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    Chemistry

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    Also known as: 521-78-8, Trimipramine maleate salt, Surmontil maleate, Trimipramine (maleate), Trimipramine maleate, bp, Trimipramine hydrogen maleate
    Molecular Formula
    C24H30N2O4
    Molecular Weight
    410.5  g/mol
    InChI Key
    YDGHCKHAXOUQOS-BTJKTKAUSA-N
    FDA UNII
    I412286V22
    Trimipramine
    Tricyclic antidepressant similar to IMIPRAMINE, but with more antihistaminic and sedative properties.
    1 2D Structure

    Trimipramine

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (Z)-but-2-enedioic acid;3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N,2-trimethylpropan-1-amine
    2.1.2 InChI
    InChI=1S/C20H26N2.C4H4O4/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22;5-3(6)1-2-4(7)8/h4-11,16H,12-15H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
    2.1.3 InChI Key
    YDGHCKHAXOUQOS-BTJKTKAUSA-N
    2.1.4 Canonical SMILES
    CC(CN1C2=CC=CC=C2CCC3=CC=CC=C31)CN(C)C.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    CC(CN1C2=CC=CC=C2CCC3=CC=CC=C31)CN(C)C.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    I412286V22
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 10,11 Dihydro-n,n,beta-trimethyl-5h-dibenz(b,f)azepine-5-propanamine

    2. Apo Trimip

    3. Apo-trimip

    4. Apotrimip

    5. Beta, Trimipramin

    6. Eldoral

    7. Herphonal

    8. Novo Tripramine

    9. Novo-tripramine

    10. Novotripramine

    11. Nu Trimipramine

    12. Nu-trimipramine

    13. Nutrimipramine

    14. Rhotrimine

    15. Stangyl

    16. Surmontil

    17. Surmontil Maleate

    18. Trimeprimine

    19. Trimidura

    20. Trimineurin

    21. Trimineurin Maleate

    22. Trimipramin Azu

    23. Trimipramin Beta

    24. Trimipramin Neurazpharm

    25. Trimipramin Stada

    26. Trimipramin-neurazpharm

    27. Trimipramine

    28. Trimipramine Maleate (1:1)

    29. Trimipramine Maleate (1:1), (+)-isomer

    30. Trimipramine Maleate (1:1), (+-)-isomer

    31. Trimipramine Maleate (1:1), (-)-isomer

    32. Trimipramine Mesylate

    33. Trimipramine Monohydrochloride

    34. Trimipramine, (+-)-isomer

    35. Trimipramine, (-)-isomer

    36. Trimipraminneurazpharm

    2.3.2 Depositor-Supplied Synonyms

    1. 521-78-8

    2. Trimipramine Maleate Salt

    3. Surmontil Maleate

    4. Trimipramine (maleate)

    5. Trimipramine Maleate, Bp

    6. Trimipramine Hydrogen Maleate

    7. Stangyl

    8. (+)-trimipramine Maleate

    9. (-)-trimipramine Maleate

    10. Nsc-758386

    11. Trimipramine Maleate, (+)-

    12. Trimipramine Maleate, (-)-

    13. 138283-61-1

    14. 5-(3-(dimethylamino)-2-methylpropyl)-10,11-dihydro-5h-dibenz(b,f)azepine Maleate (1:1)

    15. 269k6498ld

    16. D28e1043w5

    17. Trimeprimine Maleate

    18. I412286v22

    19. Trimeprimine Monomaleate

    20. Dsstox_cid_25315

    21. Dsstox_rid_80796

    22. Trimipramini Maleas

    23. Dsstox_gsid_45315

    24. (z)-but-2-enedioic Acid;3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n,n,2-trimethylpropan-1-amine

    25. 138283-60-0

    26. Trimipramium Maleinicum

    27. Trimipramine Acid Maleate

    28. Chebi:35030

    29. 10,11-dihydro-n,n,beta-trimethyl-5h-dibenz(b,f)azepine-5-propanamine (z)-2-butenedioate (1:1)

    30. Sr-01000076152

    31. Einecs 208-318-3

    32. Unii-269k6498ld

    33. Trimipraminemaleate

    34. Surmontil (tn)

    35. Prestwick_1022

    36. Trimipramine Maleate [usan:usp:jan]

    37. Trimipraminhydrogenmaleat

    38. 3-(10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n,2-trimethylpropan-1-amine Maleate

    39. Ncgc00016483-01

    40. Cas-521-78-8

    41. Schembl41289

    42. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (z)-2-butenedioate (1:1)

    43. Mls001056765

    44. Spectrum1503117

    45. Chembl1200948

    46. Dtxsid2045315

    47. Unii-d28e1043w5

    48. Hms500e15

    49. Trimipramine Maleate (jan/usp)

    50. Trimipramine Maleate [mi]

    51. Hms1570b13

    52. Hms1922g07

    53. Hms2092l08

    54. Hms2097b13

    55. Hms2233h17

    56. Hms3263h13

    57. Hms3714b13

    58. Pharmakon1600-01503117

    59. Trimipramine Maleate [jan]

    60. Unii-i412286v22

    61. Trimipramine Maleate [usan]

    62. Hy-b1213

    63. Trimipramine For Peak Identification

    64. Tox21_110449

    65. Tox21_501156

    66. Trimipramine Maleate [vandf]

    67. Ccg-39308

    68. Nsc758386

    69. Trimipramine Maleate [mart.]

    70. Trimipramine Maleate [usp-rs]

    71. Trimipramine Maleate [who-dd]

    72. Akos026750012

    73. Tox21_110449_1

    74. Cs-4840

    75. Lp01156

    76. Nsc 758386

    77. 5h-dibenz(b,f)azepine, 10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)-, Maleate (1:1)

    78. Ncgc00016013-06

    79. Ncgc00094418-01

    80. Ncgc00094418-02

    81. Ncgc00094418-03

    82. Ncgc00094418-04

    83. Ncgc00094418-05

    84. Ncgc00261841-01

    85. 1217260-65-5

    86. Bs-17213

    87. Smr000326720

    88. Trimipramine Maleate [orange Book]

    89. Trimipramine Maleate [ep Monograph]

    90. Trimipramine Maleate [usp Monograph]

    91. Eu-0101156

    92. Sw197096-3

    93. D02408

    94. T 3146

    95. Sr-01000076152-1

    96. Sr-01000076152-4

    97. Sr-01000076152-6

    98. Q27116374

    99. Trimipramine Maleate 1.0 Mg/ml In Methanol (as Free Base)

    100. 10,11-dihydro-n,n,beta-trimethyl-5h-dibenz[b,f]azepine-5-propanamine(2z)-2-butenedioate

    101. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (+)-, (2z)-2-butenedioate (1:1)

    102. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (+)-, (z)-2-butenedioate (1:1)

    103. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (-)-, (2z)-2-butenedioate (1:1)

    104. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (-)-, (z)-2-butenedioate (1:1)

    105. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, (z)-2-butenedioate (1:1)

    106. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (+)-, (2z)-2-butenedioate (1:1)

    107. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (+)-, (z)-2-butenedioate (1:1)

    108. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (-)-, (2z)-2-butenedioate (1:1)

    109. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (-)-, (z)-2-butenedioate (1:1)

    110. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,beta-trimethyl-, (2z)-2-butenedioate (1:1)

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 410.5 g/mol
    Molecular Formula C24H30N2O4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count6
    Exact Mass410.22055744 g/mol
    Monoisotopic Mass410.22055744 g/mol
    Topological Polar Surface Area81.1 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity436
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameSurmontil
    PubMed HealthTrimipramine (By mouth)
    Drug ClassesAntidepreant
    Drug LabelSURMONTIL (trimipramine maleate) is 5-(3-dimethylamino-2-methylpropyl)-10,11-dihydro-5H-dibenz (b,f) azepine acid maleate (racemic form). Molecular Formula: C20H26N2 C4H4O4 Molecular Weight: 410.5SURMONTIL capsules contain trimipramine maleate eq...
    Active IngredientTrimipramine maleate
    Dosage FormCapsule
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 25mg base
    Market StatusPrescription
    CompanyOdyey Pharms

    2 of 4  
    Drug NameTrimipramine maleate
    Drug LabelTrimipramine maleate is 5-(3-dimethylamino-2-methylpropyl)-10, 11-dihydro-5H-dibenz (b,f) azepine acid maleate (racemic form). Molecular Formula: C20H26N2 C4H4O4 Molecular Weight: 410.5Trimipramine maleate capsules contain tr...
    Active IngredientTrimipramine maleate
    Dosage FormCapsule
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 25mg base
    Market StatusPrescription
    CompanyMikah Pharma

    3 of 4  
    Drug NameSurmontil
    PubMed HealthTrimipramine (By mouth)
    Drug ClassesAntidepreant
    Drug LabelSURMONTIL (trimipramine maleate) is 5-(3-dimethylamino-2-methylpropyl)-10,11-dihydro-5H-dibenz (b,f) azepine acid maleate (racemic form). Molecular Formula: C20H26N2 C4H4O4 Molecular Weight: 410.5SURMONTIL capsules contain trimipramine maleate eq...
    Active IngredientTrimipramine maleate
    Dosage FormCapsule
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 25mg base
    Market StatusPrescription
    CompanyOdyey Pharms

    4 of 4  
    Drug NameTrimipramine maleate
    Drug LabelTrimipramine maleate is 5-(3-dimethylamino-2-methylpropyl)-10, 11-dihydro-5H-dibenz (b,f) azepine acid maleate (racemic form). Molecular Formula: C20H26N2 C4H4O4 Molecular Weight: 410.5Trimipramine maleate capsules contain tr...
    Active IngredientTrimipramine maleate
    Dosage FormCapsule
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 25mg base
    Market StatusPrescription
    CompanyMikah Pharma

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antidepressive Agents, Tricyclic

    Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However, the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system. (See all compounds classified as Antidepressive Agents, Tricyclic.)

    Adrenergic Uptake Inhibitors

    Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. (See all compounds classified as Adrenergic Uptake Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Tricyclic Antidepressant [EPC]

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    DOSAGE - CAPSULE;ORAL - EQ 100MG BASE **Feder...DOSAGE - CAPSULE;ORAL - EQ 100MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 16792

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    DOSAGE - CAPSULE;ORAL - EQ 25MG BASE **Federa...DOSAGE - CAPSULE;ORAL - EQ 25MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 16792

    read-more

    DOSAGE - CAPSULE;ORAL - EQ 50MG BASE **Federa...DOSAGE - CAPSULE;ORAL - EQ 50MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 16792

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