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    Desipramine Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 58-28-6, Norpramin, Desipramine hcl, Pertofrane, Pertofran, Dmi hydrochloride
    Molecular Formula
    C18H23ClN2
    Molecular Weight
    302.8  g/mol
    InChI Key
    XAEWZDYWZHIUCT-UHFFFAOYSA-N
    FDA UNII
    1Y58DO4MY1
    A tricyclic dibenzazepine compound that potentiates neurotransmission. Desipramine selectively blocks reuptake of norepinephrine from the neural synapse, and also appears to impair serotonin transport. This compound also possesses minor anticholinergic activity, through its affinity to muscarinic receptors.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-methylpropan-1-amine;hydrochloride
    2.1.2 InChI
    InChI=1S/C18H22N2.ClH/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20;/h2-5,7-10,19H,6,11-14H2,1H3;1H
    2.1.3 InChI Key
    XAEWZDYWZHIUCT-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CNCCCN1C2=CC=CC=C2CCC3=CC=CC=C31.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    1Y58DO4MY1
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Apo Desipramine

    2. Apo-desipramine

    3. Demethylimipramine

    4. Desipramine

    5. Desmethylimipramine

    6. Hydrochloride, Desipramine

    7. Norpramin

    8. Novo Desipramine

    9. Novo-desipramine

    10. Nu Desipramine

    11. Nu-desipramine

    12. Pertofran

    13. Pertofrane

    14. Pertrofran

    15. Petylyl

    16. Pms Desipramine

    17. Pms-desipramine

    18. Ratio Desipramine

    19. Ratio-desipramine

    2.3.2 Depositor-Supplied Synonyms

    1. 58-28-6

    2. Norpramin

    3. Desipramine Hcl

    4. Pertofrane

    5. Pertofran

    6. Dmi Hydrochloride

    7. Norpolake

    8. Nortimil

    9. Desmethylimipramine Chloride

    10. Nsc-114901

    11. Desipramine Monohydrochloride

    12. Rmi 9,384a

    13. Demethylimipramine Hydrochloride

    14. Imipraminedemethyl Hydrochloride

    15. Desmethylimipramine Hydrochloride

    16. Ex 4355

    17. Desmethylimipramine Monohydrochloride

    18. G-35020

    19. Jb-8181

    20. Desimipramine, Hydrochloride

    21. Jb 8181

    22. N-(gamma-methylaminopropyl)iminodibenzyl Hydrochloride

    23. G 35020

    24. Ex-4355

    25. 58-28-6 (hcl)

    26. 10,11-dihydro-5-(3-(methylamino)propyl)-5h-dibenz(b,f)azepine Monohydrochloride

    27. Mls000028418

    28. 1y58do4my1

    29. Chebi:4449

    30. Rmi-9384a

    31. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n-methyl-, Monohydrochloride

    32. Gmi

    33. Pertofrin

    34. Petylyl

    35. Smr000036827

    36. 10,11-dihydro-5-(3-(methylamino)propyl)-5h-dibenz(b,f)azepine Hydrochloride

    37. Dsstox_cid_26942

    38. Dsstox_rid_82024

    39. Dsstox_gsid_46942

    40. 3-(10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n-methylpropan-1-amine Hydrochloride

    41. [3-(10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)propyl]methylamine Hydrochloride

    42. 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n-methylpropan-1-amine;hydrochloride

    43. Cas-58-28-6

    44. Sr-01000003060

    45. Ncgc00015340-02

    46. Einecs 200-373-1

    47. Nsc 114901

    48. Iren

    49. Unii-1y58do4my1

    50. Pertrofan

    51. Norpramin (tn)

    52. Prestwick_706

    53. Mfcd00058108

    54. Desipramin Hydrochloride

    55. Cpd000036827

    56. Desipramine Hydrochloride [usan:usp:jan]

    57. Opera_id_943

    58. Epitope Id:224551

    59. 10,f]azepine Hydrochloride

    60. 5h-dibenz(b,f)azepine, 10,11-dihydro-5-(3-(methylamino)propyl)-, Hydrochloride

    61. Chembl1696

    62. Schembl41992

    63. Mls000038088

    64. Mls001056757

    65. Mls002222246

    66. Mls002548871

    67. Spectrum1500227

    68. Regid_for_cid_65327

    69. 10,f]azepine Monohydrochloride

    70. Desmethylimipramine-hydrochloride

    71. Dtxsid9046942

    72. Hms1569e07

    73. Hms1920c22

    74. Pharmakon1600-01500227

    75. Bcp29731

    76. Ex-a3768

    77. Hy-b1272

    78. Tox21_110129

    79. Tox21_500358

    80. Ccg-38909

    81. Desipramine Hydrochloride (jan/usp)

    82. Nsc114901

    83. Nsc756719

    84. S5485

    85. Desipramine Hydrochloride [mi]

    86. Akos015994722

    87. Tox21_110129_1

    88. Cs-8201

    89. Desipramine Hydrochloride [jan]

    90. Ks-1296

    91. Lp00358

    92. Nc00681

    93. Nsc-756719

    94. 5h-dibenz(b,f)azepine, 10,11-dihydro-5-(3-(methylamino)propyl)-, Monohydrochloride

    95. 5h-dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-n-methyl-,monohydrochloride

    96. Desipramine Hydrochloride [usan]

    97. Desipramine Hydrochloride [mart.]

    98. Desipramine Hydrochloride [vandf]

    99. Ncgc00015340-14

    100. Ncgc00093794-01

    101. Ncgc00093794-02

    102. Ncgc00093794-03

    103. Ncgc00093794-04

    104. Ncgc00093794-05

    105. Ncgc00261043-01

    106. Ac-33180

    107. Desipramine Hydrochloride [usp-rs]

    108. Desipramine Hydrochloride [who-dd]

    109. Db-053177

    110. Wln: T C676 Bn&t&j B3m1 &gh

    111. B7261

    112. Eu-0100358

    113. Ft-0603109

    114. Ft-0666023

    115. D 3900

    116. D00812

    117. Desipramine Hydrochloride [ep Monograph]

    118. Desipramine Hydrochloride [orange Book]

    119. Desipramine Hydrochloride [usp Monograph]

    120. 5-(4-isopropoxyphenyl)-5-oxopentanoicacid

    121. Desipramine Hydrochloride, >=98% (tlc), Powder

    122. Sr-01000003060-2

    123. Sr-01000003060-8

    124. Q27106387

    125. N-(.gamma.-methylaminopropyl)iminodibenzyl Hydrochloride

    126. 5h-dibenz[b, 10,11-dihydro-n-methyl-, Monohydrochloride

    127. 5-(3-methylaminopropyl)-5h-dibenz[b,f]azepine Hydrochloride

    128. Desipramine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    129. 5h-dibenz[b, 10,11-dihydro-5-[3-(methylamino)propyl]-, Hydrochloride

    130. 5h-dibenz[b, 10,11-dihydro-5-[3-(methylamino)propyl]-, Monohydrochloride

    131. Desipramine Hydrochloride Solution, Drug Standard, 1.0 Mg/ml In Methanol

    132. Desipramine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    133. 10,11-dihydro-n-methyl-5h-dibenz[b,f]azepine-5-propanamine Monohydrochloride

    134. 10-11-dihydro-n-methyl-5h-dibenz(z)[b,f]azepine-5-propanamine Hydrochloride

    135. 5h-dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-n-methyl-,monohcl

    136. Desipramine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    137. Desipramine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

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

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 302.8 g/mol
    Molecular Formula C18H23ClN2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count4
    Exact Mass302.1549764 g/mol
    Monoisotopic Mass302.1549764 g/mol
    Topological Polar Surface Area15.3 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity267
    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 Information
    1 of 4  
    Drug NameDesipramine hydrochloride
    PubMed HealthDesipramine (By mouth)
    Drug ClassesAntidepressant, CNS Stimulant
    Drug LabelNORPRAMIN (desipramine hydrochloride USP) is an antidepressant drug of the tricyclic type, and is chemically: 5H-Dibenz[b]azepine-5-propanamine,10,11-dihydro-N-methyl-, monohydrochloride....
    Active IngredientDesipramine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength75mg; 100mg; 25mg; 50mg; 10mg; 150mg
    Market StatusPrescription
    CompanyActavis Elizabeth; Sandoz

    2 of 4  
    Drug NameNorpramin
    Drug LabelNORPRAMIN (desipramine hydrochloride USP) is an antidepressant drug of the tricyclic type, and is chemically: 5H-Dibenz[b]azepine-5-propanamine,10,11-dihydro-N-methyl-, monohydrochloride....
    Active IngredientDesipramine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength25mg; 150mg; 75mg; 100mg; 50mg; 10mg
    Market StatusPrescription
    CompanySanofi Aventis Us

    3 of 4  
    Drug NameDesipramine hydrochloride
    PubMed HealthDesipramine (By mouth)
    Drug ClassesAntidepressant, CNS Stimulant
    Drug LabelNORPRAMIN (desipramine hydrochloride USP) is an antidepressant drug of the tricyclic type, and is chemically: 5H-Dibenz[b]azepine-5-propanamine,10,11-dihydro-N-methyl-, monohydrochloride....
    Active IngredientDesipramine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength75mg; 100mg; 25mg; 50mg; 10mg; 150mg
    Market StatusPrescription
    CompanyActavis Elizabeth; Sandoz

    4 of 4  
    Drug NameNorpramin
    Drug LabelNORPRAMIN (desipramine hydrochloride USP) is an antidepressant drug of the tricyclic type, and is chemically: 5H-Dibenz[b]azepine-5-propanamine,10,11-dihydro-N-methyl-, monohydrochloride....
    Active IngredientDesipramine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength25mg; 150mg; 75mg; 100mg; 50mg; 10mg
    Market StatusPrescription
    CompanySanofi Aventis Us

    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.)

    Enzyme Inhibitors

    Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

    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]