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Nefiracetam

Nefiracetam

Synopsis, Chemistry

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Also known as: 77191-36-7, N-(2,6-dimethylphenyl)-2-(2-oxopyrrolidin-1-yl)acetamide, Translon, Dm 9384, Nefiracetam [inn], Motiva

Molecular Formula

C₁₄H₁₈N₂O₂

Molecular Weight

246.30 g/mol

InChI Key

NGHTXZCKLWZPGK-UHFFFAOYSA-N

FDA UNII

1JK12GX30N

Nefiracetam has been used in trials studying the treatment of Alzheimer's Disease.

1 2D Structure

Nefiracetam

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-(2,6-dimethylphenyl)-2-(2-oxopyrrolidin-1-yl)acetamide

2.1.2 InChI

InChI=1S/C14H18N2O2/c1-10-5-3-6-11(2)14(10)15-12(17)9-16-8-4-7-13(16)18/h3,5-6H,4,7-9H2,1-2H3,(H,15,17)

2.1.3 InChI Key

NGHTXZCKLWZPGK-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C(=CC=C1)C)NC(=O)CN2CCCC2=O

2.2 Other Identifiers

2.2.1 UNII

1JK12GX30N

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dm 9384

2. Dm-9384

3. N-(2,6-dimethylphenyl)-2-(2-oxo-1-pyrrolidinyl)acetamide

2.3.2 Depositor-Supplied Synonyms

1. 77191-36-7

2. N-(2,6-dimethylphenyl)-2-(2-oxopyrrolidin-1-yl)acetamide

3. Translon

4. Dm 9384

5. Nefiracetam [inn]

6. Motiva

7. Dzl-221

8. N-(2,6-dimethylphenyl)-2-oxo-1-pyrrolidineacetamide

9. 1-pyrrolidineacetamide, N-(2,6-dimethylphenyl)-2-oxo-

10. Nefiracetam (translon)

11. Nsc-759830

12. 2-oxo-1-pyrrolidineaceto-2',6'-xylidide

13. 1jk12gx30n

14. Dm9384;dzl-221

15. Ncgc00186006-01

16. N-(2,6-dimethylphenyl)-2-(2-oxo-1-pyrrolidinyl)acetamide

17. Cas#77191-36-7

18. Dsstox_cid_923

19. Dsstox_rid_75870

20. Dsstox_gsid_20923

21. Dmppa

22. Nefiracetamum

23. Dm-9384

24. Nefiracetamum [inn-latin]

25. Smr001456240

26. Cas-77191-36-7

27. Ccris 6729

28. Brn 6848330

29. N-(2,6-dimethylphenyl)-2-(2-oxo-1-pyrrolidinyl]acetamide

30. Unii-1jk12gx30n

31. Nefiracetam, Solid

32. Mfcd00209882

33. Nefiracetam [mi]

34. Nefiracetam [jan]

35. Nefiracetam [mart.]

36. Mls004774126

37. Mls006010195

38. Schembl135856

39. Chembl260829

40. Zinc3788

41. Dtxsid2020923

42. Dzl 221

43. Chebi:135004

44. Hms3261i16

45. Hms3655n05

46. Hms3884c18

47. Pharmakon1600-01502315

48. Bcp21371

49. Cda19136

50. Hy-b0340

51. Tox21_113521

52. Tox21_201916

53. Tox21_303025

54. Tox21_500447

55. Dm9384

56. Nsc759830

57. S1969

58. Akos015895083

59. Tox21_113521_1

60. Ab04796

61. Ccg-213818

62. Db13082

63. Ks-5226

64. Lp00447

65. Nsc 759830

66. Sdccgsbi-0633714.p001

67. Ncgc00186006-02

68. Ncgc00186006-03

69. Ncgc00186006-04

70. Ncgc00186006-11

71. Ncgc00256487-01

72. Ncgc00259465-01

73. Ncgc00261132-01

74. Ac-15655

75. Ac-32883

76. Db-056185

77. Ft-0630853

78. N0996

79. Sw219212-1

80. T72927

81. Ab01274721-01

82. Ab01274721_02

83. Ab01274721_03

84. 191n367

85. A838998

86. Sr-01000883754

87. Q6039388

88. Sr-01000883754-1

89. 1-pyrrolidineacetamide,n-(2,6-dimethylphenyl)-2-oxo-

90. Z79686019

91. Dm-9384; Dzl-221; Dm9384; Dzl221; Dm 9384; Dzl 221

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₁₈N₂O₂
Molecular Weight	246.30 g/mol
XLogP3	1.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Exact Mass	246.136827821 g/mol
Monoisotopic Mass	246.136827821 g/mol
Topological Polar Surface Area	49.4 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	320
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

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.)

Central Nervous System Agents

A class of drugs producing both physiological and psychological effects through a variety of mechanisms. They can be divided into "specific" agents, e.g., affecting an identifiable molecular mechanism unique to target cells bearing receptors for that agent, and "nonspecific" agents, those producing effects on different target cells and acting by diverse molecular mechanisms. Those with nonspecific mechanisms are generally further classed according to whether they produce behavioral depression or stimulation. Those with specific mechanisms are classed by locus of action or specific therapeutic use. (From Gilman AG, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p252) (See all compounds classified as Central Nervous System Agents.)

Neuroprotective Agents

Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids. (See all compounds classified as Neuroprotective Agents.)

Psychotropic Drugs

A loosely defined grouping of drugs that have effects on psychological function. Here the psychotropic agents include the antidepressive agents, hallucinogens, and tranquilizing agents (including the antipsychotics and anti-anxiety agents). (See all compounds classified as Psychotropic Drugs.)