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    Trazodone Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

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    2D Structure
    Also known as: 25332-39-2, Trazodone hcl, Desyrel, Bimaran, Molipaxin, Thombran
    Molecular Formula
    C19H23Cl2N5O
    Molecular Weight
    408.3  g/mol
    InChI Key
    OHHDIOKRWWOXMT-UHFFFAOYSA-N
    FDA UNII
    6E8ZO8LRNM
    A serotonin uptake inhibitor that is used as an antidepressive agent. It has been shown to be effective in patients with major depressive disorders and other subsets of depressive disorders. It is generally more useful in depressive disorders associated with insomnia and anxiety. This drug does not aggravate psychotic symptoms in patients with schizophrenia or schizoaffective disorders. (From AMA Drug Evaluations Annual, 1994, p309)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one;hydrochloride
    2.1.2 InChI
    InChI=1S/C19H22ClN5O.ClH/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25;/h1-3,5-7,9,15H,4,8,10-14H2;1H
    2.1.3 InChI Key
    OHHDIOKRWWOXMT-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CN(CCN1CCCN2C(=O)N3C=CC=CC3=N2)C4=CC(=CC=C4)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    6E8ZO8LRNM
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Af 1161

    2. Af-1161

    3. Af1161

    4. Apo Trazodone

    5. Apo-trazodone

    6. Deprax

    7. Desyrel

    8. Gen Trazodone

    9. Gen-trazodone

    10. Molipaxin

    11. Novo Trazodone

    12. Novo-trazodone

    13. Nu Trazodone

    14. Nu-trazodone

    15. Pms Trazodone

    16. Pms-trazodone

    17. Ratio Trazodone

    18. Ratio-trazodone

    19. Ratiotrazodone

    20. Thombran

    21. Tradozone

    22. Trazodon Hexal

    23. Trazodon Neuraxpharm

    24. Trazodon-neuraxpharm

    25. Trazodone

    26. Trazodonneuraxpharm

    27. Trazon

    28. Trittico

    2.3.2 Depositor-Supplied Synonyms

    1. 25332-39-2

    2. Trazodone Hcl

    3. Desyrel

    4. Bimaran

    5. Molipaxin

    6. Thombran

    7. Trazodone (hydrochloride)

    8. Af-1161

    9. Trialodine

    10. Kb-831

    11. Oleptro

    12. 19666-36-5

    13. 6e8zo8lrnm

    14. 2-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

    15. Nsc-292811

    16. Af-1161 (free Base)

    17. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one Hydrochloride

    18. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one;hydrochloride

    19. Mls000069698

    20. Chebi:9655

    21. 1,2,4-triazolo[4,3-a]pyridin-3(2h)-one,2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-,hydrochloride (1:1)

    22. 2-(3-(4-(m-chlorophenyl)-1-piperazinyl)propyl)-s-triazolo(4,3-a)pyridin-3(2h)-one Monohydrochloride

    23. Trazodone Hydrochloride (desyrel)

    24. 1,2,4-triazolo(4,3-a)pyridin-3(2h)-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-, Monohydrochloride

    25. Devidon

    26. Pragmazone

    27. Smr000058520

    28. Tombran

    29. Tritico

    30. Triticum

    31. Azona

    32. 25332-39-2 (hcl)

    33. Apo-trazodone

    34. Dsstox_cid_24626

    35. Dsstox_rid_80361

    36. Dsstox_gsid_44626

    37. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

    38. Desyrel Dividose

    39. 2-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-1,2,4-triazolo(4,3-a)pyridin-3(2h)-one Hydrochloride

    40. 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-2h,3h-[1,2,4]triazolo[4,3-a]pyridin-3-one Hydrochloride

    41. Sr-01000000190

    42. Ncgc00016035-02

    43. Einecs 246-855-5

    44. Unii-6e8zo8lrnm

    45. Cas-25332-39-2

    46. Nsc 292811

    47. Af 1161

    48. Trazodone, Hcl

    49. 2-[3-[4-(m-chlorophenyl)-1-piperazinyl]propyl]-s-triazolo[4,3-a]pyridin-3(2h)-one Monohydrochloride

    50. Prestwick_478

    51. Desyrel (tn)

    52. Einecs 243-216-2

    53. Trazodone Hydrochloride [usan:usp:jan]

    54. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,5-a]pyridin-3-one

    55. Opera_id_850

    56. Schembl61754

    57. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

    58. Mls000758230

    59. Mls001148260

    60. Mls001424009

    61. Spectrum1503121

    62. Chembl1200798

    63. Dtxsid8044626

    64. Hms1568l06

    65. Hms1922g09

    66. Pharmakon1600-01503121

    67. Trazodone Hydrochloride (jan/usp)

    68. Bcp04922

    69. Hy-b0478

    70. Tox21_110286

    71. Tox21_302685

    72. Tox21_501159

    73. Trazodone Hydrochloride [mi]

    74. Ccg-40299

    75. Nsc292811

    76. Nsc758393

    77. Trazodone Hydrochloride [jan]

    78. Trazodone Hydrochloride [hsdb]

    79. Trazodone Hydrochloride [usan]

    80. Akos015897762

    81. Tox21_110286_1

    82. Ac-6779

    83. Ks-5100

    84. Lp01159

    85. Nc00046

    86. Nsc-758393

    87. Trazodone Hydrochloride [mart.]

    88. Trazodone Hydrochloride [vandf]

    89. Trazodone Hydrochloride [usp-rs]

    90. Trazodone Hydrochloride [who-dd]

    91. Trazodone Hydrochloride Impurity Standard

    92. Ncgc00016035-13

    93. Ncgc00094420-01

    94. Ncgc00094420-02

    95. Ncgc00094420-03

    96. Ncgc00094420-04

    97. Ncgc00256807-01

    98. Ncgc00261844-01

    99. 2-(3-(4-(3-chlorophenyl)piperazin-1-y)propyl)-1,2,4-triazolo(4,3-a)pyridine-3(2h)-one Hydrochloride

    100. S-triazolo(4,3-a)pyridin-3(2h)-one, 2-(3-(4-(m-chlorophenyl)-1-piperazinyl)propyl)-, Monohydrochloride

    101. Eu-0101159

    102. Ft-0659024

    103. Ft-0675364

    104. S2582

    105. Trazodone Hydrochloride [orange Book]

    106. D00820

    107. D97808

    108. T 6154

    109. Trazodone Hydrochloride [usp Monograph]

    110. Trazodone Hydrochloride, >=99% (hplc), Powder

    111. 332t392

    112. A813950

    113. A817789

    114. A924854

    115. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-

    116. J-015941

    117. Sr-01000000190-2

    118. Sr-01000000190-8

    119. Wln: T56 Anvnnj C3- At6n Dntj Dr Cg &gh

    120. Q27108459

    121. 1,2,4-triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

    122. Z1550675462

    123. Trazodone Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    124. Trazodone Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    125. S-triazolo[4, 2-[3-[4-(m-chlorophenyl)-1-piperazinyl]propyl]-, Monohydrochloride

    126. S-trizolo[4, 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-, Hydrochloride

    127. 1,2,4-triazolo[4,3-a]pyridin-3(2h)-one, 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-, Hydrochloride (1:1)

    128. 1,4-triazolo[4,3-a]pyridin-3(2h)-one, 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-, Monohydrochloride

    129. 2-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2h)-onehydrochloride

    130. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one Hydrochloride

    131. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one;hydron;chloride

    132. 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2h)-one Hydrochloride

    133. Trazodone 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 408.3 g/mol
    Molecular Formula C19H23Cl2N5O
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count5
    Exact Mass407.1279658 g/mol
    Monoisotopic Mass407.1279658 g/mol
    Topological Polar Surface Area42.4 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity611
    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 NameOleptro
    PubMed HealthTrazodone (By mouth)
    Drug ClassesAntidepressant
    Drug LabelOleptro (trazodone hydrochloride) is a triazolopyridine. It is a white, odorless crystalline powder which is freely soluble in water.Chemical Name: 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]-s-triazolo[4,3-a]pyridin-3(2H)-one monohydrochloride St...
    Active IngredientTrazodone hydrochloride
    Dosage FormTablet, extended release
    RouteOral
    Strength150mg; 300mg
    Market StatusPrescription
    CompanyAngelini Pharma

    2 of 4  
    Drug NameTrazodone hydrochloride
    Drug LabelTrazodone HCl is an antidepressant chemically unrelated to tricyclic, tetracyclic, or other known antidepressant agents. Trazodone HCl is a triazolopyridine derivative designated as 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]s-triazolo[4,3-a]-pyri...
    Active IngredientTrazodone hydrochloride
    Dosage FormTablet
    RouteOral
    Strength150mg; 300mg; 100mg; 50mg
    Market StatusPrescription
    CompanyMylan Pharms; Apotex; Teva Pharms Usa; Torrent Pharms; Mutual Pharm; Vintage; Alvogen; Pliva

    3 of 4  
    Drug NameOleptro
    PubMed HealthTrazodone (By mouth)
    Drug ClassesAntidepressant
    Drug LabelOleptro (trazodone hydrochloride) is a triazolopyridine. It is a white, odorless crystalline powder which is freely soluble in water.Chemical Name: 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]-s-triazolo[4,3-a]pyridin-3(2H)-one monohydrochloride St...
    Active IngredientTrazodone hydrochloride
    Dosage FormTablet, extended release
    RouteOral
    Strength150mg; 300mg
    Market StatusPrescription
    CompanyAngelini Pharma

    4 of 4  
    Drug NameTrazodone hydrochloride
    Drug LabelTrazodone HCl is an antidepressant chemically unrelated to tricyclic, tetracyclic, or other known antidepressant agents. Trazodone HCl is a triazolopyridine derivative designated as 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]s-triazolo[4,3-a]-pyri...
    Active IngredientTrazodone hydrochloride
    Dosage FormTablet
    RouteOral
    Strength150mg; 300mg; 100mg; 50mg
    Market StatusPrescription
    CompanyMylan Pharms; Apotex; Teva Pharms Usa; Torrent Pharms; Mutual Pharm; Vintage; Alvogen; Pliva

    4.2 Drug Indication

    Treatment of insomnia

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Anxiety Agents

    Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)

    Antidepressive Agents, Second-Generation

    A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake. (See all compounds classified as Antidepressive Agents, Second-Generation.)

    Selective Serotonin Reuptake Inhibitors

    Compounds that specifically inhibit the reuptake of serotonin in the brain. (See all compounds classified as Selective Serotonin Reuptake Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Serotonin Reuptake Inhibitor [EPC]