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Ritanserin

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Chemistry

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Also known as: 87051-43-2, Tiserton, Ritanserina, Ritanserine, Ritanserinum, R-55667

Molecular Formula

C₂₇H₂₅F₂N₃OS

Molecular Weight

477.6 g/mol

InChI Key

JUQLTPCYUFPYKE-UHFFFAOYSA-N

FDA UNII

145TFV465S

A selective and potent serotonin-2 antagonist that is effective in the treatment of a variety of syndromes related to anxiety and depression. The drug also improves the subjective quality of sleep and decreases portal pressure.

1 2D Structure

Ritanserin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

6-[2-[4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl]ethyl]-7-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one

2.1.2 InChI

InChI=1S/C27H25F2N3OS/c1-18-24(26(33)32-16-17-34-27(32)30-18)12-15-31-13-10-21(11-14-31)25(19-2-6-22(28)7-3-19)20-4-8-23(29)9-5-20/h2-9,16-17H,10-15H2,1H3

2.1.3 InChI Key

JUQLTPCYUFPYKE-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C(=O)N2C=CSC2=N1)CCN3CCC(=C(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F)CC3

2.2 Other Identifiers

2.2.1 UNII

145TFV465S

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 6-(2-(4-(bis(4-fluorophenyl)methylene)-1-piperidinyl)ethyl)-7-methyl-5h-thiazolo(3,2-a)pyrimidin-5-one

2. R 55667

3. R-55667

4. R55667

5. Ritanserin Hydrochloride

6. Ritanserin Tartrate

2.3.2 Depositor-Supplied Synonyms

1. 87051-43-2

2. Tiserton

3. Ritanserina

4. Ritanserine

5. Ritanserinum

6. R-55667

7. R 55,667

8. 6-(2-(4-(bis(4-fluorophenyl)methylene)piperidin-1-yl)ethyl)-7-methyl-5h-thiazolo[3,2-a]pyrimidin-5-one

9. 6-[2-[4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl]ethyl]-7-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one

10. Mfcd00069341

11. 6-(2-(4-(bis(p-fluorophenyl)methylene)-piperidino)ethyl)-7-methyl-5h-thiazolo-(3,2-a)pyrimidin-5-one

12. Nsc-758470

13. Mls000069360

14. Chembl267777

15. 6-(2-(4-(bis(4-fluorophenyl)methylene)piperidin-1-yl)-ethyl)-7-methyl-5h-thiazolo[3,2-a]pyrimidin-5-one

16. 6-(2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl)-7-methyl-5h-[1,3]thiazolo[3,2-a]pyrimidin-5-one

17. Chebi:64195

18. 145tfv465s

19. Ncgc00015877-06

20. Smr000058511

21. Dsstox_cid_22594

22. Dsstox_rid_80055

23. Dsstox_gsid_42594

24. 5h-thiazolo(3,2-a)pyrimidin-5-one, 6-(2-(4-bis(4-fluorophenyl)methylene)-1-piperidinyl)ethyl)-7-methyl-

25. 6-[2-[4-(bis(4-fluorophenyl)methylene]-1-piperidinyl]ethyl]-7-methyl-5h-thiazolo[3,2-a]pyrimidin-5-one

26. 6-[2-[4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl]ethyl]-7-methyl-[1,3]thiazolo[2,3-b]pyrimidin-5-one

27. Ritanserine [french]

28. Ritanserinum [latin]

29. Ritanserina [spanish]

30. 6-[2-[4-[bis(4-fluorophenyl)methylene]-1-piperidinyl]ethyl]-7-methyl-5h-thiazolo[3,2-a]pyrimidin-5-one

31. Cas-87051-43-2

32. Sr-01000000024

33. Ritanserin [usan:inn:ban]

34. Unii-145tfv465s

35. Ritanserin, Powder

36. Tiserton (tn)

37. 5h-thiazolo[3,2-a]pyrimidin-5-one, 6-[2-[4-bis(4-fluorophenyl)methylene]-1-piperidinyl]ethyl]-7-methyl-

38. 6-[2-[4-[bis(p-fluorophenyl)methylene]-piperidino]ethyl]-7-methyl-5h-thiazolo-[3,2-a]pyrimidin-5-one

39. Spectrum_001830

40. Ritanserin [mi]

41. Lopac-r-103

42. Ritanserin [inn]

43. Opera_id_1609

44. Ritanserin (usan/inn)

45. Spectrum2_001560

46. Spectrum3_001023

47. Spectrum5_001504

48. Ritanserin [usan]

49. Ritanserin [vandf]

50. Gtpl97

51. Cid_5074

52. Ritanserin [mart.]

53. Ritanserin [who-dd]

54. Lopac0_001083

55. Regid_for_cid_5074

56. Schembl49227

57. Bspbio_002805

58. Kbioss_002335

59. Mls001148629

60. Divk1c_000192

61. Spbio_001440

62. Dtxsid9042594

63. Hms500j14

64. Kbio1_000192

65. Kbio2_002332

66. Kbio2_004900

67. Kbio2_007468

68. Kbio3_002025

69. Ninds_000192

70. Hms2093e19

71. Hms2233m22

72. Hms3263i08

73. Hms3268o04

74. Hms3373o19

75. Hms3412n14

76. Hms3676n14

77. Pharmakon1600-01503421

78. Zinc538314

79. Bcp13728

80. Tox21_110251

81. Tox21_501083

82. Bdbm50001775

83. Ccg-39338

84. Nsc758470

85. Nsc805597

86. Akos015909799

87. Tox21_110251_1

88. Db12693

89. Lp01083

90. Nsc 758470

91. Nsc-805597

92. Sdccgsbi-0051053.p004

93. 6-[2-[4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl]ethyl]-7-methyl-[1,3]thia

94. Idi1_000192

95. Ncgc00015877-01

96. Ncgc00015877-02

97. Ncgc00015877-03

98. Ncgc00015877-04

99. Ncgc00015877-05

100. Ncgc00015877-07

101. Ncgc00015877-08

102. Ncgc00015877-09

103. Ncgc00015877-11

104. Ncgc00015877-15

105. Ncgc00022447-03

106. Ncgc00022447-04

107. Ncgc00022447-05

108. Ncgc00178460-01

109. Ncgc00261768-01

110. 6-[2-[4-[bis(4-fluorophenyl)methylene]-1-piperidyl]ethyl]-7-methyl-thiazolo[3,2-a]pyrimidin-5-one

111. Ac-30888

112. Bs-49232

113. Hy-10791

114. Sy274388

115. Sbi-0051053.p003

116. Db-056967

117. B6898

118. Cs-0002823

119. Eu-0101083

120. Ft-0630948

121. R-103

122. D05738

123. Ab00053288_14

124. 051r432

125. A848404

126. L001003

127. R 55667r 55667

128. Q3937260

129. Sr-01000000024-3

130. Sr-01000000024-4

131. Brd-k40887525-001-02-9

132. Brd-k40887525-001-14-4

133. Ethyl]-7-methyl-5h-thiazolo[3,2-a]pyrimidin-5-one

134. 6-[2-[4-bis(4-fluorophenyl)methylene]-1-piperidinyl]-

135. (+)-6-[2-[4-[bis(4-fluorophenyl)methylene]-1-piperidinyl]ethyl]-7-methyl-5h-thiazolo[3,2-a]pyrimidin-5-one

136. (ritanserin)6-(2-{4-[bis-(4-fluoro-phenyl)-methylene]-piperidin-1-yl}-ethyl)-7-methyl-2,3-dihydro-1h-indolizin-5-one

137. (ritanserin)6-(2-{4-[bis-(4-fluoro-phenyl)-methylene]-piperidin-1-yl}-ethyl)-7-methyl-thiazolo[3,2-a]pyrimidin-5-one

138. 6-(2-(4-[bis(4-fluorophenyl)methylene]-1-piperidinyl)ethyl)-7-methyl-5h-[1,3]thiazolo[3,2-a]pyrimidin-5-one #

139. 6-(2-{4-[bis-(4-fluoro-phenyl)-methylene]-piperidin-1-yl}-ethyl)-7-methyl-8,8a-dihydro-thiazolo[3,2-a]pyrimidin-5-one

140. 6-(2-{4-[bis-(4-fluoro-phenyl)-methylene]-piperidin-1-yl}-ethyl)-7-methyl-thiazolo[3,2-a]pyrimidin-5-one

141. 6-(2-{4-[bis-(4-fluoro-phenyl)-methylene]-piperidin-1-yl}-ethyl)-7-methyl-thiazolo[3,2-a]pyrimidin-5-one (ritanserin)

142. 6-(2-{4-[bis-(4-fluoro-phenyl)-methylene]-piperidin-1-yl}-ethyl)-7-methyl-thiazolo[3,2-a]pyrimidin-5-one(ritanserin)

143. 6-[2-[4-[bis(4-fluorophenyl)-methylene]-1-piperidinyl]ethyl]-7-methyl-5h-thiazolo[3,2-a]-pyrimidin-5-one

144. E2j

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₂₅F₂N₃OS
Molecular Weight	477.6 g/mol
XLogP3	5.2
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	477.16863993 g/mol
Monoisotopic Mass	477.16863993 g/mol
Topological Polar Surface Area	61.2 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	877
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

Antidepressive Agents, Second-Generation

A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake. (See all compounds classified as Antidepressive Agents, Second-Generation.)

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.)

Anti-Anxiety Agents

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)

Serotonin Antagonists

Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS. (See all compounds classified as Serotonin Antagonists.)

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