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YZG-331

From Wikipedia, the free encyclopedia

Pharmaceutical compound
YZG-331
Clinical data
Other namesN6-[(S)-1-(Phenyl)propyl]adenosine
Drug classAdenosine receptor agonist;Sedative;Hypnotic
ATC code
  • None
Identifiers
  • (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[[(1S)-1-phenylpropyl]amino]purin-9-yl]oxolane-3,4-diol
PubChemCID
Chemical and physical data
FormulaC19H23N5O4
Molar mass385.424 g·mol−1
3D model (JSmol)
  • CC[C@@H](C1=CC=CC=C1)NC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O
  • InChI=1S/C19H23N5O4/c1-2-12(11-6-4-3-5-7-11)23-17-14-18(21-9-20-17)24(10-22-14)19-16(27)15(26)13(8-25)28-19/h3-7,9-10,12-13,15-16,19,25-27H,2,8H2,1H3,(H,20,21,23)/t12-,13+,15+,16+,19+/m0/s1
  • Key:RRRLUFHDFDNPMZ-BPAMBQHCSA-N

YZG-331, also known asN6-[(S)-1-(phenyl)propyl]adenosine, is anadenosine receptor agonist which is or was under investigation for the potential treatment ofinsomnia.[1][2][3]

Pharmacology

[edit]

The drug appears to act through theadenosineA1 andA2A receptors.[3] It producessedative andhypnotic effects andhypolocomotion in animals.[3] The drug isorally active and crosses theblood–brain barrier, although itsintestinalabsorption andcentralpermeability may be reduced by itsP-glycoproteinsubstrate activity.[4][5] It is asyntheticderivative ofadenosine and ofN6-(4-hydroxybenzyl)adenine riboside (NHBA).[5][3] The latter compound is found in thetraditional Chinese medicinalherbGastrodia elata.[5][3]

Development

[edit]

YZG-331 was first described in thescientific literature by at least 2014.[6] As of 2025, it has reached thepreclinical research stage of development.[1]

See also

[edit]

References

[edit]
  1. ^ab"Delving into the Latest Updates on YZG-331 with Synapse".Synapse. 8 May 2025. Retrieved6 October 2025.
  2. ^Atkin T, Comai S, Gobbi G (April 2018). "Drugs for Insomnia beyond Benzodiazepines: Pharmacology, Clinical Applications, and Discovery".Pharmacological Reviews.70 (2):197–245.doi:10.1124/pr.117.014381.PMID 29487083.1. Adenosine Receptor Agonist. YZG-331 is a promising sedative hypnotic and adenosine analog that exerts its effects by binding to the adenosine receptor. (See the Other Receptors section for a review of the pharmacology of A1A and A2A.)
  3. ^abcdeTang B, Yu Y, Yu F, Fang J, Wang G, Jiang J, et al. (June 2022). "The mechanism study of YZG-331 on sedative and hypnotic effects".Behavioural Brain Research.428 113885.doi:10.1016/j.bbr.2022.113885.PMID 35398229.
  4. ^Chaturvedi S, Rashid M, Malik MY, Agarwal A, Singh SK, Gayen JR, et al. (May 2019). "Neuropharmacokinetics: a bridging tool between CNS drug development and therapeutic outcome".Drug Discovery Today.24 (5):1166–1175.doi:10.1016/j.drudis.2019.02.007.PMID 30898661.
  5. ^abcLiu Z, Mi J, Yang S, Zhao M, Li Y, Sheng L (November 2016). "Effects of P-glycoprotein on the intestine and blood-brain barrier transport of YZG-331, a promising sedative-hypnotic compound".European Journal of Pharmacology.791:339–347.doi:10.1016/j.ejphar.2016.08.039.PMID 27612629.
  6. ^Liu Z, Sheng L, Li Y (January 2014). "Determination of YZG-331 in mouse plasma using liquid chromatography-tandem mass spectrometry".Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences.944:6–10.doi:10.1016/j.jchromb.2013.10.041.PMID 24291606.
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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