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    Fluspirilene

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    PharmaCompass
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    2D Structure
    Also known as: Redeptin, Imap, 1841-19-6, Fluspirilen, Mcn-jr-6218, Fluspirilenum [inn-latin]
    Molecular Formula
    C29H31F2N3O
    Molecular Weight
    475.6  g/mol
    InChI Key
    QOYHHIBFXOOADH-UHFFFAOYSA-N
    FDA UNII
    C5QA4GLR9M
    A long-acting injectable antipsychotic agent used for chronic schizophrenia.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
    2.1.2 InChI
    InChI=1S/C29H31F2N3O/c30-24-12-8-22(9-13-24)27(23-10-14-25(31)15-11-23)7-4-18-33-19-16-29(17-20-33)28(35)32-21-34(29)26-5-2-1-3-6-26/h1-3,5-6,8-15,27H,4,7,16-21H2,(H,32,35)
    2.1.3 InChI Key
    QOYHHIBFXOOADH-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CN(CCC12C(=O)NCN2C3=CC=CC=C3)CCCC(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F
    2.2 Other Identifiers
    2.2.1 UNII
    C5QA4GLR9M
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Beta, Fluspirilen

    2. Fluspi

    3. Fluspirilen Beta

    4. Fluspirilen Lindo

    5. Imap

    6. Kivat

    7. Redeptin

    8. Spirodiflamine

    2.3.2 Depositor-Supplied Synonyms

    1. Redeptin

    2. Imap

    3. 1841-19-6

    4. Fluspirilen

    5. Mcn-jr-6218

    6. Fluspirilenum [inn-latin]

    7. Fluspirileno [inn-spanish]

    8. R 6218

    9. 8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

    10. Fluspiriline

    11. R 6218;redeptin

    12. R-6218

    13. C5qa4glr9m

    14. 1-phenyl-4-oxo-8-(4,4-bis(4-fluorophenyl)butyl)-1,3,8-triazaspiro(4,5)decane

    15. 8-(4,4-bis(p-fluorophenyl)butyl)-1-phenyl-1,3,8-triazaspiro-(4.5)decan-4-one

    16. Chembl46516

    17. 1,3,8-triazaspiro(4.5)decan-4-one, 8-(4,4-bis(4-fluorophenyl)butyl)-1-phenyl-

    18. Ncgc00015424-04

    19. Ncgc00015424-11

    20. Fluspirileno

    21. Fluspirilenum

    22. Cas-1841-19-6

    23. 1,3,8-triazaspiro[4.5]decan-4-one, 8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-

    24. Dsstox_cid_25152

    25. Dsstox_rid_80706

    26. Dsstox_gsid_45152

    27. Fluspirilene [usan:inn:ban]

    28. Smr000058304

    29. Imap (tn)

    30. Lopac-f-100

    31. Sr-01000075385

    32. Einecs 217-418-6

    33. Unii-c5qa4glr9m

    34. Fluspirilene (usan/inn)

    35. Spiropiperidine Analogue, 1

    36. Brn 0633853

    37. 8-(4,4-bis(4-fluorophenyl)butyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

    38. Prestwick0_000906

    39. Prestwick1_000906

    40. Prestwick2_000906

    41. Prestwick3_000906

    42. Fluspirilene [mi]

    43. F-100

    44. Fluspirilene [inn]

    45. Gtpl85

    46. 8-[4,4-bis(4-fluorophenyl)butyl]-4-phenyl-2,4,8-triazaspiro[4.5]decan-1-one

    47. Fluspirilene [usan]

    48. Cid_3396

    49. Lopac0_000518

    50. Oprea1_804941

    51. Schembl42082

    52. Bspbio_000752

    53. Bspbio_001343

    54. Fluspirilene [mart.]

    55. 5-26-04-00097 (beilstein Handbook Reference)

    56. Mls000069357

    57. Mls001333730

    58. Fluspirilene [who-dd]

    59. Spbio_002951

    60. Mcn-jr 6218

    61. Bpbio1_000828

    62. Dtxsid7045152

    63. Bdbm26948

    64. Chebi:93369

    65. Tqp0727

    66. Hms1570f14

    67. Hms1791d05

    68. Hms1989d05

    69. Hms2089c15

    70. Hms2097f14

    71. Hms2233b20

    72. Hms3261h17

    73. Hms3372h20

    74. Hms3402d05

    75. Hms3714f14

    76. Zinc537755

    77. Fluspirilene [ep Monograph]

    78. Bcp09254

    79. Fluspirilene (r 6218; Redeptin)

    80. Hy-b1655

    81. Tox21_110142

    82. Tox21_500518

    83. Nsc772296

    84. Akos015969747

    85. Tox21_110142_1

    86. Ccg-204608

    87. Db04842

    88. Lp00518

    89. Nsc-772296

    90. Sdccgsbi-0050501.p002

    91. 1,3,8-triazaspiro[4.5]decan-4-one, 8-[4,4-bis(p-fluorophenyl)butyl]-1-phenyl-

    92. Ncgc00015424-01

    93. Ncgc00015424-02

    94. Ncgc00015424-03

    95. Ncgc00015424-05

    96. Ncgc00015424-06

    97. Ncgc00015424-07

    98. Ncgc00015424-08

    99. Ncgc00015424-09

    100. Ncgc00015424-10

    101. Ncgc00015424-15

    102. Ncgc00016595-01

    103. Ncgc00093913-01

    104. Ncgc00093913-02

    105. Ncgc00093913-03

    106. Ncgc00093913-04

    107. Ncgc00093913-05

    108. Ncgc00261203-01

    109. As-16749

    110. Ab00513956

    111. Cs-0013609

    112. Eu-0100518

    113. Ft-0668770

    114. D02629

    115. Ab00513956-10

    116. L001195

    117. Q408300

    118. J-011797

    119. Sr-01000075385-1

    120. Sr-01000075385-5

    121. Brd-k77947974-001-04-9

    122. Ethyl1-(tert-butyl)-4,5-dioxopyrrolidine-3-carboxylate

    123. Fluspirilene, European Pharmacopoeia (ep) Reference Standard

    124. 8-(4,4-bis(p-fluorophenyl)butyl)-1-phenyl-1,3,8-triazaspiro(4,5)decan-4-one

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 475.6 g/mol
    Molecular Formula C29H31F2N3O
    XLogP35.6
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count7
    Exact Mass475.24351894 g/mol
    Monoisotopic Mass475.24351894 g/mol
    Topological Polar Surface Area35.6 Ų
    Heavy Atom Count35
    Formal Charge0
    Complexity653
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Used for the treatment of schizophrenia.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Fluspirilene is a relatively long-acting injectable depot antipsychotic drug used for schizophrenia. Fluspirilene does not differ greatly from other depot antipsychotics (fluphenazine decanoate, fluphenazine enathate, perphenazine onanthat, pipotiazine undecylenate) with respect to treatment efficacy, response or tolerability. Outcomes suggest that fluspirilene does not differ significantly from oral antipsychotics or in different weekly regimens, although much cannot be inferred because of the shortage of trials.

    5.2 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.)

    5.3 ATC Code

    N05AG01

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    N - Nervous system

    N05 - Psycholeptics

    N05A - Antipsychotics

    N05AG - Diphenylbutylpiperidine derivatives

    N05AG01 - Fluspirilene