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Prestwick2_001117

Prestwick2_001117

Synopsis, Chemistry

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Also known as: 1649-18-9, Azaperon, Stresnil, Suicalm, Fluoperidol, Eucalmyl

Molecular Formula

C₁₉H₂₂FN₃O

Molecular Weight

327.4 g/mol

InChI Key

XTKDAFGWCDAMPY-UHFFFAOYSA-N

FDA UNII

19BV78AK7W

A butyrophenone used in the treatment of PSYCHOSES.

1 2D Structure

Prestwick2_001117

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(4-fluorophenyl)-4-(4-pyridin-2-ylpiperazin-1-yl)butan-1-one

2.1.2 InChI

InChI=1S/C19H22FN3O/c20-17-8-6-16(7-9-17)18(24)4-3-11-22-12-14-23(15-13-22)19-5-1-2-10-21-19/h1-2,5-10H,3-4,11-15H2

2.1.3 InChI Key

XTKDAFGWCDAMPY-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN(CCN1CCCC(=O)C2=CC=C(C=C2)F)C3=CC=CC=N3

2.2 Other Identifiers

2.2.1 UNII

19BV78AK7W

2.3 Synonyms

2.3.1 MeSH Synonyms

1. R-1929

2. R1929

3. Stresnil

2.3.2 Depositor-Supplied Synonyms

1. 1649-18-9

2. Azaperon

3. Stresnil

4. Suicalm

5. Fluoperidol

6. Eucalmyl

7. Azeperone

8. Sedaperone Vet

9. R-1929

10. Azaperona

11. Azaperonum

12. Nsc 170976

13. 1-butanone, 1-(4-fluorophenyl)-4-[4-(2-pyridinyl)-1-piperazinyl]-

14. 1-(4-fluorophenyl)-4-(4-pyridin-2-ylpiperazin-1-yl)butan-1-one

15. 1-(3-(4-fluorobenzoyl)propyl)-4-(2-pyridyl)piperazine

16. R 1929

17. 4'-fluoro-4-(4-(2-pyridyl)-1-piperazinyl)butyrophenone

18. 1-(4-fluorophenyl)-4-[4-(2-pyridinyl)-1-piperazinyl]-1-butanone

19. Nsc-170976

20. Azaperone For Veterinary Use

21. 1-(4-fluorophenyl)-4-(4-(pyridin-2-yl)piperazin-1-yl)butan-1-one

22. 1-butanone, 1-(4-fluorophenyl)-4-(4-(2-pyridinyl)-1-piperazinyl)-

23. Mls003106751

24. 19bv78ak7w

25. Chembl340211

26. Chebi:88301

27. 1-(4-fluorophenyl)-4-[4-(pyridin-2-yl)piperazin-1-yl]butan-1-one

28. Mfcd00866692

29. Nsc170976

30. Ncgc00016590-01

31. Azaperone 100 Microg/ml In Acetonitrile

32. Butyrophenone, 4'-fluoro-4-[4-(2-pyridyl)-1-piperazinyl]-

33. Cas-1649-18-9

34. Dsstox_cid_25361

35. Dsstox_rid_80826

36. Dsstox_gsid_45361

37. 4'-fluoro-4-[4-(2-pyridyl)-1-piperazinyl]butyrophenone

38. Azaperonum [inn-latin]

39. 1-(4-fluorophenyl)-4-(4-(2-pyridinyl)-1-piperazinyl)-1-butanone

40. Butyrophenone, 4'-fluoro-4-(4-(2-pyridyl)-1-piperazinyl)-

41. Azaperona [inn-spanish]

42. Smr001233462

43. Ccris 1586

44. Sr-05000001712

45. Einecs 216-715-8

46. Brn 0565491

47. Unii-19bv78ak7w

48. Azaperone [usan:usp:inn:ban]

49. Stresnil (tn)

50. 1-one

51. Azaperone (usp/inn)

52. Azaperone [inn]

53. Azaperone [mi]

54. Azaperone [usan]

55. Prestwick0_001117

56. Prestwick1_001117

57. Prestwick2_001117

58. Prestwick3_001117

59. Spectrum2_001250

60. Spectrum3_001966

61. Azaperone [mart.]

62. Azaperone [usp-rs]

63. Bspbio_001254

64. Bspbio_003566

65. 5-23-03-00041 (beilstein Handbook Reference)

66. Mls002154163

67. Schembl121134

68. Spectrum1505332

69. Spbio_001160

70. Spbio_003117

71. Azaperone [green Book]

72. Bpbio1_001379

73. Azaperone [usp Impurity]

74. Dtxsid2045361

75. Kbio3_002914

76. Azaperone [usp Monograph]

77. Lamotrigine 5-n-?-d-glucuronide

78. Hms1571o16

79. Hms1922d20

80. Hms2090k03

81. Hms2093d03

82. Hms2098o16

83. Hms2230c17

84. Hms3369i10

85. Hms3652d15

86. Hms3715o16

87. Hms3885f11

88. Pharmakon1600-01505332

89. 1-(4-fluorophenyl)-4-[4-(2-pyridyl)piperazin-1-yl]butan-1-one

90. Bcp12176

91. Hy-b1470

92. Zinc2596977

93. Tox21_110512

94. Azaperone 100 Microg/ml In Ethanol

95. Bbl011031

96. Bdbm50036733

97. Ccg-39158

98. Nsc758969

99. Pdsp1_000828

100. Pdsp2_000815

101. S4219

102. Stk802185

103. Akos005622715

104. Tox21_110512_1

105. Am84563

106. Cs-5158

107. Db11376

108. Ks-5204

109. Nsc-758969

110. Ncgc00016590-02

111. Ncgc00016590-03

112. Ncgc00016590-04

113. Ncgc00016590-06

114. Ncgc00016590-08

115. Ncgc00095171-01

116. Ncgc00095171-02

117. Ncgc00095171-03

118. Sy067157

119. Sbi-0206748.p001

120. Wln: T6n Dntj D3vr Df& A- Bt6nj

121. Ab00514057

122. Ft-0602908

123. Sw196387-3

124. Azaperone, Vetranal(tm), Analytical Standard

125. A16416

126. C73189

127. D02620

128. Ab00514057-06

129. Ab00514057_07

130. 649a189

131. A810604

132. L000791

133. J-010171

134. Q4832244

135. Sr-05000001712-1

136. Sr-05000001712-3

137. Brd-k45861246-001-05-0

138. Brd-k45861246-001-08-4

139. Azaperone, British Pharmacopoeia (bp) Reference Standard

140. {4'-fluoro-4-[4-(2-pyridyl)-1-piperazinyl]butyrophenone}

141. 4'-fluoro-4-[4-(2-pyridinyl)-1-piperazinyl]butyrophenone

142. Azaperone, European Pharmacopoeia (ep) Reference Standard

143. 1-(4-fluorophenyl)-4-(4-pyridin-2-ylpiperazin-1-yl)butan-

144. Azaperone, United States Pharmacopeia (usp) Reference Standard

145. Butyrophenone, {4'-fluoro-4-[4-(2-pyridyl)-1-piperazinyl]-}

146. 1-(4-fluorophenyl)-4-[4-(2-pyridinyl)-1-piperazinyl]-1-butznone

147. 1-butanone,1-(4-fluorophenyl)-4-(4-(2-pyridinyl)-1-piperazinyl)-

148. 1-(4-fluorophenyl)-4-[4-(2-pyridyl)piperazin-1-yl]butan-1-one;azaperone

149. 1-butanone, {1-(4-fluorophenyl)-4-[4-(2-pyridinyl)-1-piperazinyl]-}

150. 1-(4-fluoro-phenyl)-4-(4-pyridin-2-yl-piperazin-1-yl)-butan-1-one(azaperone)

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₂FN₃O
Molecular Weight	327.4 g/mol
XLogP3	3.3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	327.17469050 g/mol
Monoisotopic Mass	327.17469050 g/mol
Topological Polar Surface Area	36.4 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	390
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.)

Hypnotics and Sedatives

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)