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ACTIVE PHARMA INGREDIENTS

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6 FDF Dossiers, 6 FDA Orange Book

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1 Others

Synopsis

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Chemistry

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Also known as: 1098-60-8, Triflupromazine hcl, Flumazin, Fluorofen, Neoprin, Siquil

Molecular Formula

C₁₈H₂₀ClF₃N₂S

Molecular Weight

388.9 g/mol

InChI Key

FTNWXGFYRHWUKG-UHFFFAOYSA-N

FDA UNII

9E75N4A5HM

A phenothiazine used as an antipsychotic agent and as an antiemetic.

1 2D Structure

Triflupromazine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine;hydrochloride

2.1.2 InChI

InChI=1S/C18H19F3N2S.ClH/c1-22(2)10-5-11-23-14-6-3-4-7-16(14)24-17-9-8-13(12-15(17)23)18(19,20)21;/h3-4,6-9,12H,5,10-11H2,1-2H3;1H

2.1.3 InChI Key

FTNWXGFYRHWUKG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(C)CCCN1C2=CC=CC=C2SC3=C1C=C(C=C3)C(F)(F)F.Cl

2.2 Other Identifiers

2.2.1 UNII

9E75N4A5HM

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Fluopromazine

2. Siquil

3. Trifluopromazine

4. Triflupromazine

2.3.2 Depositor-Supplied Synonyms

1. 1098-60-8

2. Triflupromazine Hcl

3. Flumazin

4. Fluorofen

5. Neoprin

6. Siquil

7. Nivoman

8. Triflupromazine (hydrochloride)

9. Psyquil

10. Vesprin Hydrochloride

11. Triflupromazine Monohydrochloride

12. Trifluopromazine Hydrochloride

13. Fluopromazine Monohydrochloride

14. Mc 4703

15. Nsc-14959

16. Nsc-17473

17. Mls000069672

18. 9e75n4a5hm

19. 10-(3-(dimethylamino)propyl)-2-(trifluoromethyl)phenothiazine Monohydrochloride

20. 10h-phenothiazine-10-propanamine, N,n-dimethyl-2-(trifluoromethyl)-, Monohydrochloride

21. N,n-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine;hydrochloride

22. Mc-4703

23. Ncgc00094410-02

24. Smr000058517

25. Vesprin (tn)

26. Dsstox_cid_25804

27. Dsstox_rid_81142

28. Dsstox_gsid_45804

29. 10-(3-dimethylaminopropyl)-2-(trifluoromethyl)phenothiazine Hydrochloride

30. Chebi:9712

31. N,n-dimethyl-2-(trifluoromethyl)-10h-phenothiazine-10-propanamine, Monohydrochloride

32. Nsc14959

33. Nsc17473

34. Wln: T C666 Bn Isj B3n1&1 Exfff

35. N,n-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine Hydrochloride

36. Sr-01000000224

37. Triflupromazine Hydrochloride [jan]

38. Einecs 214-149-6

39. Trifluopromazine Hydrochloride (van)

40. Cas-1098-60-8

41. Nsc 14959

42. Nsc 17473

43. Unii-9e75n4a5hm

44. Sr-01000000224-4

45. 10-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenothiazine Hydrochloride

46. 10h-phenothiazine-10-propanamine,n-dimethyl-2-(trifluoromethyl)-, Monohydrochloride

47. N,n-dimethyl-3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propan-1-amine Hydrochloride

48. N,n-dimethyl-3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propan-1-amine Hydrochloride

49. Prestwick_893

50. Triflupromazine Hydrochloride [usp:jan]

51. Opera_id_486

52. Fluopromazine Hydrochloride

53. Mls001148408

54. Mls002222277

55. Schembl317144

56. Spectrum1503118

57. Regid_for_cid_66069

58. Chembl1201102

59. Dtxsid8045804

60. Hms1568k07

61. Hms1922g15

62. Pharmakon1600-01503118

63. Hy-b0909

64. Tox21_111276

65. Tox21_501146

66. Mfcd00058103

67. Nsc758387

68. S5565

69. Akos024288004

70. Tox21_111276_1

71. Ccg-213116

72. Lp01146

73. Nsc-758387

74. Phenothiazine, 10-(3-(dimethylamino)propyl)-2-(trifluoromethyl)-, Monohydrochloride

75. Ncgc00016012-12

76. Ncgc00094410-01

77. Ncgc00094410-03

78. Ncgc00094410-04

79. Ncgc00094410-05

80. Ncgc00261831-01

81. Triflupromazine Hydrochloride (jan/usp)

82. Bs-25525

83. Triflupromazine Hydrochloride [mi]

84. Eu-0101146

85. Ft-0736671

86. Sw197014-3

87. T3389

88. Triflupromazine Hydrochloride [mart.]

89. Triflupromazine Hydrochloride [vandf]

90. Triflupromazine Hydrochloride [usp-rs]

91. Triflupromazine Hydrochloride [who-dd]

92. C71345

93. D00800

94. T 2896

95. Triflupromazine Hydrochloride [green Book]

96. Triflupromazine Hydrochloride [orange Book]

97. J-002339

98. Sr-01000000224-2

99. Sr-01000000224-8

100. Triflupromazine Hydrochloride [usp Monograph]

101. Q27108479

102. Z1642388275

103. Triflupromazine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

104. Triflupromazine Hydrochloride, Vetranal(tm), Analytical Standard

105. 10-[3-(dimethylamino)-1-propyl]-2-(trifluoromethyl)phenothiazine Hydrochloride

106. Dimethyl({3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propyl})amine Hydrochloride

107. N,n-dimethyl-2-(trifluoromethyl)-10h-phenothiazine-10-propanamine Hydrochloride (1:1)

108. Phenothiazine, 10-(3-dimethylaminopropyl)-2-(trifluoromethyl)-, Hydrochloride

109. Triflupromazine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₀ClF₃N₂S
Molecular Weight	388.9 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Exact Mass	388.0987820 g/mol
Monoisotopic Mass	388.0987820 g/mol
Topological Polar Surface Area	31.8 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	416
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	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antiemetics

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

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.)

FDF Dossiers