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    Chemistry

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    Also known as: 1225-55-4, Protriptyline hcl, Concordin, Maximed, Protriptyline (hydrochloride), Triptyl
    Molecular Formula
    C19H22ClN
    Molecular Weight
    299.8  g/mol
    InChI Key
    OGQDIIKRQRZXJH-UHFFFAOYSA-N
    FDA UNII
    44665V00O8
    Protriptyline
    Tricyclic antidepressant similar in action and side effects to IMIPRAMINE. It may produce excitation.
    1 2D Structure

    Protriptyline

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-methyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl)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;/h2-5,7-10,12-13,19-20H,6,11,14H2,1H3;1H
    2.1.3 InChI Key
    OGQDIIKRQRZXJH-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CNCCCC1C2=CC=CC=C2C=CC3=CC=CC=C13.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    44665V00O8
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hydrochloride, Protriptyline

    2. Protriptyline

    3. Vivactil

    2.3.2 Depositor-Supplied Synonyms

    1. 1225-55-4

    2. Protriptyline Hcl

    3. Concordin

    4. Maximed

    5. Protriptyline (hydrochloride)

    6. Triptyl

    7. Triptil Hydrochloride

    8. Normethyl Ex4442

    9. Mk-240

    10. Nsc-169912

    11. Mls000069697

    12. Triptil

    13. Vivactyl

    14. 5h-dibenzo[a,d]cycloheptene-5-propanamine, N-methyl-, Hydrochloride (1:1)

    15. N-methyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl)propan-1-amine;hydrochloride

    16. Smr000058503

    17. 44665v00o8

    18. Dsstox_cid_26951

    19. Dsstox_rid_82027

    20. Dsstox_gsid_46951

    21. N-methyl-5h-dibenzo(a,d)cycloheptene-5-propylamine Hydrochloride

    22. Chebi:8598

    23. Triptil (van)

    24. 5h-dibenzo(a,d)cycloheptene-5-propanamine, N-methyl-, Hydrochloride

    25. Nsc169912

    26. Sr-01000000208

    27. Ncgc00015851-02

    28. Cas-1225-55-4

    29. N-methyl-5h-dibenzo[a,d]cycloheptene-5-propylamine Hydrochloride

    30. 3-(11h-dibenzo[2,1-b:1',2'-e][7]annulen-11-yl)-n-methylpropan-1-amine;hydrochloride

    31. Mk-240 (van)

    32. Unii-44665v00o8

    33. Protriptyline Hydrochloride [usan]

    34. Vivactil (tn)

    35. Einecs 214-956-3

    36. Nsc 169912

    37. Protriptyline Hydrochloride [usan:usp]

    38. Opera_id_812

    39. Mls001074210

    40. Mls002222305

    41. Schembl119341

    42. Chembl1200332

    43. Dtxsid8046951

    44. Protriptyline Hydrochloride (usp)

    45. Regid_for_cid_6603149

    46. Hms1570j22

    47. Pharmakon1600-01505984

    48. 5-(3-methylaminopropyl)-5h-dibenzo(a,d)cycloheptene Hydrochloride

    49. Hy-b0949

    50. Tox21_110244

    51. Tox21_500974

    52. Nsc759297

    53. S9510

    54. Akos024374984

    55. Tox21_110244_1

    56. Ccg-213590

    57. Lp00974

    58. Nsc-759297

    59. Protriptyline Hydrochloride [mi]

    60. Wln: L C676 Bhj B3m1 &gh

    61. 5h-dibenzo[a, N-methyl-, Hydrochloride

    62. Ncgc00015851-10

    63. Ncgc00094274-01

    64. Ncgc00094274-02

    65. Ncgc00261659-01

    66. Ls-14717

    67. Protriptyline Hydrochloride [mart.]

    68. Protriptyline Hydrochloride [vandf]

    69. Protriptyline Hydrochloride [usp-rs]

    70. Protriptyline Hydrochloride [who-dd]

    71. Eu-0100974

    72. D00484

    73. P 8813

    74. Protriptyline Hydrochloride [orange Book]

    75. 225p554

    76. Protriptyline Hydrochloride [usp Monograph]

    77. J-004824

    78. Protriptyline Hydrochloride, >=99% (tlc), Powder

    79. Sr-01000000208-2

    80. Sr-01000000208-7

    81. 4,4-bis(2-sulfonatostyryl)biphenyldisodiumsalt

    82. Q27108105

    83. 5-[3-(methylamino)propyl]-5h-dibenzo[a,d]cycloheptene Hydrochloride

    84. 5h-dibenzo(a,d)cycloheptene-5-propylamine, N-methyl-, Hydrochloride

    85. N-methyl-5h-dibenzo[a,d]cycloheptene-5-propanamine Hydrochloride

    86. Protriptyline Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    87. Protriptyline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    88. N-methyl-3-(2-tricyclo[9.4.0.0^{3,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl)propan-1-amine;hydrochloride

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

    2.4 Create Date
    2006-05-25
    3 Chemical and Physical Properties
    Molecular Weight 299.8 g/mol
    Molecular Formula C19H22ClN
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count4
    Exact Mass299.1440774 g/mol
    Monoisotopic Mass299.1440774 g/mol
    Topological Polar Surface Area12 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity296
    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 2  
    Drug NameProtriptyline hydrochloride
    PubMed HealthProtriptyline Hydrochloride (By mouth)
    Drug ClassesAntidepressant
    Drug LabelProtriptyline hydrochloride, USP is N-methyl-5H dibenzo[a,d]-cycloheptene-5-propanamine hydrochloride. Its structural formula is: C19H21NHCl M.W. 299.84Protriptyline hydrochloride, USP, a dibenzocycloheptene derivative, is a white to yello...
    Active IngredientProtriptyline hydrochloride
    Dosage FormTablet
    RouteOral
    Strength5mg; 10mg
    Market StatusPrescription
    CompanyEpic Pharma; Roxane; Sigmapharm Labs

    2 of 2  
    Drug NameProtriptyline hydrochloride
    PubMed HealthProtriptyline Hydrochloride (By mouth)
    Drug ClassesAntidepressant
    Drug LabelProtriptyline hydrochloride, USP is N-methyl-5H dibenzo[a,d]-cycloheptene-5-propanamine hydrochloride. Its structural formula is: C19H21NHCl M.W. 299.84Protriptyline hydrochloride, USP, a dibenzocycloheptene derivative, is a white to yello...
    Active IngredientProtriptyline hydrochloride
    Dosage FormTablet
    RouteOral
    Strength5mg; 10mg
    Market StatusPrescription
    CompanyEpic Pharma; Roxane; Sigmapharm Labs

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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.)

    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.)

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

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