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    Chemistry

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    Also known as: 82752-99-6, Nefazodone hcl, Serzone, Dutonin, Menfazona, Rulivan
    Molecular Formula
    C25H33Cl2N5O2
    Molecular Weight
    506.5  g/mol
    InChI Key
    DYCKFEBIOUQECE-UHFFFAOYSA-N
    FDA UNII
    27X63J94GR
    Nefazodone Hydrochloride
    Nefazodone Hydrochloride is a synthetic derivative of phenylpiperazine and chemically unrelated to selective serotonin reuptake inhibitors, tricyclics, tetracyclics, or monoamine oxidase inhibitors (MAOI), antidepressant Nefazadone Hydrochloride antagonizes central 5-HT2 receptors and inhibits reuptake of serotonin and norepinephrine. (NCI04)
    1 2D Structure

    Nefazodone Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one;hydrochloride
    2.1.2 InChI
    InChI=1S/C25H32ClN5O2.ClH/c1-2-24-27-31(25(32)30(24)18-19-33-23-10-4-3-5-11-23)13-7-12-28-14-16-29(17-15-28)22-9-6-8-21(26)20-22;/h3-6,8-11,20H,2,7,12-19H2,1H3;1H
    2.1.3 InChI Key
    DYCKFEBIOUQECE-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCC1=NN(C(=O)N1CCOC2=CC=CC=C2)CCCN3CCN(CC3)C4=CC(=CC=C4)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    27X63J94GR
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Apo-nefazodone

    2. Dutonin

    3. Lin-nefazodone

    4. Menfazona

    5. Nefadar

    6. Nefazodone

    7. Rulivan

    8. Serzone

    2.3.2 Depositor-Supplied Synonyms

    1. 82752-99-6

    2. Nefazodone Hcl

    3. Serzone

    4. Dutonin

    5. Menfazona

    6. Rulivan

    7. Reseril

    8. Bmy 13754

    9. Nefazodone (hydrochloride)

    10. 1-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-3-ethyl-4-(2-phenoxyethyl)-1h-1,2,4-triazol-5(4h)-one Hydrochloride

    11. Bmy-13754

    12. Mj-13754-1

    13. Mj 13,754-1

    14. Nefadar

    15. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3h-1,2,4-triazol-3-one Hydrochloride

    16. Chebi:7495

    17. 27x63j94gr

    18. Nsc-760344

    19. 1-(3-(4-(m-chlorophenyl)-1-piperazinyl)propyl)-3-ethyl-4-(2-phenoxyethyl)-delta(sup 2)-1,2,4-triazolin-5-one Monohydrochloride

    20. Bmy-13754-1

    21. Dsstox_cid_26088

    22. Dsstox_rid_81328

    23. Dsstox_gsid_46088

    24. 3h-1,2,4-triazol-3-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl))propyl)-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-, Monohydrochloride

    25. 1-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-3-ethyl-4-(2-phenoxyethyl)-4,5-dihydro-1h-1,2,4-triazol-5-one Hydrochloride

    26. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one;hydrochloride

    27. Smr000449297

    28. Cas-82752-99-6

    29. Nefazodone Hydrochloride [usan]

    30. Ncgc00165846-02

    31. Unii-27x63j94gr

    32. Sr-01000759312

    33. Serzone (tn)

    34. Mfcd00935760

    35. Nefazodone Hydrochloride [usan:usp]

    36. 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-5-ethyl-4-(2-phenoxyethyl)-2,4-dihydro-3h-1,2,4-triazol-3-one Hydrochloride

    37. Schembl41119

    38. Mls000758241

    39. Mls000759458

    40. Mls001401457

    41. Nefazodone Hydrochloride (usp)

    42. Nefazodone Hydrochloride- Bio-x

    43. Chembl1200492

    44. Dtxsid8046088

    45. Hy-b1396

    46. Tox21_111735

    47. Tox21_113574

    48. Nefazodone Hydrochloride [mi]

    49. S5398

    50. Akos015846321

    51. Tox21_111735_1

    52. Ac-1373

    53. Ccg-100923

    54. Cs-4860

    55. Ks-1088

    56. Nc00173

    57. Nsc 760344

    58. Nefazodone Hydrochloride [mart.]

    59. Ncgc00165846-04

    60. Nefazodone Hydrochloride [usp-rs]

    61. Nefazodone Hydrochloride [who-dd]

    62. 3h-1,2,4-triazol-3-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-, Monohydrochloride

    63. Bn164641

    64. B7183

    65. Ft-0601548

    66. Nefazodone Hydrochloride [orange Book]

    67. D00819

    68. Nefazodone Hydrochloride [usp Impurity]

    69. Nefazodone Hydrochloride [usp Monograph]

    70. T72976

    71. Nefazodone Hydrochloride, >=98% (hplc), Solid

    72. 752n996

    73. A840427

    74. Sr-01000759312-6

    75. Q27107509

    76. Nefazodone Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    77. Nefazodone Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    78. 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3h-1,2,4-triazol-3-one Monohydrochloride

    79. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-4-(2-phenoxyethyl)-2h-1,2,4-triazol-3(4h)-one Hydrochloride

    80. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one Hydrochloride;nefazodone Hcl

    81. 2-{3-[4-(3-chloro-phenyl)-piperazin-1-yl]-propyl}-5-ethyl-4-(2-phenoxy-ethyl)-2,4-dihydro-[1,2,4]triazol-3-one Hydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 506.5 g/mol
    Molecular Formula C25H33Cl2N5O2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count10
    Exact Mass505.2011307 g/mol
    Monoisotopic Mass505.2011307 g/mol
    Topological Polar Surface Area51.6 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity649
    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 NameNefazodone hydrochloride
    Drug LabelNefazodone hydrochloride tablets USP are an antidepressant for oral administration with a chemical structure unrelated to selective serotonin reuptake inhibitors, tricyclics, tetracyclics, or monoamine oxidase inhibitors (MAOI).Nefazodone hydrochlori...
    Active IngredientNefazodone hydrochloride
    Dosage FormTablet
    RouteOral
    Strength200mg; 250mg; 150mg; 100mg; 50mg
    Market StatusPrescription
    CompanyRanbaxy; Teva; Dr Reddys Labs

    2 of 2  
    Drug NameNefazodone hydrochloride
    Drug LabelNefazodone hydrochloride tablets USP are an antidepressant for oral administration with a chemical structure unrelated to selective serotonin reuptake inhibitors, tricyclics, tetracyclics, or monoamine oxidase inhibitors (MAOI).Nefazodone hydrochlori...
    Active IngredientNefazodone hydrochloride
    Dosage FormTablet
    RouteOral
    Strength200mg; 250mg; 150mg; 100mg; 50mg
    Market StatusPrescription
    CompanyRanbaxy; Teva; Dr Reddys Labs

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Serotonin 5-HT2 Receptor Antagonists

    Drugs that bind to but do not activate SEROTONIN 5-HT2 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT2 RECEPTOR AGONISTS. Included under this heading are antagonists for one or more specific 5-HT2 receptor subtypes. (See all compounds classified as Serotonin 5-HT2 Receptor Antagonists.)

    Serotonin and Noradrenaline Reuptake Inhibitors

    Drugs that selectively block or suppress the plasma membrane transport of SEROTONIN and NORADRENALINE into axon terminals and are used as ANTIDEPRESSIVE AGENTS. (See all compounds classified as Serotonin and Noradrenaline Reuptake Inhibitors.)

    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.)

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

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