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10H-Phenothiazine,10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-, Hydrochloride (1:2)

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Synopsis

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Chemistry

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Also known as: Trifluoperazine dihydrochloride, 440-17-5, Stelazine, Trifluoperazine 2hcl, Terfluzine, Trifluoperazine hcl

Molecular Formula

C₂₁H₂₆Cl₂F₃N₃S

Molecular Weight

480.4 g/mol

InChI Key

BXDAOUXDMHXPDI-UHFFFAOYSA-N

FDA UNII

6P1Y2SNF5V

A phenothiazine with actions similar to CHLORPROMAZINE. It is used as an antipsychotic and an antiemetic.

1 2D Structure

Trifluoperazine Dihydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine;dihydrochloride

2.1.2 InChI

InChI=1S/C21H24F3N3S.2ClH/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24;;/h2-3,5-8,15H,4,9-14H2,1H3;2*1H

2.1.3 InChI Key

BXDAOUXDMHXPDI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F.Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

6P1Y2SNF5V

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Apo Trifluoperazine

2. Apo-trifluoperazine

3. Apotrifluoperazine

4. Eskazine

5. Flupazine

6. Stelazine

7. Terfluzine

8. Trifluoperazine

9. Trifluoperazine Hcl

10. Trifluoroperazine

11. Trifluperazine

12. Triftazin

2.3.2 Depositor-Supplied Synonyms

1. Trifluoperazine Dihydrochloride

2. 440-17-5

3. Stelazine

4. Trifluoperazine 2hcl

5. Terfluzine

6. Trifluoperazine Hcl

7. Triphthazine

8. Eskazinyl

9. Jatroneural

10. Triftazin

11. Tryptazine

12. Trazine

13. Trifluoroperazine Hydrochloride

14. Tryptazine Dihydrochloride

15. Fluoperazine

16. Eskazine

17. Triphthazine Dihydrochloride

18. Calmazine

19. Modalina

20. Stalazine Hydrochloride

21. Trifluoroperazine Dihydrochloride

22. Stelazine Dihydrochloride

23. Trifluoperazine (dihydrochloride)

24. Skf 5019

25. Trifluperazine Dihydrochloride

26. 10-(3-(4-methylpiperazin-1-yl)propyl)-2-(trifluoromethyl)-10h-phenothiazine Dihydrochloride

27. 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10h-phenothiazine Dihydrochloride

28. Fluoperazine Dihydrochloride

29. 6p1y2snf5v

30. 10-(3-(4-methyl-1-piperazinyl)propyl)-2-(trifluoromethyl)phenothiazine Dihydrochloride

31. 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine;dihydrochloride

32. 10h-phenothiazine, 10-(3-(4-methyl-1-piperazinyl)propyl)-2-(trifluoromethyl)-, Dihydrochloride

33. Nsc-757369

34. 10h-phenothiazine, 10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-, Dihydrochloride

35. Dsstox_cid_25085

36. Dsstox_rid_80660

37. Dsstox_gsid_45085

38. 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine Dihydrochloride

39. Chebi:9710

40. Sr-01000003020

41. Ncgc00186653-01

42. Trifluoperazine Hydrochloride (van)

43. Trifluoperazine Hydrochloride [jan]

44. Cas-440-17-5

45. Einecs 207-123-0

46. Unii-6p1y2snf5v

47. Triphthasine

48. Ai3-50137

49. Stelazine (tn)

50. Prestwick_482

51. Mfcd00012656

52. Trifluoperazine Dihcl

53. Trifluoperazine Hydrochloride [usp:jan]

54. Schembl341516

55. Spectrum1500591

56. Chembl1257040

57. Dtxsid1045085

58. Hy-b0532a

59. Skf5019

60. Hms1568p08

61. Hms1921g15

62. Skf-5019

63. Tox21_110017

64. Tox21_501232

65. Ccg-40290

66. S3201

67. Akos015895085

68. Tox21_110017_1

69. Ac-8081

70. Ks-5109

71. Lp01232

72. Sb19410

73. Phenothiazine, 10-(3-(4-methyl-1-piperazinyl)propyl)-2-(trifluoromethyl)-, Dihydrochloride

74. Ncgc00013226-01

75. Ncgc00094474-01

76. Ncgc00094474-02

77. Ncgc00094474-03

78. Ncgc00261917-01

79. Trifluoperazine Hydrochloride (jan/usp)

80. Trifluoperazine Dihydrochloride, >/=99%

81. Trifluoperazine Dihydrochloride [mi]

82. Eu-0101232

83. Ft-0600798

84. Sw168675-6

85. T-175

86. T2849

87. Trifluoperazine Hydrochloride [mart.]

88. Trifluoperazine Hydrochloride [vandf]

89. Trifluoperazine Hydrochloride [usp-rs]

90. Trifluoperazine Hydrochloride [who-dd]

91. C75189

92. D00799

93. T 8516

94. Trifluoperazine Dihydrochloride, >=99%, Powder

95. A826478

96. Trifluoperazine Hydrochloride [orange Book]

97. Sr-01000003020-2

98. Trifluoperazine Hydrochloride [ep Monograph]

99. Trifluoperazine Hydrochloride [usp Monograph]

100. W-106212

101. Q27108478

102. Sr-01000003020-10

103. Trifluoperazine Hydrochloride, Meets Usp Testing Specifications

104. Trifluoperazine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

105. 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine;dihydrochloride.

106. 2-trifluoromethyl-10-[3-(1-methyl-4-piperazinyl)propyl]phenothiazine Dihydrochloride

107. Trifluoperazine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

108. Trifluoperazine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

109. 10h-phenothiazine, 10-(3-(4-methyl-1-piperazinyl)propyl)-2-(trifluoromethyl)-, Hydrochloride (1:2)

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

2.4 Create Date

2005-06-01

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₆Cl₂F₃N₃S
Molecular Weight	480.4 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	4
Exact Mass	479.1176589 g/mol
Monoisotopic Mass	479.1176589 g/mol
Topological Polar Surface Area	35 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	510
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	Trifluoperazine hydrochloride
Drug Label	Each film-coated tablet, for oral administration, contains trifluoperazine hydrochloride, USP equivalent to 1 mg, 2 mg, 5 mg, or 10 mg trifluoperazine.The structural formula is:C21H24F3N3S2HCl M.W. 480.43C21H24F3N3S2...
Active Ingredient	Trifluoperazine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 5mg base; eq 2mg base; eq 1mg base; eq 10mg base
Market Status	Prescription
Company	Sandoz; Mylan

2 of 2
Drug Name	Trifluoperazine hydrochloride
Drug Label	Each film-coated tablet, for oral administration, contains trifluoperazine hydrochloride, USP equivalent to 1 mg, 2 mg, 5 mg, or 10 mg trifluoperazine.The structural formula is:C21H24F3N3S2HCl M.W. 480.43C21H24F3N3S2...
Active Ingredient	Trifluoperazine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 5mg base; eq 2mg base; eq 1mg base; eq 10mg base
Market Status	Prescription
Company	Sandoz; Mylan

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Antiemetics

Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

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.)

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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Phenothiazines [CS]; Phenothiazine [EPC]

FDF Dossiers