Related CAS #
83643-88-3 (S isomer)
83654-13-1 (R isomer)
Synonym
(R,S)-AMPA; AMPA, D,L-; AMPA
IUPAC/Chemical Name
alpha-Amino-2,3-dihydro-5-methyl-3-oxo-4-isoxazolepropanoic acid
InChi Key
UUDAMDVQRQNNHZ-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
Cc1onc(O)c1CC(N)C(=O)O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
186.17
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Benke T, Traynelis SF. AMPA-Type Glutamate Receptor Conductance Changes and Plasticity: Still a Lot of Noise. Neurochem Res. 2019 Mar;44(3):539-548. doi: 10.1007/s11064-018-2491-1. Epub 2018 Feb 23. Review. PubMed PMID: 29476449; PubMed Central PMCID: PMC6533624.
2: Grandcoin A, Piel S, Baurès E. AminoMethylPhosphonic acid (AMPA) in natural waters: Its sources, behavior and environmental fate. Water Res. 2017 Jun 15;117:187-197. doi: 10.1016/j.watres.2017.03.055. Epub 2017 Mar 27. Review. PubMed PMID: 28391123.
3: Hawkinson, J. E., & Espitia, S. A. (1997). Effects of thiocyanate and AMPA receptor ligands on (S)-5-fluorowillardiine,(S)-AMPA and (R, S)-AMPA binding. European journal of pharmacology, 329(2-3), 213-221.
4: Ebert, B., Lenz, S., Brehm, L., Bregnedal, P., Hansen, J. J., Frederiksen, K., ... & Krogsgaard-Larsen, P. (1994). Resolution, absolute stereochemistry, and pharmacology of the S-(+)-and R-(-)-isomers of the apparent partial AMPA receptor agonist (R, S)-2-amino-3-(3-hydroxy-5-phenylisoxazol-4-yl) propionic acid [(R, S)-APPA]. Journal of medicinal chemistry, 37(7), 878-884.
