Radequinil

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

MedKoo CAT#: 530223

CAS#: 219846-31-8

Description: Radequinil, also known as AC-3933, is a novel benzodiazepine GABA receptor inverse agonist potentially for the treatment of Alzheimer's disease. It is shown to have a procognitive effect of AC-3933 in aged mice, and synergistic effect of combination with donepezil in scopolamine-treated mice.


Price and Availability

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Radequinil is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530223
Name: Radequinil
CAS#: 219846-31-8
Chemical Formula: C18H14N4O3
Exact Mass: 334.1066
Molecular Weight: 334.335
Elemental Analysis: C, 64.67; H, 4.22; N, 16.76; O, 14.36


Synonym: Radequinil; AC-3933; AVE-3933; SX-3933; AC3933; AVE3933; SX3933; AC 3933; AVE 3933; SX 3933

IUPAC/Chemical Name: 5-(3-methoxyphenyl)-3-(5-methyl-1,2,4-oxadiazol-3-yl)-1,6-naphthyridin-2(1H)-one

InChi Key: JQOFKKWHXGQABB-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H14N4O3/c1-10-20-17(22-25-10)14-9-13-15(21-18(14)23)6-7-19-16(13)11-4-3-5-12(8-11)24-2/h3-9H,1-2H3,(H,21,23)

SMILES Code: O=C1NC2=C(C(C3=CC=CC(OC)=C3)=NC=C2)C=C1C4=NOC(C)=N4


Technical Data

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:
>2 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).

Harmonized System Code:
293490


References

1: Hashimoto T, Hatayama Y, Nakamichi K, Yoshida N. Procognitive effect of AC-3933 in aged mice, and synergistic effect of combination with donepezil in scopolamine-treated mice. Eur J Pharmacol. 2014 Dec 15;745:123-8. doi: 10.1016/j.ejphar.2014.10.015. PubMed PMID: 25446931.

2: Hashimoto T, Iwamura Y. AC-3933, a benzodiazepine partial inverse agonist, improves memory performance in MK-801-induced amnesia mouse model. Pharmacol Biochem Behav. 2016 May;144:45-52. doi: 10.1016/j.pbb.2016.03.001. PubMed PMID: 26946254.

3: Hatayama Y, Hashimoto T, Kohayakawa H, Kiyoshi T, Nakamichi K, Kinoshita T, Yoshida N. In vivo pharmacological characterization of AC-3933, a benzodiazepine receptor partial inverse agonist for the treatment of Alzheimer's disease. Neuroscience. 2014 Apr 18;265:217-25. doi: 10.1016/j.neuroscience.2014.01.063. PubMed PMID: 24513386.

4: Hashimoto T, Kiyoshi T, Kohayakawa H, Iwamura Y, Yoshida N. Pharmacological properties of AC-3933, a novel benzodiazepine receptor partial inverse agonist. Neuroscience. 2014 Jan 3;256:352-9. PubMed PMID: 24505610.

5: Mise M, Yadera S, Matsuda M, Hashizume T, Matsumoto S, Terauchi Y, Fujii T. Polymorphic expression of CYP1A2 leading to interindividual variability in metabolism of a novel benzodiazepine receptor partial inverse agonist in dogs. Drug Metab Dispos. 2004 Feb;32(2):240-5. PubMed PMID: 14744947.

6: Mise M, Hashizume T, Matsumoto S, Terauchi Y, Fujii T. Identification of non-functional allelic variant of CYP1A2 in dogs. Pharmacogenetics. 2004 Nov;14(11):769-73. PubMed PMID: 15564884.