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    Chemistry

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    Also known as: 15622-65-8, Moban, Molindone hcl, Molindone (hydrochloride), En-1733a, Lidone
    Molecular Formula
    C16H25ClN2O2
    Molecular Weight
    312.83  g/mol
    InChI Key
    GQWNECFJGBQMBO-UHFFFAOYSA-N
    FDA UNII
    1DWS68PNE6
    Molindone
    An indole derivative effective in schizophrenia and other psychoses and possibly useful in the treatment of the aggressive type of undersocialized conduct disorder. Molindone has much lower affinity for D2 receptors than most antipsychotic agents and has a relatively low affinity for D1 receptors. It has only low to moderate affinity for cholinergic and alpha-adrenergic receptors. Some electrophysiologic data from animals indicate that molindone has certain characteristics that resemble those of CLOZAPINE. (From AMA Drug Evaluations Annual, 1994, p283)
    1 2D Structure

    Molindone

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-ethyl-2-methyl-5-(morpholin-4-ylmethyl)-1,5,6,7-tetrahydroindol-4-one;hydrochloride
    2.1.2 InChI
    InChI=1S/C16H24N2O2.ClH/c1-3-13-11(2)17-14-5-4-12(16(19)15(13)14)10-18-6-8-20-9-7-18;/h12,17H,3-10H2,1-2H3;1H
    2.1.3 InChI Key
    GQWNECFJGBQMBO-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCC1=C(NC2=C1C(=O)C(CC2)CN3CCOCC3)C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    1DWS68PNE6
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hydrochloride, Molindone

    2. Moban

    3. Molindone

    4. Molindone Monohydrochloride

    5. Monohydrochloride, Molindone

    2.3.2 Depositor-Supplied Synonyms

    1. 15622-65-8

    2. Moban

    3. Molindone Hcl

    4. Molindone (hydrochloride)

    5. En-1733a

    6. Lidone

    7. 3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-4h-indol-4-one Hydrochloride

    8. 1dws68pne6

    9. 4h-indol-4-one, 3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-, Monohydrochloride

    10. Indol-4(5h)-one, 3-ethyl-6,7-dihydro-2-methyl-5-(morpholinomethyl)-, Monohydrochloride

    11. 3-ethyl-6,7-dihydro-2-methyl-5-(morpholinomethyl)indol-4(5h)-one Monohydrochloride

    12. Dsstox_cid_25417

    13. Dsstox_rid_80866

    14. Dsstox_gsid_45417

    15. Smr000499578

    16. Unii-1dws68pne6

    17. Molindone Hydrochloride [usan]

    18. 3-ethyl-2-methyl-5-(4-morpholin-4-iumylmethyl)-1,5,6,7-tetrahydroindol-4-one Chloride; 3-ethyl-6,7-dihydro-2-methyl-5-(morpholinomethyl)indol-4(5h)-one Monohydrochloride; 3-ethyl-6,7-dihydro-2-methyl-5-morpholinomethylindol-4(5h)-one Hydrochloride;3-ethyl

    19. En 1733a

    20. Molindone Hydrochloride [usan:usp]

    21. En 1733 A

    22. Mfcd01718304

    23. Molindonehydrochloride

    24. Moban (tn)

    25. Ncgc00016717-01

    26. Cas-15622-65-8

    27. Schembl41018

    28. Mls001076677

    29. Mls001333061

    30. Mls001333062

    31. Mls002222311

    32. Molindone Hydrochloride (usp)

    33. Chebi:6966

    34. Chembl1200419

    35. Dtxsid5045417

    36. Hms1571o11

    37. Hms3750c03

    38. Bcp09555

    39. Hy-b1017

    40. Tox21_110579

    41. Tox21_500665

    42. S5481

    43. 3-ethyl-6,7-dihydro-2-methyl-5-morpholinomethylindol-4(5h)-one Hydrochloride

    44. Akos025401596

    45. Tox21_110579_1

    46. Ccg-213599

    47. Cs-4531

    48. Lp00665

    49. Molindone Hydrochloride [mart.]

    50. Molindone Hydrochloride [vandf]

    51. Nc00658

    52. 3-ethyl-2-methyl-5-(morpholin-4-ylmethyl)-1,5,6,7-tetrahydroindol-4-one;hydrochloride

    53. Molindone Hydrochloride [usp-rs]

    54. Molindone Hydrochloride [who-dd]

    55. Ncgc00094027-01

    56. Ncgc00162218-05

    57. Ncgc00261350-01

    58. Ac-22611

    59. As-13875

    60. Eu-0100665

    61. Ft-0672453

    62. M2252

    63. Molindone Hydrochloride [orange Book]

    64. En300-51039

    65. Molindone Hydrochloride [usp Impurity]

    66. D00796

    67. Molindone Hydrochloride [usp Monograph]

    68. T71854

    69. Molindone Hydrochloride, >=98% (hplc), Solid

    70. A849952

    71. Sr-01000765437

    72. J-009287

    73. Sr-01000765437-3

    74. Q27252301

    75. Molindone Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    76. 3-ethyl-2-methyl-5-(morpholinomethyl)-6,7-dihydro-1h-indol-4(5h)-one Hydrochloride

    77. 3-ethyl-2-methyl-5-morpholin-4-ylmethyl-1,5,6,7-tetrahydro-indol-4-one Hydrochloride

    78. 3-ethyl-6,7-dihydro-2-methyl-5-(morpholinomethyl)-1h-indol-4(5h)-one Hydrochloride

    79. 4h-indol-4-one, 3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-, Hydrochloride (1:1)

    80. 4h-indol-4-one,3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-,hydrochloride(1:1)

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 312.83 g/mol
    Molecular Formula C16H25ClN2O2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass312.1604557 g/mol
    Monoisotopic Mass312.1604557 g/mol
    Topological Polar Surface Area45.3 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity354
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 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.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Typical Antipsychotic [EPC]

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