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Flupentixol Dihydrochloride

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Chemistry

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Also known as: 51529-01-2, Flupenthixol dihydrochloride, Emergil, Cis-(z)-flupenthixol dihydrochloride, 2413-38-9, Flupentixol hcl

Molecular Formula

C₂₃H₂₇Cl₂F₃N₂OS

Molecular Weight

507.4 g/mol

InChI Key

IOVDQEIIMOZNNA-MHKBYHAFSA-N

FDA UNII

96L0Z069N1

A thioxanthene neuroleptic that, unlike CHLORPROMAZINE, is claimed to have CNS-activating properties. It is used in the treatment of psychoses although not in excited or manic patients. (From Martindale, The Extra Pharmacopoeia, 30th ed, p595)

1 2D Structure

Flupentixol Dihydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[4-[(3Z)-3-[2-(trifluoromethyl)thioxanthen-9-ylidene]propyl]piperazin-1-yl]ethanol;dihydrochloride

2.1.2 InChI

InChI=1S/C23H25F3N2OS.2ClH/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29;;/h1-2,4-8,16,29H,3,9-15H2;2*1H/b18-5-;;

2.1.3 InChI Key

IOVDQEIIMOZNNA-MHKBYHAFSA-N

2.1.4 Canonical SMILES

C1CN(CCN1CCC=C2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO.Cl.Cl

2.1.5 Isomeric SMILES

C1CN(CCN1CC/C=C\2/C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO.Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

96L0Z069N1

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Alpha-flupenthixol

2. Cis-flupenthixol

3. Emergil

4. Fluanxol

5. Flupenthixol

6. Flupentixol

2.3.2 Depositor-Supplied Synonyms

1. 51529-01-2

2. Flupenthixol Dihydrochloride

3. Emergil

4. Cis-(z)-flupenthixol Dihydrochloride

5. 2413-38-9

6. Flupentixol Hcl

7. Cis-(z)-flupentixol Dihydrochloride

8. Fupentixol Dihydrochloride

9. (z)-flupenthixol Dihydrochloride

10. Flupenthixol 2hcl

11. (e/z)-flupentixol Dihydrochloride

12. Flupenthixol, Dihydrochloride

13. Fx 703

14. Flupentixol Dihydrochloride Cis-(z)

15. 96l0z069n1

16. Cis-(z)-flupentixol (dihydrochloride)

17. Flupentixol Hydrochloride

18. (z)-4-[3-[2-(trifluoromethyl)-9h-thioxanthen-9-ylidene]propyl]-1-piperazineethanol Dihydrochloride

19. 2-[4-[(3z)-3-[2-(trifluoromethyl)thioxanthen-9-ylidene]propyl]piperazin-1-yl]ethanol;dihydrochloride

20. N 7009

21. 1-piperazineethanol, 4-(3-(2-(trifluoromethyl)-9h-thioxanthen-9-ylidene)propyl)-, Dihydrochloride, (z)-

22. (z)-4-(3-(2-(trifluoromethyl)-9h-thioxanthen-9-ylidene)propyl)-1-piperazineethanol Dihydrochloride

23. Einecs 219-321-4

24. Nsc 170952

25. Unii-96l0z069n1

26. Prestwick_902

27. Cis-flupenthixol 2hcl

28. Unii-hat84mlq6z

29. Hat84mlq6z

30. 1-piperazineethanol, 4-(3-(2-trifluoromethylthioxanth-9-ylidene)propyl)-, Dihydrochloride

31. 4-(3-(2-(trifluoromethyl)thioxanthen-9-ylidene)propyl)-1-piperazineethanol Dihydrochloride

32. Cis-flupenthixol Hydrochloride

33. 1-piperazineethanol, 4-(3-(2-(trifluoromethyl)-9h-thioxanthen-9-ylidene)propyl)-, Dihydrochloride

34. Cis-flupenthixol Dihydrochloride

35. (z)-flupentixol Dihydrochloride

36. Schembl1153162

37. Chembl1496351

38. Ex-a352

39. Chebi:180489

40. Flupentixol Dihydrochloride (jan)

41. Cis-(z)-flupentixoldihydrochloride

42. Dtxsid501017247

43. Hms1569c21

44. Cis(z)-flupentixol Dihydrochloride

45. 4-[3-[2-(trifluoromethyl)-9h-thioxanthen-9-ylidene]propyl]-1-piperazineethanol Dihydrochloride

46. Cis-flupentixol Hydrochloride

47. Tox21_500528

48. Mfcd00069278

49. S3664

50. Akos025401529

51. Ac-2136

52. Ccg-221832

53. Lp00528

54. 1-piperazineethanol, 4-(3-(2-(trifluoromethyl)thioxanthen-9-ylidene)propyl)-, Dihydrochloride

55. Ncgc00093921-01

56. Ncgc00261213-01

57. .alpha.-flupenthixol Hydrochloride

58. 4-(3-(2-(trifluoromethyl)-9h-thioxanthen-9-ylidene)propyl)piperazine-1-ethanol Dihydrochloride

59. Bs-16961

60. Flupentixol Dihydrochloride, (z)-

61. Hy-15856

62. Thioxanthene, 9-(3-(4-(2-hydroxyethyl)piperazinyl)propylidene)-2-trifluoromethyl-, Dihydrochloride

63. B7578

64. Cs-0009393

65. Eu-0100528

66. F-114

67. D02236

68. 529f012

69. Sr-01000076232

70. J-015359

71. Sr-01000076232-1

72. Q27271910

73. Cis-(z)-flupenthixol Dihydrochloride, >=98% (hplc), Solid

74. (z)-2-(4-(3-(2-(trifluoromethyl)-9h-thioxanthen-9-ylidene)propyl)piperazin-1-yl)ethanol Dihydrochloride

75. (z)-4-[3-[2-(trifluoromethyl)-9h-thioxanthen-9-ylidene]propyl]-1-piperazine-ethanol Dihydrochloride

76. 1-(2-hydroxyethyl)-4-{(3z)-3-[2-(trifluoromethyl)-9h-thioxanthen-9-ylidene]propyl}piperazinediium Dichloride

77. 1-piperazineethanol, 4-((3z)-3-(2-(trifluoromethyl)-9h-thioxanthen-9-ylidene)propyl)-, Dihydrochloride

78. 1-piperazineethanol, 4-(3-((3z)-2-(trifluoromethyl)-9h-thioxanthen-9-ylidene)propyl)-, Hydrochloride (1:2)

79. 2-(4-{(3z)-3-[2-(trifluoromethyl)-9h-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethan-1-ol--hydrogen Chloride (1/2)

80. 2-(4-{(3z)-3-[2-(trifluoromethyl)-9h-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethanol Dihydrochloride

81. 4-[3-[(3z)-2-(trifluoromethyl)-9h-thioxanthen-9-ylidene]propyl]-1-piperazineethanol Hydrochloride

2.4 Create Date

2005-10-11

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₂₇Cl₂F₃N₂OS
Molecular Weight	507.4 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	5
Exact Mass	506.1173245 g/mol
Monoisotopic Mass	506.1173245 g/mol
Topological Polar Surface Area	52 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	592
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

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.)

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