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Chemistry

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Also known as: 68497-62-1, Pramiracetam [inn], N-[2-[di(propan-2-yl)amino]ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide, N-(2-(diisopropylamino)ethyl)-2-(2-oxopyrrolidin-1-yl)acetamide, 1-pyrrolidineacetamide, n-(2-(bis(1-methylethyl)amino)ethyl)-2-oxo-, 4449f8i3le
Molecular Formula
C14H27N3O2
Molecular Weight
269.38  g/mol
InChI Key
ZULJGOSFKWFVRX-UHFFFAOYSA-N
FDA UNII
4449F8I3LE

Pramiracetam
Pramiracetam has been previously approved in some eastern European countries under the brand names Pramistar, Neupramir, and Remen. It was also previously approved in the United States with orphan drug designation. Pramiracetam has been studied for the use in Alzheimer's disease and as an adjunct treatment to restore cognitive functioning post-electroconvulsive therapy in severe depression.
1 2D Structure

Pramiracetam

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[2-[di(propan-2-yl)amino]ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide
2.1.2 InChI
InChI=1S/C14H27N3O2/c1-11(2)17(12(3)4)9-7-15-13(18)10-16-8-5-6-14(16)19/h11-12H,5-10H2,1-4H3,(H,15,18)
2.1.3 InChI Key
ZULJGOSFKWFVRX-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)N(CCNC(=O)CN1CCCC1=O)C(C)C
2.2 Other Identifiers
2.2.1 UNII
4449F8I3LE
2.3 Synonyms
2.3.1 MeSH Synonyms

1. N-(2-(bis(1-methylethyl)amino)ethyl)-2-oxo-1-pyrrolidineacetamide

2. Pramiracetam Hydrochloride

3. Pramiracetam Sulfate

4. Pramistar

2.3.2 Depositor-Supplied Synonyms

1. 68497-62-1

2. Pramiracetam [inn]

3. N-[2-[di(propan-2-yl)amino]ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide

4. N-(2-(diisopropylamino)ethyl)-2-(2-oxopyrrolidin-1-yl)acetamide

5. 1-pyrrolidineacetamide, N-(2-(bis(1-methylethyl)amino)ethyl)-2-oxo-

6. 4449f8i3le

7. Pramiracetam (inn)

8. N-[2-[bis(1-methylethyl)amino]ethyl]-2-oxo-1-pyrrolidineacetamide

9. 1-pyrrolidineacetamide, N-[2-[bis(1-methylethyl)amino]ethyl]-2-oxo-

10. Pramiracetamum

11. Pramiracetamum [inn-latin]

12. Unii-4449f8i3le

13. N-(2-(bis(1-methylethyl)amino)ethyl)-2-oxo-1-pyrrolidineacetamide

14. Pramiracetam/ci-879

15. Pramiracetam [mi]

16. Ci-879 Free Base

17. Mls006010035

18. Pramiracetam [who-dd]

19. Schembl195465

20. Benzoic Acid, O-(p-toluyl)-

21. Chembl159776

22. Dtxsid60218604

23. Chebi:135110

24. Hms3656m20

25. Hms3884n10

26. Bcp27900

27. Zinc1856108

28. S2594

29. Akos005066359

30. Ac-8798

31. Ccg-267142

32. Cs-1573

33. Db13247

34. Hs-0092

35. Ncgc00346668-01

36. Ncgc00346668-04

37. Hy-17455

38. Smr004701212

39. Db-055157

40. Ft-0630777

41. P2061

42. Sw219170-1

43. C76170

44. D08405

45. Ab01566859_01

46. 497p621

47. A836161

48. Q415746

49. Q-201610

50. Z221101674

51. N-(2-(diisopropylamino)ethyl)-2-oxo-1-pyrrolidineacetamide

52. Amacetam, N-[2-(diisopropylamino)ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide

53. N-[2-[di(propan-2-yl)amino]ethyl]-2-(2-oxo-1-pyrrolidinyl)acetamide

54. N-{2-[bis(propan-2-yl)amino]ethyl}-2-(2-oxopyrrolidin-1-yl)acetamide

55. N-[2-[bis(1-methylethyl)amino]ethyl]-2-oxo-1-pyrrolidineacetamide, Vinpotropil

56. N-[2-[di(propan-2-yl)amino]ethyl]-2-(2-oxidanylidenepyrrolidin-1-yl)ethanamide

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 269.38 g/mol
Molecular Formula C14H27N3O2
XLogP30.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Exact Mass269.21032711 g/mol
Monoisotopic Mass269.21032711 g/mol
Topological Polar Surface Area52.6 Ų
Heavy Atom Count19
Formal Charge0
Complexity308
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 ATC Code

N - Nervous system

N06 - Psychoanaleptics

N06B - Psychostimulants, agents used for adhd and nootropics

N06BX - Other psychostimulants and nootropics

N06BX16 - Pramiracetam


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