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    Technical details about Nortriptyline, learn more about the structure, uses, toxicity, action, side effects and more

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    Nortriptyline

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    2D Structure
    Also known as: 894-71-3, Nortriptyline hcl, Pamelor, Desmethylamitriptyline hydrochloride, Allegron, Acetexa
    Molecular Formula
    C19H22ClN
    Molecular Weight
    299.8  g/mol
    InChI Key
    SHAYBENGXDALFF-UHFFFAOYSA-N
    FDA UNII
    00FN6IH15D
    A metabolite of AMITRIPTYLINE that is also used as an antidepressive agent. Nortriptyline is used in major depression, dysthymia, and atypical depressions.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-methyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine;hydrochloride
    2.1.2 InChI
    InChI=1S/C19H21N.ClH/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19;/h2-5,7-11,20H,6,12-14H2,1H3;1H
    2.1.3 InChI Key
    SHAYBENGXDALFF-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CNCCC=C1C2=CC=CC=C2CCC3=CC=CC=C31.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    00FN6IH15D
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Allegron

    2. Apo Nortriptyline

    3. Apo-nortriptyline

    4. Aventyl

    5. Desitriptyline

    6. Desmethylamitriptylin

    7. Gen Nortriptyline

    8. Gen-nortriptyline

    9. Hydrochloride, Nortriptyline

    10. Norfenazin

    11. Nortrilen

    12. Nortriptyline

    13. Novo Nortriptyline

    14. Novo-nortriptyline

    15. Nu Nortriptyline

    16. Nu-nortriptyline

    17. Pamelor

    18. Paxtibi

    19. Pms Nortriptyline

    20. Pms-nortriptyline

    21. Ratio Nortriptyline

    22. Ratio-nortriptyline

    2.3.2 Depositor-Supplied Synonyms

    1. 894-71-3

    2. Nortriptyline Hcl

    3. Pamelor

    4. Desmethylamitriptyline Hydrochloride

    5. Allegron

    6. Acetexa

    7. Altilev

    8. Nortriptyline (hydrochloride)

    9. Nortrilen

    10. Aventyl Hydrochloride

    11. Sensival

    12. Vividyl

    13. Aventyl Allegron

    14. Ateben Hydrochloride

    15. Nortab Hydrochloride

    16. Psychostyl

    17. Nortriptylin Hydrochloride

    18. Lilly 38489

    19. Noramitriptyline Hydrochloride

    20. Nortriptyline Monohydrochloride

    21. Nsc-169453

    22. 3-(10,11-dihydro-5h-dibenzo[a,d]cyclohepten-5-ylidene)-n-methyl-1-propanamine Hydrochloride

    23. Mls000069673

    24. 00fn6ih15d

    25. N 7048

    26. Smr000058486

    27. Pamelor Hydrochloride

    28. 1-propanamine, 3-(10,11-dihydro-5h-dibenzo(a,d)cyclohepten-5-ylidene)-n-methyl-, Hydrochloride

    29. Nortriptylene Hydrochloride

    30. Norzepine

    31. 3-(10,11-dihydro-5h-dibenzo[a,d][7]annulen-5-ylidene)-n-methylpropan-1-amine Hydrochloride

    32. Wln: L C676 By&t&j Bu3m1 &gh

    33. Nsc78248

    34. Nortriptylinehydrochloride

    35. Nsc169453

    36. Sr-01000000223

    37. Cas-894-71-3

    38. Mfcd00058024

    39. Unii-00fn6ih15d

    40. 5-[3-(methylamino)propylidene]dibenzo[a,5]diene Hydrochloride

    41. (2)10,d]cycloheptene-.delta.5.gamma.-propylamine, Hydrochloride

    42. 5-[(3-(methylamino)propylidene]-10,d]cycloheptene Hydrochloride

    43. 5h-dibenzo[a,.gamma.-propylamine, 10,11-dihydro-n-methyl-, Hydrochloride

    44. 5h-dibenzo[a,.gamma.-propylamine, 10-11-dihydro-n-methyl-, Hydrochloride

    45. 1-propanamine,11-dihydro-5h-dibenzo[a,d]cyclohepten-5-ylidene)-n-methyl-, Hydrochloride

    46. Desitriptyline Hcl

    47. 3-(5,6-dihydrodibenzo[2,1-b:1',2'-e][7]annulen-11-ylidene)-n-methylpropan-1-amine;hydrochloride

    48. Prestwick_366

    49. Einecs 212-973-0

    50. Pamelor (tn)

    51. Nsc 78248

    52. Nsc 169453

    53. Cpd000058486

    54. Elf-101 Hydrochloride

    55. En-7048 Hydrochloride

    56. Nortriptyline Hydrochloride [usan:usp:jan]

    57. Opera_id_1915

    58. Dsstox_cid_25109

    59. Dsstox_rid_80676

    60. Dsstox_gsid_45109

    61. Schembl41329

    62. Mls001077267

    63. Mls002222206

    64. Mls006010656

    65. Chebi:7641

    66. Chembl1201156

    67. Dtxsid2045109

    68. Regid_for_cid_441358

    69. Hms1568d10

    70. Nortriptyline Hydrochloride- Bio-x

    71. Hy-b1417

    72. Nortriptyline For System Suitability

    73. Tox21_110048

    74. Tox21_500868

    75. Nsc-78248

    76. S3698

    77. 5-(3-(methylamino)propylidene)dibenzo(a,e)cyclohepta(1,5)diene Hydrochloride

    78. Akos015889095

    79. Ccg-212718

    80. Cs-4913

    81. Ks-1306

    82. Lp00868

    83. Nc00522

    84. 10,11-dihydro-5-(n-methyl-3-aminopropylidene)-5h-dibenzo[a,d]cycloheptene Hydrochloride

    85. 5-(3-methylaminopropylidene)-10,11-dihydro-5h-dibenzo(a,d)cycloheptene Hydrochloride

    86. Nortriptyline Hydrochloride [mi]

    87. Ncgc00014483-01

    88. Ncgc00094192-01

    89. Ncgc00094192-02

    90. Ncgc00261553-01

    91. Nortriptyline Hydrochloride [jan]

    92. 10,11-dihydro-n-methyl-5h-dibenzo(a,d)cycloheptene-delta(sup 5,gamma)-propylamine Hydrochloride

    93. Bn164160

    94. Nortriptyline Hydrochloride [hsdb]

    95. Nortriptyline Hydrochloride [usan]

    96. Nortriptyline Hydrochloride [mart.]

    97. Nortriptyline Hydrochloride [vandf]

    98. Nortriptyline Hydrochloride [usp-rs]

    99. Nortriptyline Hydrochloride [who-dd]

    100. Eu-0100868

    101. Ft-0673146

    102. Ft-0673147

    103. N0957

    104. Nortriptyline Hydrochloride (jp17/usp/inn)

    105. En300-26665

    106. D00816

    107. F19641

    108. N 7261

    109. Nortriptyline Hydrochloride [orange Book]

    110. Nortriptyline Hydrochloride [ep Monograph]

    111. Nortriptyline Hydrochloride [usp Monograph]

    112. Nortriptyline Hydrochloride, >=98% (tlc), Powder

    113. Sr-01000000223-2

    114. Sr-01000000223-7

    115. W-109609

    116. Q27231345

    117. Nortriptyline Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    118. Nortriptyline Hydrochloride, British Pharmacopoeia (bp) Reference Standard

    119. Nortriptyline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    120. 3-(10,11-2h-5h-dibenzo[a,d][7]annulen-5-ylidene)-n-methyl-1-propanaminium Chloride

    121. 3-(10,11-dihydro-5h-dibenzo[a,d][7]annulen-5-ylidene)-n-methylpropan-1-aminehydrochloride

    122. Nortriptyline For System Suitability, European Pharmacopoeia (ep) Reference Standard

    123. Nortriptyline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    124. 10,11-dihydro-n-methyl-5h-dibenzo(a,d)cycloheptene-d(sup5,.gamma.)-propylamine Hydrochloride

    125. 1001637-77-9

    126. 5h-dibenzo(a,d)cycloheptene-delta(sup 5),gamma-propylamine, 10-11-dihydro-n-methyl-, Hydrochloride

    127. Nortriptyline 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 299.8 g/mol
    Molecular Formula C19H22ClN
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count3
    Exact Mass299.1440774 g/mol
    Monoisotopic Mass299.1440774 g/mol
    Topological Polar Surface Area12 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity307
    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 NameNortriptyline hydrochloride
    PubMed HealthNortriptyline (By mouth)
    Drug ClassesAntidepressant
    Drug LabelNortriptyline hydrochloride is 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-, hydrochloride. The structural formula is represented below:C19H21NHCl M.W. 299.84Nortriptyline Hydrochloride Capsules USP (equivalent to 1...
    Active IngredientNortriptyline hydrochloride
    Dosage FormCapsule; Solution
    RouteOral
    Strengtheq 50mg base; eq 75mg base; eq 10mg base/5ml; eq 10mg base; eq 25mg base
    Market StatusPrescription
    CompanyTeva; Pharm Assoc; Taro; Watson Labs; Mylan

    2 of 4  
    Drug NamePamelor
    Drug LabelPamelor (nortriptyline HCl) is 1-propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d] cyclohepten-5-ylidene)-N-methyl-, hydrochloride.The structural formula is as follows:...
    Active IngredientNortriptyline hydrochloride
    Dosage FormCapsule
    RouteOral
    Strengtheq 50mg base; eq 75mg base; eq 10mg base; eq 25mg base
    Market StatusPrescription
    CompanyMallinckrodt

    3 of 4  
    Drug NameNortriptyline hydrochloride
    PubMed HealthNortriptyline (By mouth)
    Drug ClassesAntidepressant
    Drug LabelNortriptyline hydrochloride is 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-, hydrochloride. The structural formula is represented below:C19H21NHCl M.W. 299.84Nortriptyline Hydrochloride Capsules USP (equivalent to 1...
    Active IngredientNortriptyline hydrochloride
    Dosage FormCapsule; Solution
    RouteOral
    Strengtheq 50mg base; eq 75mg base; eq 10mg base/5ml; eq 10mg base; eq 25mg base
    Market StatusPrescription
    CompanyTeva; Pharm Assoc; Taro; Watson Labs; Mylan

    4 of 4  
    Drug NamePamelor
    Drug LabelPamelor (nortriptyline HCl) is 1-propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d] cyclohepten-5-ylidene)-N-methyl-, hydrochloride.The structural formula is as follows:...
    Active IngredientNortriptyline hydrochloride
    Dosage FormCapsule
    RouteOral
    Strengtheq 50mg base; eq 75mg base; eq 10mg base; eq 25mg base
    Market StatusPrescription
    CompanyMallinckrodt

    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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