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    Spiropitan

    PharmaCompass
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    2D Structure
    Also known as: Spiropitan, Spiroperidol, 749-02-0, Espiperona, Spiperonum, R 5147
    Molecular Formula
    C23H26FN3O2
    Molecular Weight
    395.5  g/mol
    InChI Key
    DKGZKTPJOSAWFA-UHFFFAOYSA-N
    FDA UNII
    4X6E73CJ0Q
    A spiro butyrophenone analog similar to HALOPERIDOL and other related compounds. It has been recommended in the treatment of SCHIZOPHRENIA.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
    2.1.2 InChI
    InChI=1S/C23H26FN3O2/c24-19-10-8-18(9-11-19)21(28)7-4-14-26-15-12-23(13-16-26)22(29)25-17-27(23)20-5-2-1-3-6-20/h1-3,5-6,8-11H,4,7,12-17H2,(H,25,29)
    2.1.3 InChI Key
    DKGZKTPJOSAWFA-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CN(CCC12C(=O)NCN2C3=CC=CC=C3)CCCC(=O)C4=CC=C(C=C4)F
    2.2 Other Identifiers
    2.2.1 UNII
    4X6E73CJ0Q
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Spiroperidol

    2. Spiroperone

    2.3.2 Depositor-Supplied Synonyms

    1. Spiropitan

    2. Spiroperidol

    3. 749-02-0

    4. Espiperona

    5. Spiperonum

    6. R 5147

    7. [3h]spiperone

    8. [3h]-spiperone

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

    10. E 525

    11. Nsc 170983

    12. Mls000028615

    13. Spiroperidol;r-5147

    14. 8-(3-(p-fluorobenzoyl)propyl)-1-phenyl-1,3,8-triazaspiro(4.5)decan-4-one

    15. 8-(3-p-fluorobenzoyl-1-propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decane

    16. Nsc-170983

    17. Smr000058674

    18. 1,3,8-triazaspiro(4.5)decan-4-one, 8-(4-(4-fluorophenyl)-4-oxobutyl)-1-phenyl-

    19. 4x6e73cj0q

    20. Chebi:9233

    21. Chembl267930

    22. R-5147

    23. Butyrophenone, 4'-fluoro-4-(4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decan-8-yl)-

    24. Nsc170983

    25. Ncgc00015964-09

    26. Cas-749-02-0

    27. 1,3,8-triazaspiro(4.5)decan-4-one, 8-(3-(p-fluorobenzoyl)propyl)-1-phenyl-

    28. 1,3,8-triazaspiro[4.5]decan-4-one, 8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-

    29. 8-(4-(4-fluorophenyl)-4-oxobutyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

    30. 8-[4-(4-fluorophenyl)-4-oxidanylidene-butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

    31. Dsstox_cid_25205

    32. Dsstox_rid_80749

    33. Dsstox_gsid_45205

    34. Spiroperidone

    35. Spiperonum [inn-latin]

    36. Espiperona [inn-spanish]

    37. 1,3,8-triazaspiro[4.5]decan-4-one, 8-[3-(p-fluorobenzoyl)propyl]-1-phenyl-

    38. 8-[4-(4-fluorophenyl)-4-oxo-butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

    39. Spiperone [usan:inn:ban:jan]

    40. Einecs 212-024-0

    41. Brn 0632204

    42. Unii-4x6e73cj0q

    43. Sr-01000000261

    44. Spiperone, Solid

    45. Spiropitan (tn)

    46. Prestwick_624

    47. [3h]-spiroperidol

    48. Spectrum_001143

    49. Tocris-0995

    50. Spiperone [inn]

    51. Spiperone [jan]

    52. Spiperone [mi]

    53. Spiperone (jan/usan)

    54. Regid855701

    55. Spiperone [usan]

    56. Opera_id_1551

    57. Prestwick0_000288

    58. Prestwick1_000288

    59. Prestwick2_000288

    60. Prestwick3_000288

    61. Spectrum2_001426

    62. Spectrum3_001460

    63. Spectrum4_000451

    64. Spectrum5_000987

    65. Lopac-s-7395

    66. Gtpl99

    67. Spiperone [mart.]

    68. 4-phenyl-8-[3-(4-fluorobenzoyl)propyl]-1-oxo-2,4,8-triazaspiro[4,5]decane

    69. Cid_5265

    70. Spiperone [who-dd]

    71. Lopac0_001069

    72. Regid_for_cid_5265

    73. Bspbio_000196

    74. Bspbio_002959

    75. Kbiogr_000862

    76. Kbioss_001623

    77. Mls001076321

    78. Divk1c_000566

    79. Schembl116031

    80. Spectrum1501152

    81. Spbio_001532

    82. Spbio_002415

    83. Bpbio1_000216

    84. Gtpl3300

    85. Dtxsid5045205

    86. Bdbm21397

    87. Hms501m08

    88. Kbio1_000566

    89. Kbio2_001623

    90. Kbio2_004191

    91. Kbio2_006759

    92. Kbio3_002459

    93. Tqp0726

    94. Ninds_000566

    95. Hms1568j18

    96. Hms1921l09

    97. Hms2089e16

    98. Hms2092h17

    99. Hms2095j18

    100. Hms2235e11

    101. Hms3371l01

    102. Hms3712j18

    103. Pharmakon1600-01501152

    104. Zinc643233

    105. Hy-b1371

    106. Tox21_110269

    107. Ccg-38975

    108. Nsc757864

    109. Akos024282958

    110. Tox21_110269_1

    111. Nsc-757864

    112. Sdccgsbi-0051039.p004

    113. Idi1_000566

    114. Ncgc00015964-01

    115. Ncgc00015964-02

    116. Ncgc00015964-03

    117. Ncgc00015964-04

    118. Ncgc00015964-05

    119. Ncgc00015964-06

    120. Ncgc00015964-07

    121. Ncgc00015964-08

    122. Ncgc00015964-10

    123. Ncgc00015964-11

    124. Ncgc00015964-12

    125. Ncgc00015964-13

    126. Ncgc00015964-17

    127. Ncgc00015964-25

    128. Ncgc00016536-01

    129. Ncgc00022260-02

    130. Ncgc00022260-04

    131. Ncgc00022260-05

    132. Ncgc00022260-06

    133. Ncgc00022260-07

    134. Sbi-0051039.p003

    135. Ab00052224

    136. Cs-0013110

    137. Ft-0674639

    138. D01051

    139. Ab00052224-15

    140. Ab00052224_16

    141. L000569

    142. Q3077150

    143. Sr-01000000261-5

    144. Sr-01000000261-8

    145. Brd-k55468218-001-05-5

    146. Brd-k55468218-003-01-0

    147. Wln: T6n Dxtj A3vr Df& D-& Ct5mvxn Ehj Dr

    148. 8-[3-(p-fluorobenzoyl)propyl]-1-phenyl-1,8-triazaspiro[4.5]decan-4-one

    149. 1,8-triazaspiro[4.5]decan-4-one, 8-[3-(p-fluorobenzoyl)propyl]-1-phenyl-

    150. 1,8-triazaspiro[4.5]decan-4-one, 8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-

    151. 8-[4-(4-fluorophenyl)-4-keto-butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

    152. 8-[4-(4-fluorophenyl)-4-oxo-butyl]-4-phenyl-2,4,8-triazaspiro[4.5]decan-1-one

    153. 1-(4-fluorophenyl)-4-(4-hydroxy-1-phenyl-1,3,8-triazaspiro[4.5]dec-3-en-8-yl)-1-butanone #

    154. Sip

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 395.5 g/mol
    Molecular Formula C23H26FN3O2
    XLogP33
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass395.20090524 g/mol
    Monoisotopic Mass395.20090524 g/mol
    Topological Polar Surface Area52.6 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity577
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 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.)