MedKoo Cat#: 573833 | Name: (R)-AMPA
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

(R)-AMPA is an inactive isomer of (RS)-AMPA (MedKoo Cat# 573831).

Chemical Structure

(R)-AMPA
(R)-AMPA
CAS#83654-13-1

Theoretical Analysis

MedKoo Cat#: 573833

Name: (R)-AMPA

CAS#: 83654-13-1

Chemical Formula: C7H10N2O4

Exact Mass: 186.0641

Molecular Weight: 186.17

Elemental Analysis: C, 45.16; H, 5.41; N, 15.05; O, 34.38

Price and Availability

Size Price Availability Quantity
10mg USD 650.00
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
77521-29-0 (racemic) 83643-88-3 (S isomer)
Synonym
(-)-AMPA, (R)-AMPA, AMPA, D-; D-AMPA
IUPAC/Chemical Name
4-Isoxazolepropanoic acid, alpha-amino-2,3-dihydro-5-methyl-3-oxo-, (alphaR)-
InChi Key
UUDAMDVQRQNNHZ-RXMQYKEDSA-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)/t5-/m1/s1
SMILES Code
Cc1onc(O)c1C[C@@H](N)C(=O)O
Appearance
Solid powder
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
More Info

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.

Recalculate based on batch purity %
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: Coombs ID, Soto D, McGee TP, Gold MG, Farrant M, Cull-Candy SG. Homomeric GluA2(R) AMPA receptors can conduct when desensitized. Nat Commun. 2019 Sep 20;10(1):4312. doi: 10.1038/s41467-019-12280-9. PMID: 31541113; PMCID: PMC6754398. 2: Bai Z, Voituron N, Wuren T, Jeton F, Jin G, Marchant D, Richalet JP, Ge RL, Pichon AP. Role of glutamate and serotonin on the hypoxic ventilatory response in high-altitude-adapted plateau Pika. Respir Physiol Neurobiol. 2015 Jul;212-214:39-45. doi: 10.1016/j.resp.2015.03.006. Epub 2015 Apr 15. PMID: 25890014. 3: Geerts H, Roberts P, Spiros A, Potkin S. Understanding responder neurobiology in schizophrenia using a quantitative systems pharmacology model: application to iloperidone. J Psychopharmacol. 2015 Apr;29(4):372-82. doi: 10.1177/0269881114568042. Epub 2015 Feb 17. PMID: 25691503. 4: Mons E, Wanner MJ, Ingemann S, van Maarseveen JH, Hiemstra H. Organocatalytic enantioselective Pictet-Spengler reactions for the syntheses of 1-substituted 1,2,3,4-tetrahydroisoquinolines. J Org Chem. 2014 Aug 15;79(16):7380-90. doi: 10.1021/jo501099h. Epub 2014 Jul 30. PMID: 25046801. 5: Hettes SR, Gonzaga WJ, Heyming TW, Nguyen JK, Perez S, Stanley BG. Stimulation of lateral hypothalamic AMPA receptors may induce feeding in rats. Brain Res. 2010 Jul 30;1346:112-20. doi: 10.1016/j.brainres.2010.05.008. Epub 2010 May 16. PMID: 20580634. 6: Ikemoto S, Witkin BM, Zangen A, Wise RA. Rewarding effects of AMPA administration into the supramammillary or posterior hypothalamic nuclei but not the ventral tegmental area. J Neurosci. 2004 Jun 23;24(25):5758-65. doi: 10.1523/JNEUROSCI.5367-04.2004. PMID: 15215298; PMCID: PMC6729211. 7: Vogensen SB, Greenwood JR, Varming AR, Brehm L, Pickering DS, Nielsen B, Liljefors T, Clausen RP, Johansen TN, Krogsgaard-Larsen P. A stereochemical anomaly: the cyclised (R)-AMPA analogue (R)-3-hydroxy-4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridine-5-carboxylic acid [(R)-5-HPCA] resembles (S)-AMPA at glutamate receptors. Org Biomol Chem. 2004 Jan 21;2(2):206-13. doi: 10.1039/b310450h. Epub 2003 Nov 24. PMID: 14737644. 8: Fricker-Gates RA, Shin JJ, Tai CC, Catapano LA, Macklis JD. Late-stage immature neocortical neurons reconstruct interhemispheric connections and form synaptic contacts with increased efficiency in adult mouse cortex undergoing targeted neurodegeneration. J Neurosci. 2002 May 15;22(10):4045-56. doi: 10.1523/JNEUROSCI.22-10-04045.2002. PMID: 12019324; PMCID: PMC6757654. 9: Shin JJ, Fricker-Gates RA, Perez FA, Leavitt BR, Zurakowski D, Macklis JD. Transplanted neuroblasts differentiate appropriately into projection neurons with correct neurotransmitter and receptor phenotype in neocortex undergoing targeted projection neuron degeneration. J Neurosci. 2000 Oct 1;20(19):7404-16. doi: 10.1523/JNEUROSCI.20-19-07404.2000. PMID: 11007899; PMCID: PMC6772769. 10: Patel DR, Croucher MJ. Evidence for a role of presynaptic AMPA receptors in the control of neuronal glutamate release in the rat forebrain. Eur J Pharmacol. 1997 Aug 6;332(2):143-51. doi: 10.1016/s0014-2999(97)01077-7. PMID: 9286615. 11: Hawkins LM, Beaver KM, Jane DE, Taylor PM, Sunter DC, Roberts PJ. Binding of the new radioligand (S)-[3H]AMPA to rat brain synaptic membranes: effects of a series of structural analogues of the non-NMDA receptor agonist willardiine. Neuropharmacology. 1995 Apr;34(4):405-10. doi: 10.1016/0028-3908(94)00157-n. PMID: 7566471. 12: Ebert B, Madsen U, Lund TM, Lenz SM, Krogsgaard-Larsen P. Molecular pharmacology of the AMPA agonist, (S)-2-amino-3-(3-hydroxy-5-phenyl-4-isoxazolyl)propionic acid [(S)-APPA] and the AMPA antagonist, (R)-APPA. Neurochem Int. 1994 Jun;24(6):507-15. doi: 10.1016/0197-0186(94)90001-9. PMID: 7526921.