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Aniracetam

Aniracetam

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Also known as: 72432-10-1, Draganon, Sarpul, 1-(4-methoxybenzoyl)pyrrolidin-2-one, 1-(4-methoxybenzoyl)-2-pyrrolidinone, Ampamet

Molecular Formula

C₁₂H₁₃NO₃

Molecular Weight

219.24 g/mol

InChI Key

ZXNRTKGTQJPIJK-UHFFFAOYSA-N

FDA UNII

5L16LKN964

Compound with anti-depressive properties used as a mental performance enhancer.

1 2D Structure

Aniracetam

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(4-methoxybenzoyl)pyrrolidin-2-one

2.1.2 InChI

InChI=1S/C12H13NO3/c1-16-10-6-4-9(5-7-10)12(15)13-8-2-3-11(13)14/h4-7H,2-3,8H2,1H3

2.1.3 InChI Key

ZXNRTKGTQJPIJK-UHFFFAOYSA-N

2.1.4 Canonical SMILES

COC1=CC=C(C=C1)C(=O)N2CCCC2=O

2.2 Other Identifiers

2.2.1 UNII

5L16LKN964

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-(4-methoxybenzoyl)-2-pyrrolidinone

2. 1-anisoyl-2-pyrrolidinone

3. Ro 13-5057

4. Ro-13-5057

2.3.2 Depositor-Supplied Synonyms

1. 72432-10-1

2. Draganon

3. Sarpul

4. 1-(4-methoxybenzoyl)pyrrolidin-2-one

5. 1-(4-methoxybenzoyl)-2-pyrrolidinone

6. Ampamet

7. Ro 13-5057

8. 1-p-anisoyl-2-pyrrolidinone

9. Ro-13-5057

10. 1-p-anisoylpyrrolidin-2-one

11. 1-[(4-methoxyphenyl)carbonyl]pyrrolidin-2-one

12. Nsc-758223

13. 2-pyrrolidinone, 1-(4-methoxybenzoyl)-

14. Mls000079240

15. Chebi:47943

16. 5l16lkn964

17. Ro-135057

18. Ncgc00015116-10

19. Smr000038438

20. Dsstox_cid_25128

21. Dsstox_rid_80691

22. Dsstox_gsid_45128

23. Aniracetamun

24. Memodrin

25. 1-anisoyl-2-pyrrolidinone

26. Aniracetamun [inn-latin]

27. Aniracetam [usan:inn:jan]

28. Cas-72432-10-1

29. Sr-01000003147

30. Ro 135057

31. Brn 4807205

32. Reset

33. Unii-5l16lkn964

34. 1-(p-methoxybenzoyl)-2-pyrrolidinon [german]

35. Aniracetam ,(s)

36. 1-(p-methoxybenzoyl)-2-pyrrolidinon

37. Mfcd00153767

38. Spectrum_001342

39. Tocris-0867

40. Aniracetam, >=98%

41. Aniracetam [mi]

42. Opera_id_294

43. Aniracetam [inn]

44. Aniracetam [jan]

45. Spectrum3_001553

46. Spectrum4_000761

47. Spectrum5_001609

48. Aniracetam [usan]

49. Lopac-a-9950

50. Biomol-nt_000222

51. Aniracetam [mart.]

52. Aniracetam [who-dd]

53. Lopac0_000115

54. Schembl70998

55. Bspbio_003026

56. Kbiogr_001142

57. Kbioss_001822

58. Mls000028591

59. Mls001201800

60. Aniracetam (jan/usan/inn)

61. Chembl36994

62. Divk1c_000403

63. Spectrum1503078

64. Bpbio1_001316

65. Gtpl4133

66. Dtxsid5045128

67. Hms501e05

68. Kbio1_000403

69. Kbio2_001822

70. Kbio2_004390

71. Kbio2_006958

72. Kbio3_002526

73. Zinc15951

74. Ninds_000403

75. Bcpp000399

76. Hms2089o17

77. Hms2094k07

78. Hms2234e11

79. Hms3260g12

80. Hms3266l08

81. Hms3411p17

82. Hms3657g11

83. Hms3675p17

84. Hms3713n20

85. Hms3884c09

86. Pharmakon1600-01503078

87. Bcp02091

88. Tox21_110086

89. Tox21_500115

90. 1-(4-methoxybenzoyl)-2-pyrrolidone

91. Nsc758223

92. S1281

93. 1-(p-methoxybenzoyl)-2-pyrrolidinone

94. Akos005066313

95. Tox21_110086_1

96. Ab04115

97. Bcp9000303

98. Ccg-204210

99. Cs-1793

100. Db04599

101. Ks-5313

102. Lp00115

103. Nsc 758223

104. Sdccgsbi-0050103.p005

105. Idi1_000403

106. Aniracetam;p-methoxybenzoyl-2-pirrolidone

107. Ncgc00015116-01

108. Ncgc00015116-02

109. Ncgc00015116-03

110. Ncgc00015116-04

111. Ncgc00015116-05

112. Ncgc00015116-06

113. Ncgc00015116-07

114. Ncgc00015116-08

115. Ncgc00015116-09

116. Ncgc00015116-11

117. Ncgc00015116-12

118. Ncgc00015116-13

119. Ncgc00015116-24

120. Ncgc00021402-02

121. Ncgc00021402-05

122. Ncgc00021402-06

123. Ncgc00021402-07

124. Ncgc00021402-08

125. Ncgc00260800-01

126. Ro-13-3057

127. 1-(4-methoxy-benzoyl)-pyrrolidin-2-one

128. 1-(4-methoxybenzoyl)-2-pyrrolidinone #

129. Ac-15651

130. Aniracetam P-methoxybenzoyl-2-pirrolidone

131. Ba164183

132. Hy-10932

133. Sbi-0050103.p004

134. Eu-0100115

135. Ft-0649064

136. Sw199095-2

137. A 9950

138. D01883

139. H10883

140. Ab00053303-14

141. Ab00053303_15

142. Ab00053303_16

143. Aniracetam; 1-p-anisoyl-2-pyrrolidinone

144. 432a101

145. A837527

146. Q417630

147. Sr-01000003147-2

148. Sr-01000003147-4

149. Sr-01000003147-6

150. Sr-01000003147-8

151. Brd-k88611939-001-02-6

152. Brd-k88611939-001-13-3

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₁₃NO₃
Molecular Weight	219.24 g/mol
XLogP3	1.6
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	219.08954328 g/mol
Monoisotopic Mass	219.08954328 g/mol
Topological Polar Surface Area	46.6 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	282
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 Pharmacology

Aniracetam possesses a wide range of anxiolytic properties, which may be mediated by an interaction between cholinergic, dopaminergic and serotonergic systems.

4.2 MeSH Pharmacological Classification

Nootropic Agents

Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms. (See all compounds classified as Nootropic Agents.)

Antidepressive Agents

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems. (See all compounds classified as Antidepressive Agents.)

4.3 ATC Code

N - Nervous system

N06 - Psychoanaleptics

N06B - Psychostimulants, agents used for adhd and nootropics

N06BX - Other psychostimulants and nootropics

N06BX11 - Aniracetam

4.4 Biological Half-Life

1-2.5 hours