Synonym
GYKI 52466 HCl; GYKI-52466 HCl; GYKI52466 HCl; GYKI 52466 hydrochloride; GYKI52466 hydrochloride; GYKI-52466 hydrochloride;
IUPAC/Chemical Name
4-(8-methyl-9H-[1,3]dioxolo[4',5':4,5]benzo[1,2-d][1,2]diazepin-5-yl)aniline hydrochloride
InChi Key
RUBSCPARMVJNKX-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H15N3O2.ClH/c1-10-6-12-7-15-16(22-9-21-15)8-14(12)17(20-19-10)11-2-4-13(18)5-3-11;/h2-5,7-8H,6,9,18H2,1H3;1H
SMILES Code
CC1=NN=C(C2=C(C1)C=C3OCOC3=C2)C4=CC=C(C=C4)N.Cl
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
|
Solvent |
mg/mL |
mM |
| Solubility |
| Methanol |
1.0 |
3.03 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
329.78
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: John CA, Beart PM, Giardina SF, Pascoe CJ, Cheung NS. Cyclothiazide and GYKI 52466 modulate AMPA receptor-mediated apoptosis in cortical neuronal cultures. Neurosci Lett. 1999 Jun 11;268(1):9-12. doi: 10.1016/s0304-3940(99)00342-0. PMID: 10400065.
2: Kretschmer BD, Kratzer U, Schmidt WJ. Riluzole, a glutamate release inhibitor, and motor behavior. Naunyn Schmiedebergs Arch Pharmacol. 1998 Aug;358(2):181-90. doi: 10.1007/pl00005241. PMID: 9750003.
3: Liljequist S, Cebers G, Kalda A. Effects of decahydroisoquinoline-3-carboxylic acid monohydrate, a novel AMPA receptor antagonist, on glutamate-induced CA2+ responses and neurotoxicity in rat cortical and cerebellar granule neurons. Biochem Pharmacol. 1995 Nov 27;50(11):1761-74. doi: 10.1016/0006-2952(95)02032-2. PMID: 8615854.
4: Hauber W, Waldenmeier MT. The AMPA receptor antagonist GYKI 52466 reverses the anti-cataleptic effects of the competitive NMDA receptor antagonist CGP 37849. Eur J Pharmacol. 1994 May 2;256(3):339-42. doi: 10.1016/0014-2999(94)90561-4. PMID: 7913894.
5: Smith SE, al-Zubaidy ZA, Chapman AG, Meldrum BS. Excitatory amino acid antagonists, lamotrigine and BW 1003C87 as anticonvulsants in the genetically epilepsy-prone rat. Epilepsy Res. 1993 Jun;15(2):101-11. doi: 10.1016/0920-1211(93)90091-k. PMID: 8103738.
6: Chapman AG, al-Zubaidy Z, Meldrum BS. Aniracetam reverses the anticonvulsant action of NBQX and GYKI 52466 in DBA/2 mice. Eur J Pharmacol. 1993 Feb 9;231(2):301-3. doi: 10.1016/0014-2999(93)90465-t. PMID: 8453982.
7: Le Peillet E, Arvin B, Moncada C, Meldrum BS. The non-NMDA antagonists, NBQX and GYKI 52466, protect against cortical and striatal cell loss following transient global ischaemia in the rat. Brain Res. 1992 Jan 31;571(1):115-20. doi: 10.1016/0006-8993(92)90516-c. PMID: 1351775.
8: Moncada C, Arvin B, Le Peillet E, Meldrum BS. Non-NMDA antagonists protect against kainate more than AMPA toxicity in the rat hippocampus. Neurosci Lett. 1991 Dec 9;133(2):287-90. doi: 10.1016/0304-3940(91)90590-p. PMID: 1816508.
9: Smith SE, Dürmüller N, Meldrum BS. The non-N-methyl-D-aspartate receptor antagonists, GYKI 52466 and NBQX are anticonvulsant in two animal models of reflex epilepsy. Eur J Pharmacol. 1991 Aug 29;201(2-3):179-83. doi: 10.1016/0014-2999(91)90342-n. PMID: 1686756.
