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    Fluvoxamine

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    PharmaCompass
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    2D Structure
    Also known as: Luvox, 61718-82-9, Fevarin, Faverin, Luvox cr, Du23000
    Molecular Formula
    C19H25F3N2O6
    Molecular Weight
    434.4  g/mol
    InChI Key
    LFMYNZPAVPMEGP-PIDGMYBPSA-N
    FDA UNII
    5LGN83G74V
    A selective serotonin reuptake inhibitor that is used in the treatment of DEPRESSION and a variety of ANXIETY DISORDERS.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (Z)-but-2-enedioic acid;2-[(E)-[5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene]amino]oxyethanamine
    2.1.2 InChI
    InChI=1S/C15H21F3N2O2.C4H4O4/c1-21-10-3-2-4-14(20-22-11-9-19)12-5-7-13(8-6-12)15(16,17)18;5-3(6)1-2-4(7)8/h5-8H,2-4,9-11,19H2,1H3;1-2H,(H,5,6)(H,7,8)/b20-14+;2-1-
    2.1.3 InChI Key
    LFMYNZPAVPMEGP-PIDGMYBPSA-N
    2.1.4 Canonical SMILES
    COCCCCC(=NOCCN)C1=CC=C(C=C1)C(F)(F)F.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    COCCCC/C(=N\OCCN)/C1=CC=C(C=C1)C(F)(F)F.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    5LGN83G74V
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Desiflu

    2. Du 23000

    3. Du-23000

    4. Du23000

    5. Dumirox

    6. Faverin

    7. Fevarin

    8. Floxyfral

    9. Fluvoxadura

    10. Fluvoxamin Al

    11. Fluvoxamin Beta

    12. Fluvoxamin Neuraxpharm

    13. Fluvoxamin Ratiopharm

    14. Fluvoxamin Stada

    15. Fluvoxamin-neuraxpharm

    16. Fluvoxamin-ratiopharm

    17. Fluvoxamina Geminis

    18. Fluvoxamine

    19. Fluvoxamine Maleate, (e)-isomer

    20. Fluvoxamine, (z)-isomer

    21. Geminis, Fluvoxamina

    22. Luvox

    23. Novo Fluvoxamine

    24. Novo-fluvoxamine

    25. Nu Fluvoxamine

    26. Nu-fluvoxamine

    27. Pms Fluvoxamine

    28. Pms-fluvoxamine

    29. Ratio Fluvoxamine

    30. Ratio-fluvoxamine

    2.3.2 Depositor-Supplied Synonyms

    1. Luvox

    2. 61718-82-9

    3. Fevarin

    4. Faverin

    5. Luvox Cr

    6. Du23000

    7. Fluvoxamine (maleate)

    8. Du-23000

    9. Fluvoxamine Hydrogenmaleate

    10. 54739-20-7

    11. Nsc-759602

    12. 5lgn83g74v

    13. (z)-but-2-enedioic Acid;2-[(e)-[5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene]amino]oxyethanamine

    14. 1-pentanone, 5-methoxy-1-(4-(trifluoromethyl)phenyl)-, O-(2-aminoethyl)oxime, (e)-, (z)-2-butenedioate (1:1)

    15. Fluvoxaminemaleate

    16. Floxyfral

    17. (e)-5-methoxy-1-(4-(trifluoromethyl)phenyl)pentan-1-one O-(2-aminoethyl) Oxime Maleate

    18. Mk-264

    19. (e)-5-methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone-o-(2-aminoethyl)oxime Maleate

    20. Fluvoxamine Maleate [usan]

    21. (2z)-but-2-enedioic Acid; (e)-(2-aminoethoxy)({5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene})amine

    22. Smr000466268

    23. Smr000653482

    24. Sr-01000075613

    25. Sme 3110

    26. Unii-5lgn83g74v

    27. Depromel

    28. Fluvoxamine Maleate [usan:usp]

    29. Luvox (tn)

    30. Nsc 309469

    31. Fluvoxamine Maleate, Solid

    32. 5-methoxy-4'-trifluoromethylvalerophenone (e)-o-2-aminoethyloxime Monomaleate

    33. Fluvoxamine Maleate- Bio-x

    34. 5-methoxy-4'-(trifluoromethyl)valerophenone (e)-o-(2-aminoethyl)oxime, Maleate (1:1)

    35. Chembl1409

    36. Schembl35225

    37. Mls000028469

    38. Mls000758271

    39. Mls001076285

    40. Mls001304717

    41. Mls001401391

    42. Chebi:5139

    43. Dtxsid3042558

    44. Fluvoxamine Maleate [mi]

    45. Hy-b0103a

    46. Fluvoxamine Maleate [jan]

    47. Fluvoxamine Maleate (jp17/usp)

    48. Hms1571g11

    49. Hms2098g11

    50. Hms3261d11

    51. Hms3412a13

    52. Hms3676a13

    53. Hms3715g11

    54. Hms3884k11

    55. Pharmakon1600-01505604

    56. Fluvoxamine Maleate [vandf]

    57. (2-aminoethoxy)({5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene})amine; But-2-enedioic Acid

    58. Fluvoxamine Maleate [mart.]

    59. Sme-3110

    60. Tox21_500495

    61. Fluvoxamine Maleate [usp-rs]

    62. Fluvoxamine Maleate [who-dd]

    63. Mfcd00269809

    64. Nsc309469

    65. Nsc759602

    66. S1336

    67. Akos015961142

    68. Ac-9541

    69. Ccg-213494

    70. Cs-1839

    71. Nsc 759602

    72. Nsc-309469

    73. Fluvoxamine Maleate [orange Book]

    74. Ncgc00093897-01

    75. Ncgc00093897-02

    76. Ncgc00261180-01

    77. (e)-5-methoxy-1-(4-(trifluoromethyl)phenyl)-1-pentanone O-(2-aminoethyl)oxime (z)-2-butenedioate (1:1)

    78. As-11790

    79. Bf164482

    80. Fluvoxamine Maleate [ep Monograph]

    81. Smr000058449

    82. Fluvoxamine Maleate [usp Monograph]

    83. Eu-0100495

    84. F0858

    85. D00824

    86. F 2802

    87. 739f183

    88. A833394

    89. Sr-01000075613-1

    90. Sr-01000075613-3

    91. Sr-01000075613-4

    92. Sr-01000075613-6

    93. Fluvoxamine Maleate, British Pharmacopoeia (bp) Reference Standard

    94. Fluvoxamine Maleate, European Pharmacopoeia (ep) Reference Standard

    95. Fluvoxamine Maleate, United States Pharmacopeia (usp) Reference Standard

    96. (e)-5-methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone O-(2-aminoethyl)oxime Maleate

    97. 5-methoxy-1-(4-trifluoromethyl-phenyl)-pentan-1-one O-(2-amino-ethyl)-oxime Maleate

    98. Fluvoxamine For System Suitability, European Pharmacopoeia (ep) Reference Standard

    99. Fluvoxamine Maleate, 1.0 Mg/ml In Methanol ((as Free Base)), Certified Reference Material

    100. Fluvoxamine Maleate, Pharmaceutical Secondary Standard; Certified Reference Material

    101. (z)-2-butenedioic Acid; 2-[(e)-[5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene]amino]oxyethanamine

    102. (z)-but-2-enedioic Acid; 2-[(e)-[5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene]amino]oxyethanamine

    103. 1-pentanone, 5-methoxy-1-[4-(trifluoromethyl)phenyl]-,o-(2-aminoethyl)oxime, (1e)-, (2z)-2-butenedioate (1:1)

    104. 2-[({(1e)-5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene}amino)oxy]ethanamine (2z)-but-2-enedioate

    105. 5-methoxy-4'-(trifluoromethyl)valerophenone-(e)-o-(2-aminoethyl)oxime Maleate (1:1)

    2.4 Create Date
    2006-10-23
    3 Chemical and Physical Properties
    Molecular Weight 434.4 g/mol
    Molecular Formula C19H25F3N2O6
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count11
    Exact Mass434.16647101 g/mol
    Monoisotopic Mass434.16647101 g/mol
    Topological Polar Surface Area131 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity446
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count2
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 6  
    Drug NameFluvoxamine maleate
    PubMed HealthFluvoxamine (By mouth)
    Drug ClassesAntidepressant, Central Nervous System Agent
    Drug LabelFluvoxamine maleate is a selective serotonin (5-HT) reuptake inhibitor (SSRI) belonging to a new chemical series, the 2-aminoethyl oxime ethers of aralkylketones. It is chemically unrelated to other SSRIs and clomipramine. It is chemically designated...
    Active IngredientFluvoxamine maleate
    Dosage FormTablet; Capsule, extended release
    RouteOral
    Strength25mg; 150mg; 100mg; 50mg
    Market StatusPrescription
    CompanyAnchen Pharms; Teva; Apotex; Sandoz; Actavis Elizabeth; Mylan; Barr

    2 of 6  
    Drug NameLuvox
    PubMed HealthFluvoxamine (By mouth)
    Drug ClassesAntidepressant, Central Nervous System Agent
    Drug LabelFluvoxamine maleate is a selective serotonin (5-HT) reuptake inhibitor (SSRI) belonging to a new chemical series, the 2-aminoethyl oxime ethers of aralkylketones. It is chemically unrelated to other SSRIs and clomipramine. It is chemically designated...
    Active IngredientFluvoxamine maleate
    Dosage FormTablet
    Routeoral; Oral
    Strength25mg; 100mg; 50mg
    Market StatusPrescription
    CompanyAni Pharms; Jazz

    3 of 6  
    Drug NameLuvox cr
    Drug LabelLUVOX CR is an extended-release capsule for oral administration that contains fluvoxamine maleate, a selective serotonin (5-HT) reuptake inhibitor (SSRI) belonging to the chemical series, the 2-aminoethyl oxime ethers of aralkylketones....
    Active IngredientFluvoxamine maleate
    Dosage FormCapsule, extended release
    RouteOral
    Strength150mg; 100mg
    Market StatusPrescription
    CompanyJazz Pharms

    4 of 6  
    Drug NameFluvoxamine maleate
    PubMed HealthFluvoxamine (By mouth)
    Drug ClassesAntidepressant, Central Nervous System Agent
    Drug LabelFluvoxamine maleate is a selective serotonin (5-HT) reuptake inhibitor (SSRI) belonging to a new chemical series, the 2-aminoethyl oxime ethers of aralkylketones. It is chemically unrelated to other SSRIs and clomipramine. It is chemically designated...
    Active IngredientFluvoxamine maleate
    Dosage FormTablet; Capsule, extended release
    RouteOral
    Strength25mg; 150mg; 100mg; 50mg
    Market StatusPrescription
    CompanyAnchen Pharms; Teva; Apotex; Sandoz; Actavis Elizabeth; Mylan; Barr

    5 of 6  
    Drug NameLuvox
    PubMed HealthFluvoxamine (By mouth)
    Drug ClassesAntidepressant, Central Nervous System Agent
    Drug LabelFluvoxamine maleate is a selective serotonin (5-HT) reuptake inhibitor (SSRI) belonging to a new chemical series, the 2-aminoethyl oxime ethers of aralkylketones. It is chemically unrelated to other SSRIs and clomipramine. It is chemically designated...
    Active IngredientFluvoxamine maleate
    Dosage FormTablet
    Routeoral; Oral
    Strength25mg; 100mg; 50mg
    Market StatusPrescription
    CompanyAni Pharms; Jazz

    6 of 6  
    Drug NameLuvox cr
    Drug LabelLUVOX CR is an extended-release capsule for oral administration that contains fluvoxamine maleate, a selective serotonin (5-HT) reuptake inhibitor (SSRI) belonging to the chemical series, the 2-aminoethyl oxime ethers of aralkylketones....
    Active IngredientFluvoxamine maleate
    Dosage FormCapsule, extended release
    RouteOral
    Strength150mg; 100mg
    Market StatusPrescription
    CompanyJazz Pharms

    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.)

    Cytochrome P-450 CYP1A2 Inhibitors

    Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP1A2. (See all compounds classified as Cytochrome P-450 CYP1A2 Inhibitors.)

    Cytochrome P-450 CYP2C19 Inhibitors

    Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP2C19. (See all compounds classified as Cytochrome P-450 CYP2C19 Inhibitors.)

    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 Uptake Inhibitors [MoA]; Serotonin Reuptake Inhibitor [EPC]