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    Chemistry

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    Also known as: 56296-78-7, Fluoxetine hcl, Prozac, 59333-67-4, Sarafem, Fluoxeren
    Molecular Formula
    C17H19ClF3NO
    Molecular Weight
    345.8  g/mol
    InChI Key
    GIYXAJPCNFJEHY-UHFFFAOYSA-N
    FDA UNII
    I9W7N6B1KJ
    Fluoxetine Hydrochloride
    The first highly specific serotonin uptake inhibitor. It is used as an antidepressant and often has a more acceptable side-effects profile than traditional antidepressants.
    1 2D Structure

    Fluoxetine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine;hydrochloride
    2.1.2 InChI
    InChI=1S/C17H18F3NO.ClH/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20;/h2-10,16,21H,11-12H2,1H3;1H
    2.1.3 InChI Key
    GIYXAJPCNFJEHY-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CNCCC(C1=CC=CC=C1)OC2=CC=C(C=C2)C(F)(F)F.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    I9W7N6B1KJ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Fluoxetin

    2. Fluoxetine

    3. Lilly 110140

    4. Lilly-110140

    5. Lilly110140

    6. N-methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine

    7. Prozac

    8. Sarafem

    2.3.2 Depositor-Supplied Synonyms

    1. 56296-78-7

    2. Fluoxetine Hcl

    3. Prozac

    4. 59333-67-4

    5. Sarafem

    6. Fluoxeren

    7. Adofen

    8. Fluctin

    9. Lovan

    10. Foxetin

    11. Fontex

    12. Fluox-puren

    13. Fluoxetine (hydrochloride)

    14. Fluneurin

    15. Reconcile

    16. Fluoxetine.hcl

    17. Fluctine

    18. Fluoxac

    19. Fludac

    20. Fluxil

    21. Ly-110140

    22. Fluxet

    23. Ly110140

    24. Ly 110140

    25. Mfcd00214288

    26. Selfemra

    27. I9w7n6b1kj

    28. Hsdb 6633

    29. Fluoxetine (as Hydrochloride)

    30. Mls000069361

    31. Ly-110140 (free Base)

    32. Chembl1201082

    33. Methyl({3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl})amine Hydrochloride

    34. N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine Hydrochloride

    35. Affectine

    36. Deproxin

    37. Digassim

    38. Flufran

    39. Flunirin

    40. Fluoxil

    41. Flutine

    42. Margrilan

    43. Modipran

    44. Pragmaten

    45. Proctin

    46. Rowexetina

    47. Smr000058452

    48. Erocap

    49. Flunil

    50. Flutin

    51. Fluxen

    52. Lorien

    53. Neupax

    54. Nopres

    55. Oxedep

    56. Prizma

    57. Prodep

    58. Sanzur

    59. Sinzac

    60. Zactin

    61. Nuzak

    62. Zepax

    63. Lilly 110140

    64. Prozac 20

    65. Fluoxetine Hydrochloride 100 Microg/ml In Acetonitrile

    66. Alzac 20

    67. Profluzac

    68. Prozac Weekly

    69. N-methyl-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-amine Hydrochloride

    70. N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]-1-propylamine Hydrochloride

    71. N-methyl-3-[(4-trifluoromethyl)phenoxy]-3-phenylpropylamine Hydrochloride

    72. Ccris 6150

    73. Fluoxetinehydrochloride

    74. Fluoxetine Hydrochloride [usan]

    75. Sr-01000002988

    76. Einecs 260-101-2

    77. Lilly110140

    78. Unii-i9w7n6b1kj

    79. C17h18f3no.hcl

    80. Framex

    81. Ly-110,140 Hydrochloride

    82. Fluoxetin Hcl

    83. Fluoxetine Hcl

    84. Fluoxetine, Hcl

    85. Prozac(r)

    86. Prestwick_798

    87. Sarafem (tn)

    88. Fluoxetine Hydrochloride [usan:usp]

    89. Prozac (tn)

    90. Cpd000058452

    91. N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine;hydrochloride

    92. Dsstox_cid_635

    93. Opera_id_1538

    94. 3-(p-trifluoromethylphenoxy)-n-methyl-3-phenylpropylamine Hydrochloride

    95. (+-)-methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine Hydrochloride

    96. (+-)-n-methyl-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propylamine Hydrochloride

    97. (+/-)-n-methyl-&gamma

    98. Dsstox_rid_75706

    99. Dsstox_gsid_20635

    100. Schembl33384

    101. Mls001076338

    102. Mls002222264

    103. Spectrum1504173

    104. Fluoxetine Hydrochloride, Solid

    105. Dtxsid7020635

    106. Hy-b0102a

    107. Chebi:145458

    108. Hms1569h03

    109. Hms1922f07

    110. Pharmakon1600-01504173

    111. Bcp19962

    112. Npl-2008

    113. Fluoxetine Hydrochloride (jan/usp)

    114. Tox21_200182

    115. Tox21_500558

    116. Ccg-39084

    117. Fluoxetine Hydrochloride [mi]

    118. Methyl(3-phenyl-3-(4-(trifluoromethyl)phenoxy)propyl)ammonium Chloride

    119. Nsc714457

    120. Nsc758685

    121. Prozac; Ly-110,140 Hydrochloride

    122. S1333

    123. Fluoxetine Hydrochloride [jan]

    124. Akos015894939

    125. Propylamine, N-methyl-3-phenyl-3-(p-trifluoromethylphenoxy)-, Hydrochloride

    126. Ab04860

    127. Ac-1697

    128. Cs-1838

    129. Fluoxetine Hydrochloride [hsdb]

    130. Ks-1061

    131. Lp00558

    132. Nc00715

    133. Nsc-714457

    134. Benzenepropanamine, N-methyl-gamma-(4-(trifluoromethyl)phenoxy)-, Hydrochloride

    135. Fluoxetine Hydrochloride [vandf]

    136. N-methyl-3-phenyl-3-{[4-(trifluoromethyl)phenyl]oxy}propan-1-amine Hydrochloride

    137. Fluoxetine Hydrochloride [usp-rs]

    138. Fluoxetine Hydrochloride [who-dd]

    139. Ncgc00093943-01

    140. Ncgc00093943-02

    141. Ncgc00093943-03

    142. Ncgc00093943-04

    143. Ncgc00093943-05

    144. Ncgc00257736-01

    145. Ncgc00261243-01

    146. Bf163653

    147. Sy035644

    148. Cas-56296-78-7

    149. Eu-0100558

    150. F-132

    151. F0750

    152. Fluoxetine Hydrochloride [green Book]

    153. Ft-0626490

    154. Ft-0652216

    155. Ft-0668749

    156. Ft-0668750

    157. Ft-0668751

    158. Sw196934-4

    159. Fluoxetine Hydrochloride [orange Book]

    160. D00823

    161. Fluoxetine Hydrochloride [ep Monograph]

    162. Fluoxetine Hydrochloride [usp Impurity]

    163. Fluoxetine Hydrochloride [usp Monograph]

    164. Symbyax Component Fluoxetine Hydrochloride

    165. 910f893

    166. A830990

    167. Fluoxetine Hydrochloride 100 Microg/ml In Methanol

    168. Fluoxetine Hydrochloride Component Of Symbyax

    169. J-521372

    170. Sr-01000002988-2

    171. Sr-01000002988-4

    172. Sr-01000002988-9

    173. Q27280620

    174. Z1741982921

    175. Fluoxetine Hydrochloride, Vetranal(tm), Analytical Standard

    176. Fluoxetine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    177. Fluoxetine Hydrochloride, British Pharmacopoeia (bp) Reference Standard

    178. Fluoxetine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    179. Methyl-[(3r)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]ammonium

    180. Methyl-[3-phenyl-3-(4-trifluoromethyl-phenoxy)-propyl]-amine Hydrochloride

    181. N-methyl-3-phenyl-3-(p-trifluoromethylphenoxy)-propylaminhydrochloride

    182. N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propylamine Hydrochloride

    183. Fluoxetine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    184. Fluoxetine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    185. N-methyl-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-amine Hydrochloride1

    186. N-methyl-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-aminehydrochloride1

    187. N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]-1-propanamine Hydrochloride (1:1)

    188. N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine;hydrochloride.

    189. (+/-)-n-methyl-3-phenyl-3-((.alpha.,.alpha.,.alpha.-trifluoro-p-tolyl)oxy)propylamine, Hydrochloride

    190. Benzenepropanamine, N-methyl-.gamma.-(4-(trifluoromethyl)phenoxy)-, Hydrochloride (1:1)

    191. Benzenepropanamine, N-methyl-.gamma.-(4-(trifluoromethyl)phenoxy)-, Hydrochloride, (+/-)-

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

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 345.8 g/mol
    Molecular Formula C17H19ClF3NO
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass345.1107264 g/mol
    Monoisotopic Mass345.1107264 g/mol
    Topological Polar Surface Area21.3 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity308
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 8  
    Drug NameFluoxetine hydrochloride
    Active IngredientFluoxetine hydrochloride
    Dosage FormTablet; Capsule; Capsule, delayed rel pellets; Solution
    RouteOral
    Strengtheq 20mg base; eq 40mg base; eq 90mg base; eq 20mg base/5ml; eq 10mg base; eq 60mg base
    Market StatusPrescription
    CompanyRanbaxy; Mylan Pharms; Wockhardt; Silarx; Ani Pharms; Edgemont Pharms; Teva; Pharm Assoc; Alembic Pharms; Aurobindo Pharma; Teva Pharms Usa; Mallinckrodt; Sandoz; Par Pharm; Ivax Sub Teva Pharms; Lannett; Aurobindo Pharm; Landela Pharm; Dr Reddys Labs; My

    2 of 8  
    Drug NameProzac
    PubMed HealthFluoxetine (By mouth)
    Drug ClassesAntidepressant, Central Nervous System Agent
    Drug LabelSARAFEM (fluoxetine hydrochloride tablets) is a selective serotonin reuptake inhibitor(SSRI) for oral administration. It is designated ()-N-methyl-3-phenyl-3-[(,,-trifluoro-p-tolyl)oxy]propylamine hydrochloride and has the empirical formula...
    Active IngredientFluoxetine hydrochloride
    Dosage FormCapsule
    RouteOral
    Strengtheq 20mg base; eq 40mg base; eq 10mg base
    Market StatusPrescription
    CompanyEli Lilly And

    3 of 8  
    Drug NameSarafem
    Drug LabelFluoxetine hydrochloride is a psychotropic drug for oral administration. It is also marketed for the treatment of premenstrual dysphoric disorder (Sarafem, fluoxetine hydrochloride). It is designated ()-N-methyl-3-phenyl-3-[(a,a,a-trifluoro-p-tol...
    Active IngredientFluoxetine hydrochloride
    Dosage FormTablet; Capsule
    RouteOral
    Strengtheq 20mg base; eq 15mg base; eq 10mg base
    Market StatusPrescription
    CompanyWarner Chilcott; Eli Lilly And