MRK-016

  • CAT Number: I008016
  • CAS Number: 783331-24-8
  • Molecular Formula: C17H20N8O2
  • Molecular Weight: 368.401
  • Purity: ≥95%
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MRK-016 (Cat.No:I008016) is a selective α5 subunit-containing GABAA negative allosteric modulator that has nootropic properties. It has been found to produce rapid, ketamine-like antidepressant effects in animal models of depression.

Catalog Number I008016
CAS Number 783331-24-8
Synonyms

MRK-016; MRK 016; MRK016.;3-tert-Butyl-7-(5-methylisoxazol-3-yl)-2-(1-methyl-1H-1,2,4-triazol-5-ylmethoxy)pyrazolo(1,5-d)(1,2,4)triazine

Molecular Formula

C17H20N8O2

Purity 95%
Target GABA Receptor
Solubility Soluble in DMSO, not in water
Storage Store at +4C
IUPAC Name 3-[3-tert-butyl-2-[(2-methyl-1,2,4-triazol-3-yl)methoxy]pyrazolo[1,5-d][1,2,4]triazin-7-yl]-5-methyl-1,2-oxazole
InChI InChI=1S/C17H20N8O2/c1-10-6-11(23-27-10)15-21-19-7-12-14(17(2,3)4)16(22-25(12)15)26-8-13-18-9-20-24(13)5/h6-7,9H,8H2,1-5H3
InChIKey QYSYOGCIDRANAR-UHFFFAOYSA-N
SMILES CC1=CC(=NO1)C2=NN=CC3=C(C(=NN32)OCC4=NC=NN4C)C(C)(C)C
Reference

</br>1:Administration of the inverse benzodiazepine agonist MRK-016 rescues acquisition and memory consolidation following peripheral administration of bacterial endotoxin. Eimerbrink MJ, White JD, Pendry RJ, Hodges SL, Sadler LN, Wiles JD, Weintraub MK, Chumley MJ, Boehm GW.Behav Brain Res. 2015 Jul 15;288:50-3. doi: 10.1016/j.bbr.2015.03.048. Epub 2015 Mar 28. PMID: 25823763 </br>2:In vitro and in vivo properties of 3-tert-butyl-7-(5-methylisoxazol-3-yl)-2-(1-methyl-1H-1,2,4-triazol-5-ylmethoxy)-pyrazolo[1,5-d]-[1,2,4]triazine (MRK-016), a GABAA receptor alpha5 subtype-selective inverse agonist. Atack JR, Maubach KA, Wafford KA, O/’Connor D, Rodrigues AD, Evans DC, Tattersall FD, Chambers MS, MacLeod AM, Eng WS, Ryan C, Hostetler E, Sanabria SM, Gibson RE, Krause S, Burns HD, Hargreaves RJ, Agrawal NG, McKernan RM, Murphy MG, Gingrich K, Dawson GR, Musson DG, Petty KJ.J Pharmacol Exp Ther. 2009 Nov;331(2):470-84. doi: 10.1124/jpet.109.157636. Epub 2009 Aug 24. PMID: 19704033 Free Article

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