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Penfluridol

Penfluridol

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Also known as: 26864-56-2, Semap, 1-(4,4-bis(4-fluorophenyl)butyl)-4-(4-chloro-3-(trifluoromethyl)phenyl)piperidin-4-ol, Penfluridolum, Mcn-jr-16,341, Tlp-607

Molecular Formula

C₂₈H₂₇ClF₅NO

Molecular Weight

524.0 g/mol

InChI Key

MDLAAYDRRZXJIF-UHFFFAOYSA-N

FDA UNII

25TLU22Q8H

One of the long-acting ANTIPSYCHOTIC AGENTS used for maintenance or long-term therapy of SCHIZOPHRENIA and other PSYCHOTIC DISORDERS.

1 2D Structure

Penfluridol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]piperidin-4-ol

2.1.2 InChI

InChI=1S/C28H27ClF5NO/c29-26-12-7-21(18-25(26)28(32,33)34)27(36)13-16-35(17-14-27)15-1-2-24(19-3-8-22(30)9-4-19)20-5-10-23(31)11-6-20/h3-12,18,24,36H,1-2,13-17H2

2.1.3 InChI Key

MDLAAYDRRZXJIF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN(CCC1(C2=CC(=C(C=C2)Cl)C(F)(F)F)O)CCCC(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F

2.2 Other Identifiers

2.2.1 UNII

25TLU22Q8H

2.3 Synonyms

2.3.1 MeSH Synonyms

1. R 16341

2. R-16341

3. R16341

4. Semap

2.3.2 Depositor-Supplied Synonyms

1. 26864-56-2

2. Semap

3. 1-(4,4-bis(4-fluorophenyl)butyl)-4-(4-chloro-3-(trifluoromethyl)phenyl)piperidin-4-ol

4. Penfluridolum

5. Mcn-jr-16,341

6. Tlp-607

7. R-16341

8. 1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]-4-piperidinol

9. Micefal

10. 1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]piperidin-4-ol

11. R 16341

12. Nsc-759179

13. Chembl47050

14. 4-piperidinol, 1-(4,4-bis(4-fluorophenyl)butyl)-4-(4-chloro-3-(trifluoromethyl)phenyl)-

15. 25tlu22q8h

16. Mcn-jr-16341

17. R 16,341

18. 4-piperidinol, 1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]-

19. Ncgc00165865-01

20. Dsstox_cid_28947

21. Dsstox_rid_83212

22. Dsstox_gsid_49021

23. Penfluridolum [inn-latin]

24. Cas-26864-56-2

25. Einecs 248-074-5

26. Brn 1558826

27. Unii-25tlu22q8h

28. Longoperidol

29. Penfluridol [usan:inn:ban]

30. 1-(4,4-bis(p-fluorophenyl)butyl)-4-(4-chloro-.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)-4-piperidinol

31. 1-[4,4-bis(p-fluorophenyl)butyl]-4-(4-chloro-.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)-4-piperidinol

32. Mfcd00866714

33. Semap (tn)

34. Penfluridol [mi]

35. Penfluridol [inn]

36. Penfluridol [jan]

37. Penfluridol (usan/inn)

38. Penfluridol [usan]

39. Penfluridol [mart.]

40. Schembl93939

41. Penfluridol [who-dd]

42. 1-(4,4-bis(p-fluorophenyl)butyl)-4-(4-chloro-alpha,alpha,alpha-trifluoro-m-tolyl)-4-piperidinol

43. 5-21-02-00409 (beilstein Handbook Reference)

44. Mls004774011

45. Dtxsid5049021

46. Chebi:92278

47. Hms3264l13

48. Hms3652g22

49. Pharmakon1600-01505691

50. Act03196

51. Bcp03695

52. Hy-b1077

53. Zinc4217252

54. Tox21_113546

55. Bdbm50026066

56. Nsc759179

57. Pdsp1_000470

58. Pdsp2_000468

59. Akos005065828

60. Tox21_113546_1

61. Bcp9000014

62. Ccg-269878

63. Cs-4633

64. Db13791

65. Ks-5104

66. Nsc 759179

67. Penfluridol, >=97% (hplc), Powder

68. 4-piperidinol,1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]-

69. Ncgc00165865-02

70. Ncgc00165865-03

71. 4-piperidinol, 1-(4,4-bis(p-fluorophenyl)butyl)-4-(4-chloro-alpha,alpha,alpha-trifluoro-m-tolyl)-

72. 4-piperidinol, 4-(4-chloro-alpha,alpha,alpha-trifluoro-m-tolyl)-1-(4,4-bis(p-fluorophenyl)butyl)-

73. Ac-15413

74. Smr003500704

75. Bcp0726000159

76. Sbi-0206898.p001

77. Db-017683

78. Ft-0645031

79. P2076

80. S4151

81. Sw219540-1

82. D02630

83. Ab01566919_01

84. 864p562

85. A818637

86. L001145

87. Sr-05000001779

88. Q2149707

89. Sr-05000001779-1

90. W-107147

91. Brd-k15409150-001-01-7

92. 1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloranyl-3-(trifluoromethyl)phenyl]piperidin-4-ol

93. 1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]-piperidin-4-ol

94. 1-[4,4-bis-(4-fluoro-phenyl)-butyl]-4-(4-chloro-3-trifluoromethyl-phenyl)-piperidin-4-ol

95. 1-[4,4-bis(p-flurophenyl)butyl]-4-(4-chloro-.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)-4-piperidinol

96. 4-piperidinol, 4-(4-chloro-.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)-1-(4,4-bis(p-fluorophenyl)butyl)-

97. Penfluridol1-[4,4-bis-(4-fluoro-phenyl)-butyl]-4-(4-chloro-3-trifluoromethyl-phenyl)-piperidin-4-ol

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₂₇ClF₅NO
Molecular Weight	524.0 g/mol
XLogP3	7.3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Exact Mass	523.1701330 g/mol
Monoisotopic Mass	523.1701330 g/mol
Topological Polar Surface Area	23.5 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	647
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

N05AG03

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

N05AG03 - Penfluridol