Seqens is an integrated global leader in pharmaceutical solutions & specialty ingredients & provides custom-made solutions.

Contact Supplier

AbbVie CDMO has been working with global companies to develop, manufacture & scale biopharmaceutical products.

ACCESS ALL DATA
Browse all information
CHEMISTRY
Discover Molecule Insights

ACTIVE PHARMA INGREDIENTS

1 API Suppliers, 1 USDMF

1 API Suppliers
1 USDMF

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

0 DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

0RELATED EXCIPIENT COMPANIES

0EXCIPIENTS BY APPLICATIONS

Chemistry

Click the arrow to open the dropdown

Click the button for full data set

Also known as: Ampa, 77521-29-0, (rs)-ampa, 74341-63-2, (r,s)-ampa, Ampa (pharmaceutical)

Molecular Formula

C₇H₁₀N₂O₄

Molecular Weight

186.17 g/mol

InChI Key

UUDAMDVQRQNNHZ-UHFFFAOYSA-N

FDA UNII

J090588E6X

Alpha-Amino-3-Hydroxy-5-Methyl-4-Isoxazolepropionic Acid

An IBOTENIC ACID homolog and glutamate agonist. The compound is the defining agonist for the AMPA subtype of glutamate receptors (RECEPTORS, AMPA). It has been used as a radionuclide imaging agent but is more commonly used as an experimental tool in cell biological studies.

1 2D Structure

Alpha-Amino-3-Hydroxy-5-Methyl-4-Isoxazolepropionic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-amino-3-(5-methyl-3-oxo-1,2-oxazol-4-yl)propanoic acid

2.1.2 InChI

InChI=1S/C7H10N2O4/c1-3-4(6(10)9-13-3)2-5(8)7(11)12/h5H,2,8H2,1H3,(H,9,10)(H,11,12)

2.1.3 InChI Key

UUDAMDVQRQNNHZ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C(=O)NO1)CC(C(=O)O)N

2.2 Other Identifiers

2.2.1 UNII

J090588E6X

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Alpha Amino 3 Hydroxy 5 Methyl 4 Isoxazolepropionic Acid

2. Ampa

3. Ampa, (+-)-isomer

4. Ampa, (r)-isomer

5. Ampa, (r)-isomer, Monohydrobromide

6. Ampa, (s)-isomer

7. Ampa, (s)-isomer, Monohydrobromide

2.3.2 Depositor-Supplied Synonyms

1. Ampa

2. 77521-29-0

3. (rs)-ampa

4. 74341-63-2

5. (r,s)-ampa

6. Ampa (pharmaceutical)

7. Chembl13378

8. Chebi:34018

9. Alpha-amino-2,3-dihydro-5-methyl-3-oxo-4-isoxazolepropanoic Acid

10. J090588e6x

11. L-ampa

12. 2-amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)-propionic Acid

13. (+/-)-alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid

14. 2-amino-3-(5-methyl-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)propanoic Acid

15. 2-amino-3-(5-methyl-3-oxo-2,3-dihydroisoxazol-4-yl)propanoic Acid

16. (r,s)-alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid

17. C7h10n2o4

18. 4-isoxazolepropanoic Acid, A-amino-2,3-dihydro-5-methyl-3-oxo-

19. Gnf-pf-2579

20. Unii-j090588e6x

21. 4-isoxazolepropanoic Acid, Alpha-amino-2,3-dihydro-5-methyl-3-oxo-

22. Gamma-amino-3-hydroxy-5-methylisoxazole-4-propionic Acid

23. Dl-alpha-amino-3-hydroxy-5-methylisoxazole-4-propionic Acid

24. (+-)-alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid

25. Alpha-amino-2,3-dihydro-5-methyl-3-oxoisoxazolepropionic Acid

26. D,l-alpha-amino-3-hydroxy-5-methylisoxazole-4-propionic Acid

27. Ampa [mi]

28. [3h]ampa

29. (r,s) Ampa

30. Ampa, D,l-

31. Lopac0_000581

32. Schembl68799

33. Gtpl4077

34. Gtpl4131

35. Dtxsid20868301

36. 2-amino-3-(5-methyl-3-oxo-1,2-oxazol-4-yl)propanoic Acid

37. Hms3266a13

38. Hms3411a07

39. Hms3675a07

40. Zca34163

41. 4-isoxazolepropanoic Acid, .alpha.-amino-2,3-dihydro-5-methyl-3-oxo-

42. Bdbm50002370

43. Mfcd00069214

44. Pdsp1_001835

45. Pdsp2_001818

46. Akos017343917

47. Ab02804

48. Ccg-204670

49. Hy-100815b

50. Sb38931

51. Sb38934

52. Sdccgsbi-0050563.p002

53. Ncgc00015458-04

54. Ncgc00015458-05

55. Ncgc00024481-03

56. Da-02875

57. Db-016844

58. Cs-0021074

59. Ft-0661849

60. Ft-0762346

61. Ft-0772278

62. M01253

63. L000026

64. Sr-01000075447-3

65. Q66370552

66. ( )-a-amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid

67. (rs)-?-amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid

68. (rs)-a-amino-3-hydroxy-5-methylisoxazole-4-propanoic Acid

69. 2-amino-3-(5-methyl-3-oxo-isoxazol-4-yl)propanoic Acid

70. 2-ammonio-3-(3-hydroxy-5-methylisoxazol-4-yl)propanoate

71. (r,s)-

72. A-amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid

73. (rs)-alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid

74. 2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)-propionic Acid

75. 2-amino-3-(5-methyl-3-oxo-1,2-oxazol-4-yl)propanoic Acid.

76. (r,s)-a-amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid

77. (r,s)-alpha-amino-3-hydroxy-5-methyl-4-isooxazole-propionic Acid

78. (rs)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)-propionicacid

79. .alpha.-amino-2,3-dihydro-5-methyl-3-oxo-4-isoxazolepropanoic Acid

80. .gamma.-amino-3-hydroxy-5-methylisoxazole-4-propionic Acid

81. 2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propanoic Acid

82. (+/-)-.alpha.-amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid

83. 2-amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)-propionic Acid(dl-ampa)

84. Dl-.alpha.-amino-3-hydroxy-5-methylisoxazole-4-propionic Acid

85. 110592-37-5

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₇H₁₀N₂O₄
Molecular Weight	186.17 g/mol
XLogP3	-3.2
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	186.06405680 g/mol
Monoisotopic Mass	186.06405680 g/mol
Topological Polar Surface Area	102 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	284
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1