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    Chemistry

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    Also known as: Lurasidone hcl, 367514-88-3, Latuda, Sm-13496, Lurasidone hydrochloride [usan], Sm 13496
    Molecular Formula
    C28H37ClN4O2S
    Molecular Weight
    529.1  g/mol
    InChI Key
    NEKCRUIRPWNMLK-SCIYSFAVSA-N
    FDA UNII
    O0P4I5851I
    Lurasidone Hydrochloride
    A thiazole derivative and atypical ANTIPSYCHOTIC AGENT that functions as a DOPAMINE D2 RECEPTOR ANTAGONIST; SEROTONIN 5-HT2 RECEPTOR ANTAGONIST, serotonin 5-HT7 receptor antagonist, and antagonist of the adrenergic 2A and 2C receptors, as well as a partial SEROTONIN 5-HT1A RECEPTOR AGONIST. It is used in the treatment of SCHIZOPHRENIA and BIPOLAR DISORDER.
    1 2D Structure

    Lurasidone Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1S,2R,6S,7R)-4-[[(1R,2R)-2-[[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl]cyclohexyl]methyl]-4-azatricyclo[5.2.1.02,6]decane-3,5-dione;hydrochloride
    2.1.2 InChI
    InChI=1S/C28H36N4O2S.ClH/c33-27-24-18-9-10-19(15-18)25(24)28(34)32(27)17-21-6-2-1-5-20(21)16-30-11-13-31(14-12-30)26-22-7-3-4-8-23(22)35-29-26;/h3-4,7-8,18-21,24-25H,1-2,5-6,9-17H2;1H/t18-,19+,20-,21-,24+,25-;/m0./s1
    2.1.3 InChI Key
    NEKCRUIRPWNMLK-SCIYSFAVSA-N
    2.1.4 Canonical SMILES
    C1CCC(C(C1)CN2CCN(CC2)C3=NSC4=CC=CC=C43)CN5C(=O)C6C7CCC(C7)C6C5=O.Cl
    2.1.5 Isomeric SMILES
    C1CC[C@H]([C@@H](C1)CN2CCN(CC2)C3=NSC4=CC=CC=C43)CN5C(=O)[C@H]6[C@@H]7CC[C@@H](C7)[C@H]6C5=O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    O0P4I5851I
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 13496, Sm

    2. Hcl, Lurasidone

    3. Hydrochloride, Lurasidone

    4. Latuda

    5. Lurasidone

    6. Lurasidone Hcl

    7. N-(2-(4-(1,2-benzisothiazol-3-yl)-1-piperazinylmethyl)-1-cyclohexylmethyl)-2,3-bicyclo(2.2.1)heptanedicarboximide

    8. Sm 13,496

    9. Sm 13496

    10. Sm-13,496

    11. Sm-13496

    12. Sm13,496

    13. Sm13496

    2.3.2 Depositor-Supplied Synonyms

    1. Lurasidone Hcl

    2. 367514-88-3

    3. Latuda

    4. Sm-13496

    5. Lurasidone Hydrochloride [usan]

    6. Sm 13496

    7. Chebi:70732

    8. O0p4i5851i

    9. Lurasidonhydrochloride

    10. (1s,2r,6s,7r)-4-[[(1r,2r)-2-[[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl]cyclohexyl]methyl]-4-azatricyclo[5.2.1.02,6]decane-3,5-dione;hydrochloride

    11. (3ar,4s,7r,7as)-2-(((1r,2r)-2-((4-(benzo[d]isothiazol-3-yl)piperazin-1-yl)methyl)cyclohexyl)methyl)hexahydro-1h-4,7-methanoisoindole-1,3(2h)-dione Hydrochloride

    12. (1r,2s,6r,7s)-4-{[(1r,2r)-2-{[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl}cyclohexyl]methyl}-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione Hydrochloride

    13. 4,7-methano-1h-isoindole-1,3(2h)-dione, 2-(((1r,2r)-2-((4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)methyl)cyclohexyl)methyl)hexahydro-, Monohydrochloride, (3ar,4s,7r,7as)-

    14. Unii-o0p4i5851i

    15. Latuda (tn)

    16. Lurasidone Monohydrochloride

    17. Lurasidone-d8 Hydrochloride

    18. Sm-13496 (hydrochloride)

    19. Schembl1534132

    20. Chembl1615372

    21. Dtxsid401027714

    22. Lurasidone Hydrochloride (jan/usan)

    23. Lurasidone Hydrochloride [mi]

    24. S3044

    25. Smp-13496

    26. Lurasidone Hydrochloride [jan]

    27. Akos022185856

    28. Ex-3125

    29. Mk-3756

    30. Lurasidone Hydrochloride [mart.]

    31. Lurasidone Hydrochloride [vandf]

    32. Lurasidone Hydrochloride [who-dd]

    33. As-35074

    34. Lurasidone Hydrochloride, >=98% (hplc)

    35. Lurasidone Hydrochloride [orange Book]

    36. D04820

    37. Q27882070

    38. (3ar,4s,7r,7as)-2-((1r,2r)-2-(1,2-benzisothiazol-3-yl)piperazin-1-ylmethyl)cyclohexylmethyl)hexahydro-4,7-methano-2h-isoindole-1,3-dione, Hydrochloride

    39. (3ar,4s,7r,7as)-2-{(1r,2r)-2-[4-(1,2-benzisothiazol-3-yl)piperazin-1-ylmethyl]cyclohexylmethyl}hexahydro-4,7-methano-2h-isoindole-1,3-dione Hydrochloride

    40. (3ar,4s,7r,7as)-2-{[(1r,2r)-2-{[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl}cyclohexyl]methyl}hexahydro-1h-4,7-methanoisoindole-1,3(2h)-dione Hydrochloride

    41. 4-(1,2-benzothiazol-3-yl)-1-{[(1r,2r)-2-{[(3ar,4s,7r,7as)-1,3-dioxooctahydro-2h-4,7-methanoisoindol-2-yl]methyl}cyclohexyl]methyl}piperazin-1-ium Chloride

    42. Lurasidone Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    2.4 Create Date
    2006-10-26
    3 Chemical and Physical Properties
    Molecular Weight 529.1 g/mol
    Molecular Formula C28H37ClN4O2S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count5
    Exact Mass528.2325753 g/mol
    Monoisotopic Mass528.2325753 g/mol
    Topological Polar Surface Area85 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity804
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameLatuda
    PubMed HealthLurasidone (By mouth)
    Drug ClassesAntipsychotic, Central Nervous System Agent
    Drug LabelLATUDA is a psychotropic agent belonging to the chemical class of benzoisothiazol derivatives. Its chemical name is (3aR,4S,7R,7aS)-2-{(1R,2R)-2-[4-(1,2-benzisothiazol-3-yl)piperazin-1-ylmethyl] cyclohexylmethyl}hexahydro-4,7-methano-2H-isoindole-1,3...
    Active IngredientLurasidone hydrochloride
    Dosage FormTablet
    RouteOral
    Strength120mg; 60mg; 80mg; 40mg; 20mg
    Market StatusPrescription
    CompanySunovion Pharms

    2 of 2  
    Drug NameLatuda
    PubMed HealthLurasidone (By mouth)
    Drug ClassesAntipsychotic, Central Nervous System Agent
    Drug LabelLATUDA is a psychotropic agent belonging to the chemical class of benzoisothiazol derivatives. Its chemical name is (3aR,4S,7R,7aS)-2-{(1R,2R)-2-[4-(1,2-benzisothiazol-3-yl)piperazin-1-ylmethyl] cyclohexylmethyl}hexahydro-4,7-methano-2H-isoindole-1,3...
    Active IngredientLurasidone hydrochloride
    Dosage FormTablet
    RouteOral
    Strength120mg; 60mg; 80mg; 40mg; 20mg
    Market StatusPrescription
    CompanySunovion Pharms

    4.2 Drug Indication

    Treatment of schizophrenia in adults aged 18 years and over.

    Treatment of schizophrenia

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Adrenergic alpha-2 Receptor Antagonists

    Drugs that bind to and block the activation of ADRENERGIC ALPHA-2 RECEPTORS. (See all compounds classified as Adrenergic alpha-2 Receptor Antagonists.)

    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.)

    Dopamine D2 Receptor Antagonists

    Compounds and drugs that bind to and inhibit or block the activation of DOPAMINE D2 RECEPTORS. (See all compounds classified as Dopamine D2 Receptor Antagonists.)

    Serotonin 5-HT2 Receptor Antagonists

    Drugs that bind to but do not activate SEROTONIN 5-HT2 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT2 RECEPTOR AGONISTS. Included under this heading are antagonists for one or more specific 5-HT2 receptor subtypes. (See all compounds classified as Serotonin 5-HT2 Receptor Antagonists.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Atypical Antipsychotic [EPC]
    5.3 ATC Code

    N05AE05

    API Reference Price

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    07-Jan-2021
    30-Nov-2024
    KGS
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