5-Fluorowillardiine

5-Fluorowillardiine

Names
Other names 2-Amino-3-(5-fluoro-2,4-dioxopyrimidin-1-yl)propanoic acid
Identifiers
CAS Number	140187-23-1 (S) N
ChEBI	CHEBI:42549 N
ChEMBL	ChEMBL123132 N
ChemSpider	1259 Y 112461 (S) Y
DrugBank	DB02966 N
Jmol 3D model	Interactive image
MeSH	5-Fluorowillardiine
PubChem	1299 126569 (S)
InChI 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) Y Key: DBWPFHJYSTVBCZ-UHFFFAOYSA-N Y InChI=1/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) Key: DBWPFHJYSTVBCZ-UHFFFAOYAR
SMILES NC(CN1C=C(F)C(=O)N=C1O)C(O)=O
Properties
Chemical formula	C7H8FN3O4
Molar mass	217.16 g·mol−1
log P	-1.168
Acidity (pKa)	2.118
Basicity (pKb)	11.879
Isoelectric point	4.28
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

5-Fluorowillardiine is a selective agonist for the AMPA receptor, with only limited effects at the kainate receptor. It is an excitotoxic neurotoxin when used in vivo and so is rarely used in intact animals, but it is widely used to selectively stimulate AMPA receptors in vitro.

5-Fluorowillardiine exists as two distinct isomers:

• (2R) or D
• (2S) or L