weight 463.9 g/mol
    Molecular Formula C21H33Cl3N4O
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count5
    Exact Mass462.171995 g/mol
    Monoisotopic Mass462.171995 g/mol
    Topological Polar Surface Area38.8 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity491
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    Reagila is indicated for the treatment of schizophrenia in adult patients.

    Treatment of schizophrenia

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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.)

    5.2 ATC Code

    N05AX15

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    Aurobindo Pharma Limited

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    CARIPRAZINE HYDROCHLORIDE

    NDC Package Code : 59651-400

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    CARIPRAZINE HYDROCHLORIDE

    NDC Package Code : 57741-3700

    Start Marketing Date : 2015-07-17

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    MSN Laboratories Private Limited

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    CARIPRAZINE HYDROCHLORIDE

    NDC Package Code : 14501-0035

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    CARIPRAZINE HYDROCHLORIDE

    NDC Package Code : 76055-0042

    Start Marketing Date : 2019-07-25

    End Marketing Date : 2024-12-31

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    API Reference Price

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AP","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1713983400,"product":"CARIPRAZINE HCL (EXPORT INVOICE NO. 6124010015, DATE: 18.04.2024)","address":"SYNO.257 258\/1, DNO.11-6\/56,","city":"VILLAGE BALANGAR POST HYDERABAD","supplier":"LEE PHARMA","supplierCountry":"INDIA","foreign_port":"KARACHI -","customer":"MEDISURE LABORATORIES","customerCountry":"PAKISTAN","quantity":"0.05","actualQuantity":"50","unit":"GMS","unitRateFc":"16","totalValueFC":"727.5","currency":"USD","unitRateINR":1208.2,"date":"25-Apr-2024","totalValueINR":"60410","totalValueInUsd":"727.5","indian_port":"Hyderabad Air","hs_no":"29420090","bill_no":"9371883","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"PAKISTAN","selfForZScoreResived":"Pharma Grade","supplierPort":"Hyderabad Air","supplierAddress":"SYNO.257 258\/1, DNO.11-6\/56,, VILLAGE BALANGAR POST HYDERABAD","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1724092200,"product":"CARIPRAZINE HYDROCHLORIDE","address":"MSN HOUSE, PLOT NO. C-24,","city":"HYDERABAD. AP","supplier":"MSN LABORATORIES","supplierCountry":"INDIA","foreign_port":"SAO PAULO - CONGONHA","customer":"LIBBS FARMACEUTICA","customerCountry":"BRAZIL","quantity":"0.50","actualQuantity":"0.5","unit":"KGS","unitRateFc":"23000","totalValueFC":"11507.9","currency":"USD","unitRateINR":1911300,"date":"20-Aug-2024","totalValueINR":"955650","totalValueInUsd":"11507.9","indian_port":"Hyderabad Air","hs_no":"29420090","bill_no":"3342815","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"BRAZIL","selfForZScoreResived":"Pharma Grade","supplierPort":"Hyderabad Air","supplierAddress":"MSN HOUSE, PLOT NO. C-24,, HYDERABAD. AP","customerAddress":""},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1705516200,"product":"CARIPRAZINE HYDROCHLORIDE","address":"20TH KM, HOSUR ROAD,","city":"BANGALORE","supplier":"ZHEJIANG HUAHAI PHARMACEUTICAL","supplierCountry":"CHINA","foreign_port":"LINHAI","customer":"BIOCON","customerCountry":"INDIA","quantity":"0.25","actualQuantity":"250","unit":"GMS","unitRateFc":"16","totalValueFC":"4058.2","currency":"USD","unitRateINR":"1348","date":"18-Jan-2024","totalValueINR":"337000","totalValueInUsd":"4058.2","indian_port":"Biocon-SEZ","hs_no":"29420090","bill_no":"1000723","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"LINHAI","supplierAddress":"LTD XUNQIAO LINHAI ZHEJIANG 317024CHINA CHINA","customerAddress":"20TH KM, HOSUR ROAD,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1710873000,"product":"CARIPRAZINE HYDROCHLORIDE","address":"IRIS- 1004, KESAR GARDEN, PLOT NO.","city":"NAVI MUMBAI.","supplier":"ZHEJIANG HUAHAI PHARMACEUTICAL","supplierCountry":"CHINA","foreign_port":"HANGCHOW (HANGZHOU)","customer":"V-ENSURE PHARMA TECHNOLOGIES PRIVATE LIMITED","customerCountry":"INDIA","quantity":"0.50","actualQuantity":"0.5","unit":"KGS","unitRateFc":"16000","totalValueFC":"8068.1","currency":"USD","unitRateINR":"1340000","date":"20-Mar-2024","totalValueINR":"670000","totalValueInUsd":"8068.1","indian_port":"Bombay Air","hs_no":"29222990","bill_no":"2666643","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"HANGCHOW (HANGZHOU)","supplierAddress":"Xunqiao Linhai Zhejiang - 317024, ,ChinaSDNF China","customerAddress":"IRIS- 1004, KESAR GARDEN, PLOT NO."}]
    17-Jun-2021
    20-Aug-2024
    KGS
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    Drugs in Development

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    U.S. FDA Approves VRAYLAR® (cariprazine) as an Adjunctive Treatment for Major Depressive Disorder

    Details:

    VRAYLAR (cariprazine) is an oral, once-daily atypical antipsychotic approved as an adjunctive therapy to antidepressants for the treatment of major depressive disorder in adults (1.5 or 3 mg/day), for the treatment of depressive episodes associated with bipolar I disorder.


    Lead Product(s): Cariprazine Hydrochloride

    Therapeutic Area: Psychiatry/Psychology Brand Name: Vraylar

    Study Phase: ApprovedProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable December 16, 2022

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    Lead Product(s) : Cariprazine Hydrochloride

    Therapeutic Area : Psychiatry/Psychology

    Highest Development Status : Approved

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    U.S. FDA Approves VRAYLAR® (cariprazine) as an Adjunctive Treatment for Major Depressive Disorder

    Details : VRAYLAR (cariprazine) is an oral, once-daily atypical antipsychotic approved as an adjunctive therapy to antidepressants for the treatment of major depressive disorder in adults (1.5 or 3 mg/day), for the treat...

    Brand Name : Vraylar

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

    December 16, 2022

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    AbbVie Presents Positive Data from Phase 3 Study of Cariprazine (VRAYLAR®) for the Adjunctive Treatment of Major Depressive Disorder at 2022 APA Annual...

    Details:

    In Study 3111-301-001, cariprazine (VRAYLAR®; 1.5mg/day) achieved the primary endpoint of statistically significant improvement on MADRS total score in patients with major depressive disorder with an inadequate response to ongoing antidepressant therapy.


    Lead Product(s): Cariprazine Hydrochloride

    Therapeutic Area: Psychiatry/Psychology Brand Name: Vraylar

    Study Phase: Phase IIIProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable May 23, 2022

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    AbbVie Inc

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    Lead Product(s) : Cariprazine Hydrochloride

    Therapeutic Area : Psychiatry/Psychology

    Highest Development Status : Phase III

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    AbbVie Presents Positive Data from Phase 3 Study of Cariprazine (VRAYLAR®) for the Adjunctive Tre...

    Details : In Study 3111-301-001, cariprazine (VRAYLAR®; 1.5mg/day) achieved the primary endpoint of statistically significant improvement on MADRS total score in patients with major depressive disorder with an inadequat...

    Brand Name : Vraylar

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

    May 23, 2022

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    AbbVie Submits Supplemental New Drug Application to U.S. FDA for Cariprazine (VRAYLAR®) for the Adjunctive Treatment of Major Depressive Disorder

    Details:

    Submission based on clinical trial results findings showing clinically and statistically significant improvement in the Montgomery-Åsberg Depression Rating Scale total score in patients with major depressive disorder treated with VRAYLAR (cariprazine) and an antidepressant.


    Lead Product(s): Cariprazine Hydrochloride

    Therapeutic Area: Psychiatry/Psychology Brand Name: Vraylar

    Study Phase: Phase IIIProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable February 22, 2022

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    Lead Product(s) : Cariprazine Hydrochloride

    Therapeutic Area : Psychiatry/Psychology

    Highest Development Status : Phase III

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    AbbVie Submits Supplemental New Drug Application to U.S. FDA for Cariprazine (VRAYLAR®) for the A...

    Details : Submission based on clinical trial results findings showing clinically and statistically significant improvement in the Montgomery-Åsberg Depression Rating Scale total score in patients with major depressive d...

    Brand Name : Vraylar

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

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    AbbVie's Cariprazine (VRAYLAR®) Met Primary Endpoint in Phase 3 Study as an Adjunctive Treatment for Major Depressive Disorder

    Details:

    VRAYLAR® (cariprazine), a partial agonist at dopamine D3, D2, and serotonin 5-HT1A receptors used as atypical antipsychotic, met its primary endpoint demonstrating statistically significant change from baseline to week six in MADRS total score in major depressive disorder.


    Lead Product(s): Cariprazine Hydrochloride

    Therapeutic Area: Psychiatry/Psychology Brand Name: Vraylar

    Study Phase: Phase IIIProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable October 29, 2021

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    Lead Product(s) : Cariprazine Hydrochloride

    Therapeutic Area : Psychiatry/Psychology

    Highest Development Status : Phase III

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    AbbVie's Cariprazine (VRAYLAR®) Met Primary Endpoint in Phase 3 Study as an Adjunctive Treatment ...

    Details : VRAYLAR® (cariprazine), a partial agonist at dopamine D3, D2, and serotonin 5-HT1A receptors used as atypical antipsychotic, met its primary endpoint demonstrating statistically significant change from baselin...

    Brand Name : Vraylar

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

    October 29, 2021

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    Zydus Cadila Receives Tentative Approval From USFDA for Cariprazine Capsules

    Details:

    Tentative approval recieved from USFDA to market Cariprazine-Generic an atypical antipsychotic drug for the treatment of schizophrenia and acute treatment of manic or mixed episodes associated with bipolar disorder.


    Lead Product(s): Cariprazine Hydrochloride

    Therapeutic Area: Psychiatry/Psychology Brand Name: Cariprazine-Generic

    Study Phase: ApprovedProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable December 10, 2021

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    Lead Product(s) : Cariprazine Hydrochloride

    Therapeutic Area : Psychiatry/Psychology

    Highest Development Status : Approved

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    Zydus Cadila Receives Tentative Approval From USFDA for Cariprazine Capsules

    Details : Tentative approval recieved from USFDA to market Cariprazine-Generic an atypical antipsychotic drug for the treatment of schizophrenia and acute treatment of manic or mixed episodes associated with bipolar diso...

    Brand Name : Cariprazine-Generic

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

    December 10, 2021

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