5-Fluorowillardiine

5-Fluorowillardiine is a selective agonist for the AMPA receptor,[1][2][3] with only limited effects at the kainate receptor.[4] 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][6][7]

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
3D model (JSmol)	Interactive image
ChEBI	CHEBI:42549 N
ChEMBL	ChEMBL123132 N
ChemSpider	1259 Y 112461 (S) Y
DrugBank	DB02966 N
ECHA InfoCard	100.162.280
MeSH	5-Fluorowillardiine
PubChem CID	1299 126569 (S)
CompTox Dashboard (EPA)	DTXSID1042609
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	217.156 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

The name is unusual as it has two successive i's. This is not a typo.

5-Fluorowillardiine exists as two distinct isomers:

• (2R) or D
• (2S) or L