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Trifluperidol

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Chemistry

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Also known as: 749-13-3, Triperidol, Trisedil, Psychoperidol, Flumoperone, Psicoperidol

Molecular Formula

C₂₂H₂₃F₄NO₂

Molecular Weight

409.4 g/mol

InChI Key

GPMXUUPHFNMNDH-UHFFFAOYSA-N

FDA UNII

R8869Q7R8I

A butyrophenone with general properties similar to those of HALOPERIDOL. It is used in the treatment of PSYCHOSES including MANIA and SCHIZOPHRENIA. (From Martindale, The Extra Pharmacopoeia, 30th ed, p621)

1 2D Structure

Trifluperidol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl]butan-1-one

2.1.2 InChI

InChI=1S/C22H23F4NO2/c23-19-8-6-16(7-9-19)20(28)5-2-12-27-13-10-21(29,11-14-27)17-3-1-4-18(15-17)22(24,25)26/h1,3-4,6-9,15,29H,2,5,10-14H2

2.1.3 InChI Key

GPMXUUPHFNMNDH-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN(CCC1(C2=CC(=CC=C2)C(F)(F)F)O)CCCC(=O)C3=CC=C(C=C3)F

2.2 Other Identifiers

2.2.1 UNII

R8869Q7R8I

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Trisedil

2.3.2 Depositor-Supplied Synonyms

1. 749-13-3

2. Triperidol

3. Trisedil

4. Psychoperidol

5. Flumoperone

6. Psicoperidol

7. Trisedyl

8. Psicoperidol-r

9. Mcn-jr-2498

10. Trifluperidolo

11. R-2498

12. Nsc 170978

13. P 459

14. 1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl]butan-1-one

15. Nsc-170978

16. Chembl15023

17. 1-butanone, 1-(4-fluorophenyl)-4-(4-hydroxy-4-(3-(trifluoromethyl)phenyl)-1-piperidinyl)-

18. R8869q7r8i

19. Nsc170978

20. Triperidol (tn)

21. 4-fluoro-4,4-idrossi-4-(m-trifluorometil-fenil)-piperidino-butirrofenone

22. Trifluperidolum

23. Trifluperidolo [dcit]

24. Trifluperidolo [italian]

25. 1-(4-fluorophenyl)-4-(4-hydroxy-4-(3-(trifluoromethyl)phenyl)piperidin-1-yl)butan-1-one

26. 1-butanone, 1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidinyl]-

27. Trifluperidolum [inn-latin]

28. Butyrophenone, 4'-fluoro-4-(4-hydroxy-4-(.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)piperidino)-

29. Butyrophenone, 4'-fluoro-4-[4-hydroxy-4-(.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)piperidino]-

30. Trifluperidol [usan:inn:ban]

31. Brn 1556208

32. Unii-r8869q7r8i

33. .psi.coperidol

34. 1-(4-fluorophenyl)-4-{4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl}butan-1-one

35. .psi.coperidol-r

36. 4'-fluoro-4-(4-hydroxy-4-(.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)piperidino)butyrophenone

37. 4'-fluoro-4-[4-hydroxy-4-(.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)piperidino]butyrophenone

38. Lopac-t-103

39. Trifluperidol [mi]

40. Trifluperidol [inn]

41. Trifluperidol (usan/inn)

42. 4'-fluoro-4-(4-hydroxy-4-(alpha,alpha,alpha-trifluoro-m-tolyl)piperidino)butyrophenone

43. 4-fluoro-4,4-idrossi-4-(m-trifluorometil-fenil)-piperidino-butirrofenone [italian]

44. Trifluperidol [usan]

45. Lopac0_001243

46. 5-21-02-00406 (beilstein Handbook Reference)

47. Schembl120862

48. Trifluperidol [mart.]

49. Trifluperidol [who-dd]

50. Dtxsid4023703

51. Chebi:135662

52. Hms2090p16

53. Bcp28492

54. Bdbm50047016

55. Ccg-205317

56. Db13552

57. Sdccgsbi-0051210.p002

58. Butyrophenone, 4'-fluoro-4-(4-hydroxy-4-(alpha,alpha,alpha-trifluoro-m-tolyl)piperidino)-

59. Ncgc00015983-01

60. Ncgc00015983-02

61. Ncgc00015983-03

62. Ncgc00015983-06

63. Ncgc00162376-01

64. Wln: T6ntj A3vr Df& Dq Dr Cxfff

65. 1st161655

66. Ns00010654

67. D02625

68. Ab00918346-05

69. L001285

70. Q4463264

71. Brd-k43605761-003-05-4

72. R-2498; R 2498; R2498

73. Butyrophenone,.alpha.,.alpha.-trifluoro-m-tolyl)piperidino]-

74. 1-(4-fluoro-phenyl)-4-[4-hydroxy-4-(3-trifluoromethyl-phenyl)-piperidin-1-yl]-butan-1-one

75. 1-(4-fluorophenyl)-4-(4-hydroxy-4-(3-(trifluoromethyl)phenyl)-1-piperidinyl)-1-butanone

76. 1-(4-fluorophenyl)-4-(4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidinyl)-1-butanone #

77. 1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidyl]-butan-1-one

78. 1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidyl]butan-1-one

79. 4'-fluoro-4-[4-hydroxy-4-(.alpha.,.alpha.-trifluoro-m-tolyl)piperidino]butyrophenone

80. 1-(4-fluoro-phenyl)-4-[4-hydroxy-4-(3-trifluoromethyl-phenyl)-piperidin-1-yl]-butan-1-one (trifluperidol)

81. 1-butanone, 1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-pi Peridinyl]-

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₃F₄NO₂
Molecular Weight	409.4 g/mol
XLogP3	3.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	6
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	40.5
Heavy Atom Count	29
Formal Charge	0
Complexity	537
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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.)

4.2 ATC Code

N - Nervous system

N05 - Psycholeptics

N05A - Antipsychotics

N05AD - Butyrophenone derivatives

N05AD02 - Trifluperidol

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