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    Minaprine

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    PharmaCompass
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    2D Structure
    Also known as: Cantor, 25905-77-5, Minaprinum, Minaprina, Minaprinum [inn-latin], Minaprina [inn-spanish]
    Molecular Formula
    C17H22N4O
    Molecular Weight
    298.4  g/mol
    InChI Key
    LDMWSLGGVTVJPG-UHFFFAOYSA-N
    FDA UNII
    00U7GX0NLM
    Minaprine is a psychotropic drug which has proved to be effective in the treatment of various depressive states. Like most antidepressants minaprine antagonizes behavioral despair. Minaprine is an amino-phenylpyridazine antidepressant reported to be relatively free of cardiotoxicity, drowsiness, and weight gain.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-methyl-N-(2-morpholin-4-ylethyl)-6-phenylpyridazin-3-amine
    2.1.2 InChI
    InChI=1S/C17H22N4O/c1-14-13-16(15-5-3-2-4-6-15)19-20-17(14)18-7-8-21-9-11-22-12-10-21/h2-6,13H,7-12H2,1H3,(H,18,20)
    2.1.3 InChI Key
    LDMWSLGGVTVJPG-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=CC(=NN=C1NCCN2CCOCC2)C3=CC=CC=C3
    2.2 Other Identifiers
    2.2.1 UNII
    00U7GX0NLM
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3-(2-morpholino-ethylamino)-4-methyl-6-phenyl Pyridazine, Dihydrochloride

    2. 3-(morpholinoethyl)amino-4-methyl-6-phenylpyridazine

    3. Agr 1240

    4. Cantor

    5. Minaprine Dihydrochloride

    6. Minaprine Hydrochloride

    2.3.2 Depositor-Supplied Synonyms

    1. Cantor

    2. 25905-77-5

    3. Minaprinum

    4. Minaprina

    5. Minaprinum [inn-latin]

    6. Minaprina [inn-spanish]

    7. Agr 1240

    8. N-(4-methyl-6-phenyl-3-pyridazinyl)-4-morpholineethanamine

    9. 4-morpholineethanamine, N-(4-methyl-6-phenyl-3-pyridazinyl)-

    10. 4-(2-((4-methyl-6-phenyl-3-pyridazinyl)amino)ethyl)morpholine

    11. 4-methyl-3-(2-morpholinoethylamino)-6-phenylpyridazin

    12. Agr-1240

    13. 4-methyl-n-(2-morpholin-4-ylethyl)-6-phenylpyridazin-3-amine

    14. 00u7gx0nlm

    15. Cb-30038

    16. 4-methyl-n-(2-morpholinoethyl)-6-phenylpyridazin-3-amine

    17. Chembl278819

    18. Chebi:51038

    19. 25905-77-5 (free Base)

    20. Brantur

    21. 4-methyl-n-[2-(morpholin-4-yl)ethyl]-6-phenylpyridazin-3-amine

    22. 4-[2-[(4-methyl-6-phenyl-3-pyridazinyl)amino]ethyl]morpholine

    23. Minaprin Dihydrochloride

    24. Chembl536932

    25. Cantor (tn)

    26. Cb 30038

    27. Minaprine (usan/inn)

    28. Einecs 247-329-8

    29. Cas-25953-17-7

    30. Unii-00u7gx0nlm

    31. Minaprine [usan:inn:ban]

    32. Spectrum_001334

    33. Minaprine [inn]

    34. Minaprine [mi]

    35. Minaprine [usan]

    36. Prestwick0_000066

    37. Prestwick1_000066

    38. Prestwick2_000066

    39. Prestwick3_000066

    40. Spectrum2_001407

    41. Spectrum3_001445

    42. Spectrum4_000418

    43. Spectrum5_001593

    44. Minaprine [who-dd]

    45. Schembl49371

    46. Bspbio_000251

    47. Bspbio_002909

    48. Kbiogr_000716

    49. Kbioss_001814

    50. Divk1c_000063

    51. Spbio_001454

    52. Spbio_002172

    53. Bpbio1_000277

    54. Dtxsid5048477

    55. Kbio1_000063

    56. Kbio2_001814

    57. Kbio2_004382

    58. Kbio2_006950

    59. Kbio3_002409

    60. Ninds_000063

    61. Hy-b0884

    62. (r)-benzyl2-oxooxetan-3-ylcarbamate

    63. Bdbm50074289

    64. Zinc19796082

    65. Akos024287006

    66. Cs-4346

    67. Db00805

    68. Idi1_000063

    69. Ncgc00016795-01

    70. Ncgc00016795-02

    71. Ncgc00016795-03

    72. Ncgc00016795-04

    73. Sbi-0051647.p002

    74. Db-046791

    75. Ab00053599

    76. Ft-0630519

    77. D05039

    78. Ab00053599_13

    79. L001202

    80. Q6863173

    81. Brd-k02867583-300-05-5

    82. Brd-k02867583-300-06-3

    83. 3-(2-morpholinoethylamino)-4-methyl-6-phenylpyridazine

    84. 4-methyl-n-[2-(4-morpholinyl)ethyl]-6-phenyl-3-pyridazinamine #

    85. (4-methyl-6-phenyl-pyridazin-3-yl)-(2-morpholin-4-yl-ethyl)-amine; Hydrochloride

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 298.4 g/mol
    Molecular Formula C17H22N4O
    XLogP32
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count5
    Exact Mass298.17936134 g/mol
    Monoisotopic Mass298.17936134 g/mol
    Topological Polar Surface Area50.3 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity316
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    For the treatment of depression

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Minaprine is an amino-phenylpyridazine antidepressant reported to be relatively free of cardiotoxicity, drowsiness, and weight gain. Similar to other antidepressant treatments, minaprine attenuates the beta-adrenergic receptor function. Studies have also shown that minaprine improves memory consolidation and that repeated drug administration leads to potentiation of this effect. Moreover, the effects of minaprine on memory consolidation are related to its dopaminergic action.

    5.2 MeSH Pharmacological Classification

    Antidepressive Agents

    Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems. (See all compounds classified as Antidepressive Agents.)

    5.3 ATC Code

    N - Nervous system

    N06 - Psychoanaleptics

    N06A - Antidepressants

    N06AX - Other antidepressants

    N06AX07 - Minaprine

    5.4 Metabolism/Metabolites

    Hepatic. Cytochrome P4502D is responsible for the 4-hydroxylation of minaprine to 4-hydroxyminaprine.

    Minaprine has known human metabolites that include 4-Hydroxyminaprine.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

    5.5 Mechanism of Action

    Minaprine binds to serotonin type 2 receptors and to dopamine D1 and D2 type receptors. It also binds to the serotonin reuptake pump. Therefore, minaprine blocks the reuptake of both dopamine and serotonin. It is also, to a slight degree, cholinomimetic. Thus it may exhibit both mood-brightening and nootropic properties. It also acts as a reversible inhibitor of MAO-A (RIMA).It has also been found to inhibit acetylcholinesterase.