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UBP-302

From Wikipedia, the free encyclopedia
UBP-302
Names
Systematic IUPAC name
2-({3-[(2S)-2-Amino-2-carboxyethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}methyl)benzoic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard100.210.061Edit this at Wikidata
  • InChI=1S/C15H15N3O6/c16-11(14(22)23)8-17-6-5-12(19)18(15(17)24)7-9-3-1-2-4-10(9)13(20)21/h1-6,11H,7-8,16H2,(H,20,21)(H,22,23)/t11-/m0/s1 ☒N
    Key: UUIYULWYHDSXHL-NSHDSACASA-N ☒N
  • InChI=1/C15H15N3O6/c16-11(14(22)23)8-17-6-5-12(19)18(15(17)24)7-9-3-1-2-4-10(9)13(20)21/h1-6,11H,7-8,16H2,(H,20,21)(H,22,23)/t11-/m0/s1
    Key: UUIYULWYHDSXHL-NSHDSACABL
  • c1ccc(c(c1)Cn2c(=O)ccn(c2=O)C[C@@H](C(=O)O)N)C(=O)O
Properties
C15H15N3O6
Molar mass333.296 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

UBP-302 is a highly selectivekainate receptorantagonist used in the study of manyneurological processes. It is active atmicromolar concentration within anin vitro preparation and specifically targets the GluK1 (iGluR5) subunit of the receptor. This compound was developed at theUniversity of Bristol.[1]

UBP-310 and UBP-316 (ACET) are related N3-substituted willardiine derivatives.[2]

References

[edit]
  1. ^More, JC; Nistico, R; Dolman, NP; Clarke, VR; Alt, AJ; Ogden, AM; Buelens, FP; Troop, HM; et al. (2004). "Characterisation of UBP296: a novel, potent and selective kainate receptor antagonist".Neuropharmacology.47 (1):46–64.doi:10.1016/j.neuropharm.2004.03.005.hdl:11573/514325.PMID 15165833.S2CID 40775500.
  2. ^Dolman, NP; More, JCA; Alt, A; Knauss, JL; Pentikäinen, OT; Glasser, CR; Bleakman, D; Mayer, ML; Collingridge, GL; Jane, DE (2007-04-05). "Synthesis and pharmacological characterization of N3-substituted willardiine derivatives: role of the substituent at the 5-position of the uracil ring in the development of highly potent and selective GLUK5 kainate receptor antagonists".Journal of Medicinal Chemistry.50 (7):1558–1570.doi:10.1021/jm061041u.ISSN 0022-2623.PMID 17348638.
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor


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