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    Fluphenazine

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    Fluphenazine

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    2D Structure
    Also known as: Fluphenazine dihydrochloride, 146-56-5, Prolixin, Anatensol, Permitil, Fluphenazine (dihydrochloride)
    Molecular Formula
    C22H28Cl2F3N3OS
    Molecular Weight
    510.4  g/mol
    InChI Key
    MBHNWCYEGXQEIT-UHFFFAOYSA-N
    FDA UNII
    ZOU145W1XL
    A phenothiazine used in the treatment of PSYCHOSES. Its properties and uses are generally similar to those of CHLORPROMAZINE.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol;dihydrochloride
    2.1.2 InChI
    InChI=1S/C22H26F3N3OS.2ClH/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29;;/h1-2,4-7,16,29H,3,8-15H2;2*1H
    2.1.3 InChI Key
    MBHNWCYEGXQEIT-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CN(CCN1CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO.Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    ZOU145W1XL
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Flufenazin

    2. Fluphenazine

    3. Hydrochloride, Fluphenazine

    4. Lyogen

    5. Prolixin

    2.3.2 Depositor-Supplied Synonyms

    1. Fluphenazine Dihydrochloride

    2. 146-56-5

    3. Prolixin

    4. Anatensol

    5. Permitil

    6. Fluphenazine (dihydrochloride)

    7. Tensofin

    8. Moditen

    9. Squibb 4918

    10. Dapotum

    11. Omca

    12. Fluphenazine Hcl

    13. Calmansial

    14. Flufenazin

    15. Lyorodin

    16. Liogen

    17. Fluphenazine Chloride

    18. Fluphenazine Dihcl

    19. Fluorophenazine Dihydrochloride

    20. Zou145w1xl

    21. Valamina

    22. 1-(2-hydroxyethyl)-4-(3-(2-trifluoromethyl-10-phenothiazinylpropyl)piperazine Dihydrochloride

    23. 1-piperazineethanol, 4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)-, Dihydrochloride

    24. 4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-1-piperazineethanol Dihydrochloride

    25. Nsc-179197

    26. Trancin

    27. A 4077

    28. 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol;dihydrochloride

    29. Permitil Hydrochloride

    30. 10-(3-(4-(2-hydroxyethyl)piperazinyl)propyl)-2-trifluoromethylphenothiazine Dihydrochloride

    31. 1-piperazineethanol, 4-[3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propyl]-, Dihydrochloride

    32. 2-(4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)piperazin-1-yl)ethanol Dihydrochloride

    33. Ccris 4032

    34. Nsc 62323

    35. Sr-01000003048

    36. Einecs 205-674-1

    37. Unii-zou145w1xl

    38. Nsc 179197

    39. Siqualone

    40. Fluphenazine 2hcl

    41. Prolixin (tn)

    42. 2-(4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)piperazin-1-yl)ethan-1-ol Dihydrochloride

    43. 2-(4-{3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol Dihydrochloride

    44. Prestwick_225

    45. Fluphenazine Hydrochloride [usp:ban:jan]

    46. Schembl41634

    47. Spectrum1500994

    48. Chebi:5126

    49. Flufenazine Hydrochloride

    50. Chembl1448187

    51. Dtxsid00892922

    52. Hms1568p22

    53. Hms1921o14

    54. Bcp18079

    55. Hy-a0081

    56. Tox21_500555

    57. S4569

    58. Fluphenazine Hydrochloride (jan/usp)

    59. Akos015960787

    60. Ccg-212902

    61. Cs-4290

    62. Lp00555

    63. 1-piperazineethanol, 4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-, Dihydrochloride

    64. Fluphenazine Hydrochloride [jan]

    65. Fluphenazine Dihydrochloride [mi]

    66. Ncgc00093941-01

    67. Ncgc00093941-02

    68. Ncgc00093941-03

    69. Ncgc00261240-01

    70. Ac-12201

    71. Bs-15804

    72. Fluphenazine Hydrochloride [mart.]

    73. Fluphenazine Hydrochloride [vandf]

    74. S4569 Fluphenazine (dihydrochloride).cd

    75. Fluphenazine Hydrochloride [usp-rs]

    76. Fluphenazine Hydrochloride [who-dd]

    77. Fluphenazine Hydrochloride [who-ip]

    78. Eu-0100555

    79. F1240

    80. Ft-0668755

    81. C72785

    82. D00791

    83. F 4765

    84. Fluphenazine Hydrochloride [orange Book]

    85. Fluphenazine Hydrochloride [usp Impurity]

    86. Fluphenazine Hydrochloride [usp Monograph]

    87. Fluphenazini Hydrochloridum [who-ip Latin]

    88. Sr-01000003048-2

    89. Sr-01000003048-9

    90. W-108125

    91. Fluphenazine Dihydrochloride 100 Microg/ml In Methanol

    92. Q27295826

    93. Z2784093501

    94. Fluphenazine Dihydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    95. Fluphenazine Dihydrochloride, European Pharmacopoeia (ep) Reference Standard

    96. Fluphenazine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    97. Fluphenazine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    98. 2-(4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)piperazin-1-yl)ethanoldihydrochloride

    99. 2-(4-{3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propyl}-1-piperazinyl)ethanol Dihydrochloride

    100. 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol,dihydrochloride

    101. Fluphenazine Dihydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 510.4 g/mol
    Molecular Formula C22H28Cl2F3N3OS
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count6
    Exact Mass509.1282236 g/mol
    Monoisotopic Mass509.1282236 g/mol
    Topological Polar Surface Area55.2 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity544
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameFluphenazine hydrochloride
    PubMed HealthFluphenazine Hydrochloride (By mouth)
    Drug ClassesAnalgesic, Antipsychotic
    Drug LabelFluphenazine hydrochloride is a trifluoromethyl phenothiazine derivative intended for the management of schizophrenia. Chemically it is 4-[3-[2-(Trifluoromethyl) phenothiazin-10-yl]propyl]-1-piperazineethanol dihydrochloride which may be represented...
    Active IngredientFluphenazine hydrochloride
    Dosage FormElixir; Tablet; Concentrate; Injectable
    RouteInjection; Oral
    Strength2.5mg; 1mg; 2.5mg/ml; 2.5mg/5ml; 5mg; 5mg/ml; 10mg
    Market StatusPrescription
    CompanyPharm Assoc; Sandoz; Fresenius Kabi Usa; Lannett; Mylan

    2 of 2  
    Drug NameFluphenazine hydrochloride
    PubMed HealthFluphenazine Hydrochloride (By mouth)
    Drug ClassesAnalgesic, Antipsychotic
    Drug LabelFluphenazine hydrochloride is a trifluoromethyl phenothiazine derivative intended for the management of schizophrenia. Chemically it is 4-[3-[2-(Trifluoromethyl) phenothiazin-10-yl]propyl]-1-piperazineethanol dihydrochloride which may be represented...
    Active IngredientFluphenazine hydrochloride
    Dosage FormElixir; Tablet; Concentrate; Injectable
    RouteInjection; Oral
    Strength2.5mg; 1mg; 2.5mg/ml; 2.5mg/5ml; 5mg; 5mg/ml; 10mg
    Market StatusPrescription
    CompanyPharm Assoc; Sandoz; Fresenius Kabi Usa; Lannett; Mylan

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antipsychotic Agents

    Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)

    Dopamine Antagonists

    Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME. (See all compounds classified as Dopamine Antagonists.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Phenothiazines [CS]; Phenothiazine [EPC]