Description

An alanine derivative that is L-alanine bearing a 5-fluorouracil-1-yl substituent at position 3. A more potent and selective AMPA receptor agonist (at hGluR1 and hGluR2) than AMPA itself (Ki = 14.7, 25.1, and 1820 nM for hGluR1, hGluR2 and hGluR5 respectively).

Chemical properties

Chemical formula Net charge Average mass
C7H8FN3O4 0 217.15450
3-(5-fluorouracil-1-yl)-L-alanine

Nomenclature

IUPAC SMILES InChI InChIKey Synonyms
3-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-L-alanine N[C@@H](Cn1cc(F)c(=O)[nH]c1=O)C(O)=O InChI=1S/C7H8FN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1 DBWPFHJYSTVBCZ-BYPYZUCNSA-N
  • (2s)-2-amino-3-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)propanoic acid
  • 2-amino-3-(5-fluoro-2,4-dioxo-3,4-dihydro-2h-pyrimidin-1-yl)-propionic acid
  • (s)-alpha-amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2h)-pyrimmidinepropanoic acid
  • (s)-(-)-5-fluorowillardiine
  • (s)-f-willardiine
  • 5-fluorowillardiine

Database references:

CHEBI:42549

Citations