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Ampalex

Ampalex

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Also known as: 154235-83-3, Piperidin-1-yl(quinoxalin-6-yl)methanone, Cx-516, Cx516, Bdp 12, 1-(quinoxalin-6-ylcarbonyl)piperidine

Molecular Formula

C₁₄H₁₅N₃O

Molecular Weight

241.29 g/mol

InChI Key

ANDGGVOPIJEHOF-UHFFFAOYSA-N

FDA UNII

Z5QU38B4V9

1 2D Structure

Ampalex

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

piperidin-1-yl(quinoxalin-6-yl)methanone

2.1.2 InChI

InChI=1S/C14H15N3O/c18-14(17-8-2-1-3-9-17)11-4-5-12-13(10-11)16-7-6-15-12/h4-7,10H,1-3,8-9H2

2.1.3 InChI Key

ANDGGVOPIJEHOF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CCN(CC1)C(=O)C2=CC3=NC=CN=C3C=C2

2.2 Other Identifiers

2.2.1 UNII

Z5QU38B4V9

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-(quinoxalin-6-ylcarbonyl)piperidine

2. Bdp 12

3. Bdp-12

4. Cx516

2.3.2 Depositor-Supplied Synonyms

1. 154235-83-3

2. Piperidin-1-yl(quinoxalin-6-yl)methanone

3. Cx-516

4. Cx516

5. Bdp 12

6. 1-(quinoxalin-6-ylcarbonyl)piperidine

7. 1-(6-quinoxalinylcarbonyl)piperidine

8. Bdp-12

9. Cx 516

10. Abt-224

11. Piperidine, 1-(6-quinoxalinylcarbonyl)-

12. 6-(piperidine-1-carbonyl)quinoxaline

13. 1-piperidyl(quinoxalin-6-yl)methanone

14. Chembl136800

15. Z5qu38b4v9

16. 173047-75-1

17. Chebi:34605

18. 287399-47-7

19. 1-(quinoxalin-6-ylcarbonyl)-piperidine

20. Piperidin-1-yl-quinoxalin-6-yl-methanone

21. Unii-z5qu38b4v9

22. Spd-420

23. Ampakine Cx516

24. 1-piperidinyl-6-quinoxalinylmethanone

25. Ampalex-[d10]

26. Bdp-12(ampalex)

27. Ampalex (cx-516)

28. Ampalex, Cx-516

29. Schembl194605

30. Gtpl4165

31. Zinc6489

32. Ampalex I(1/4)oecx-516

33. Dtxsid70165574

34. Ex-a265

35. Amy14816

36. Bcp04606

37. Ac-001

38. Bdbm50094009

39. Mfcd00943201

40. Akos008927689

41. 1-piperidinyl-6-quinoxalinyl-methanone

42. Bcp9000296

43. Cs-1086

44. Db06247

45. Ds-1548

46. Fs-3368

47. 6-[(piperidin-1-yl)carbonyl]quinoxaline

48. Ncgc00371146-01

49. Cx516, >=98% (hplc)

50. Hy-10933

51. Bcp0726000046

52. Ft-0657266

53. Vu0430675-1

54. 235a833

55. J-009084

56. Q5014875

57. Cx5

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₁₅N₃O
Molecular Weight	241.29 g/mol
XLogP3	1.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	241.121512110 g/mol
Monoisotopic Mass	241.121512110 g/mol
Topological Polar Surface Area	46.1 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	301
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 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in alzheimer's disease, memory loss, autism, neurologic disorders, dementia, schizophrenia and schizoaffective disorders, attention deficit/hyperactivity disorder (ADHD), and sleep disorders.

5 Pharmacology and Biochemistry

5.1 Mechanism of Action

CX 516 is a benzylpiperidine AMPAkine, an AMPA (alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid) modulator, that enhances the function of glutamate when it binds allosterically to the AMPA receptor channel complex. CX 516 slows receptor deactivation with a longer open time, slower excitatory postsynaptic potential (EPSP) decay and improvement of hippocampal long term potentiation (LTP).