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MSX-4

From Wikipedia, the free encyclopedia
Selective adenosine A2A receptor antagonist
Pharmaceutical compound
MSX-4
Clinical data
Drug classAdenosineA2A receptorantagonist
Identifiers
  • L-valine-3-{8-[(E)-2-[3-methoxyphenyl)ethenyl]-7-methyl-1-propargylxanthine-3-yl}propyl ester
CAS Number
Chemical and physical data
FormulaC26H30N5O5
Molar mass492.556 g·mol−1
3D model (JSmol)
  • COC1=CC=CC(/C=C/C2N(C)C3=C(N(CCCOC(=O)[C@](C(C)C)N([H])[H])C(=O)N(CC#C)C3=O)N=2)=C1
  • InChI=1S/C26H30N5O5/c1-6-13-31-24(32)22-23(30(26(31)34)14-8-15-36-25(33)21(27)17(2)3)28-20(29(22)4)12-11-18-9-7-10-19(16-18)35-5/h1,7,9-12,16-17H,8,13-15,27H2,2-5H3/b12-11+
  • Key:APBGNHUAEAMEBF-VAWYXSNFSA-N

MSX-4 is aselectiveadenosineA2A receptorantagonist used inscientific research.[1] It is awater-solubleamino acidesterprodrug ofMSX-2, theactive metabolite of the drug.[2][1] MSX-4 reverses themotivational deficits induced by thedopamineD2 receptorantagonisteticlopride in animals and hence has the capacity to producepro-motivational effects.[3][4] MSX-4 was first described in thescientific literature by 2008.[1]

See also

[edit]

References

[edit]
  1. ^abcVollmann K, Qurishi R, Hockemeyer J, Müller CE (February 2008)."Synthesis and properties of a new water-soluble prodrug of the adenosine A 2A receptor antagonist MSX-2".Molecules.13 (2):348–359.doi:10.3390/molecules13020348.PMC 6244838.PMID 18305423.
  2. ^Müller CE (November 2009). "Prodrug approaches for enhancing the bioavailability of drugs with low solubility".Chemistry & Biodiversity.6 (11):2071–2083.doi:10.1002/cbdv.200900114.PMID 19937841.
  3. ^Salamone JD, Correa M, Ferrigno S, Yang JH, Rotolo RA, Presby RE (October 2018)."The Psychopharmacology of Effort-Related Decision Making: Dopamine, Adenosine, and Insights into the Neurochemistry of Motivation".Pharmacol Rev.70 (4):747–762.doi:10.1124/pr.117.015107.PMC 6169368.PMID 30209181.
  4. ^Santerre JL, Nunes EJ, Kovner R, Leser CE, Randall PA, Collins-Praino LE, Lopez Cruz L, Correa M, Baqi Y, Müller CE, Salamone JD (October 2012). "The novel adenosine A(2A) antagonist prodrug MSX-4 is effective in animal models related to motivational and motor functions".Pharmacol Biochem Behav.102 (4):477–487.doi:10.1016/j.pbb.2012.06.009.PMID 22705392.
Receptor
(ligands)
P0 (adenine)
P1
(adenosine)
P2
(nucleotide)
P2X
(ATPTooltip Adenosine triphosphate)
P2Y
Transporter
(blockers)
CNTsTooltip Concentrative nucleoside transporters
ENTsTooltip Equilibrative nucleoside transporters
PMATTooltip Plasma membrane monoamine transporter
Enzyme
(inhibitors)
XOTooltip Xanthine oxidase
Others
Others


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