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MolPort-000-917-736

MolPort-000-917-736

Synopsis, Chemistry

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2 Drug(s) in Development

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7 US Medicaid Prescriptions, 11 Finished Drug Prices

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100

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297.00

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Also known as: Fluphenazine dihydrochloride, 146-56-5, Prolixin, Anatensol, Permitil, Fluphenazine (dihydrochloride)

Molecular Formula

C₂₂H₂₈Cl₂F₃N₃OS

Molecular Weight

510.4 g/mol

InChI Key

MBHNWCYEGXQEIT-UHFFFAOYSA-N

FDA UNII

ZOU145W1XL

A phenothiazine used in the treatment of PSYCHOSES. Its properties and uses are generally similar to those of CHLORPROMAZINE.

1 2D Structure

MolPort-000-917-736

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol;dihydrochloride

2.1.2 InChI

InChI=1S/C22H26F3N3OS.2ClH/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29;;/h1-2,4-7,16,29H,3,8-15H2;2*1H

2.1.3 InChI Key

MBHNWCYEGXQEIT-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN(CCN1CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO.Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

ZOU145W1XL

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Flufenazin

2. Fluphenazine

3. Hydrochloride, Fluphenazine

4. Lyogen

5. Prolixin

2.3.2 Depositor-Supplied Synonyms

1. Fluphenazine Dihydrochloride

2. 146-56-5

3. Prolixin

4. Anatensol

5. Permitil

6. Fluphenazine (dihydrochloride)

7. Tensofin

8. Moditen

9. Squibb 4918

10. Dapotum

11. Omca

12. Fluphenazine Hcl

13. Calmansial

14. Flufenazin

15. Lyorodin

16. Liogen

17. Fluphenazine Chloride

18. Fluphenazine Dihcl

19. Fluorophenazine Dihydrochloride

20. Zou145w1xl

21. Valamina

22. 1-(2-hydroxyethyl)-4-(3-(2-trifluoromethyl-10-phenothiazinylpropyl)piperazine Dihydrochloride

23. 1-piperazineethanol, 4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)-, Dihydrochloride

24. 4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-1-piperazineethanol Dihydrochloride

25. Nsc-179197

26. Trancin

27. A 4077

28. 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol;dihydrochloride

29. Permitil Hydrochloride

30. 10-(3-(4-(2-hydroxyethyl)piperazinyl)propyl)-2-trifluoromethylphenothiazine Dihydrochloride

31. 1-piperazineethanol, 4-[3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propyl]-, Dihydrochloride

32. 2-(4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)piperazin-1-yl)ethanol Dihydrochloride

33. Ccris 4032

34. Nsc 62323

35. Sr-01000003048

36. Einecs 205-674-1

37. Unii-zou145w1xl

38. Nsc 179197

39. Siqualone

40. Fluphenazine 2hcl

41. Prolixin (tn)

42. 2-(4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)piperazin-1-yl)ethan-1-ol Dihydrochloride

43. 2-(4-{3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol Dihydrochloride

44. Prestwick_225

45. Fluphenazine Hydrochloride [usp:ban:jan]

46. Schembl41634

47. Spectrum1500994

48. Chebi:5126

49. Flufenazine Hydrochloride

50. Chembl1448187

51. Dtxsid00892922

52. Hms1568p22

53. Hms1921o14

54. Bcp18079

55. Hy-a0081

56. Tox21_500555

57. S4569

58. Fluphenazine Hydrochloride (jan/usp)

59. Akos015960787

60. Ccg-212902

61. Cs-4290

62. Lp00555

63. 1-piperazineethanol, 4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-, Dihydrochloride

64. Fluphenazine Hydrochloride [jan]

65. Fluphenazine Dihydrochloride [mi]

66. Ncgc00093941-01

67. Ncgc00093941-02

68. Ncgc00093941-03

69. Ncgc00261240-01

70. Ac-12201

71. Bs-15804

72. Fluphenazine Hydrochloride [mart.]

73. Fluphenazine Hydrochloride [vandf]

74. S4569 Fluphenazine (dihydrochloride).cd

75. Fluphenazine Hydrochloride [usp-rs]

76. Fluphenazine Hydrochloride [who-dd]

77. Fluphenazine Hydrochloride [who-ip]

78. Eu-0100555

79. F1240

80. Ft-0668755

81. C72785

82. D00791

83. F 4765

84. Fluphenazine Hydrochloride [orange Book]

85. Fluphenazine Hydrochloride [usp Impurity]

86. Fluphenazine Hydrochloride [usp Monograph]

87. Fluphenazini Hydrochloridum [who-ip Latin]

88. Sr-01000003048-2

89. Sr-01000003048-9

90. W-108125

91. Fluphenazine Dihydrochloride 100 Microg/ml In Methanol

92. Q27295826

93. Z2784093501

94. Fluphenazine Dihydrochloride 1.0 Mg/ml In Methanol (as Free Base)

95. Fluphenazine Dihydrochloride, European Pharmacopoeia (ep) Reference Standard

96. Fluphenazine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

97. Fluphenazine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

98. 2-(4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)piperazin-1-yl)ethanoldihydrochloride

99. 2-(4-{3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propyl}-1-piperazinyl)ethanol Dihydrochloride

100. 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol,dihydrochloride

101. Fluphenazine Dihydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₈Cl₂F₃N₃OS
Molecular Weight	510.4 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Exact Mass	509.1282236 g/mol
Monoisotopic Mass	509.1282236 g/mol
Topological Polar Surface Area	55.2 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	544
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	3

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Fluphenazine hydrochloride
PubMed Health	Fluphenazine Hydrochloride (By mouth)
Drug Classes	Analgesic, Antipsychotic
Drug Label	Fluphenazine hydrochloride is a trifluoromethyl phenothiazine derivative intended for the management of schizophrenia. Chemically it is 4-[3-[2-(Trifluoromethyl) phenothiazin-10-yl]propyl]-1-piperazineethanol dihydrochloride which may be represented...
Active Ingredient	Fluphenazine hydrochloride
Dosage Form	Elixir; Tablet; Concentrate; Injectable
Route	Injection; Oral
Strength	2.5mg; 1mg; 2.5mg/ml; 2.5mg/5ml; 5mg; 5mg/ml; 10mg
Market Status	Prescription
Company	Pharm Assoc; Sandoz; Fresenius Kabi Usa; Lannett; Mylan

2 of 2
Drug Name	Fluphenazine hydrochloride
PubMed Health	Fluphenazine Hydrochloride (By mouth)
Drug Classes	Analgesic, Antipsychotic
Drug Label	Fluphenazine hydrochloride is a trifluoromethyl phenothiazine derivative intended for the management of schizophrenia. Chemically it is 4-[3-[2-(Trifluoromethyl) phenothiazin-10-yl]propyl]-1-piperazineethanol dihydrochloride which may be represented...
Active Ingredient	Fluphenazine hydrochloride
Dosage Form	Elixir; Tablet; Concentrate; Injectable
Route	Injection; Oral
Strength	2.5mg; 1mg; 2.5mg/ml; 2.5mg/5ml; 5mg; 5mg/ml; 10mg
Market Status	Prescription
Company	Pharm Assoc; Sandoz; Fresenius Kabi Usa; Lannett; Mylan

5 Pharmacology and Biochemistry

5.1 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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Phenothiazines [CS]; Phenothiazine [EPC]