7-Chlorokynurenic acid

7-Chlorokynurenic acid
	File:7-Chlorokynurenate.png
Systematic (IUPAC) name
	7-chloro-4-oxo-1H-quinoline-2-carboxylic acid
Identifiers
CAS Number	18000-24-3
ATC code	None
PubChem	CID: 1884
ChemSpider	1813
Synonyms	7-chlorokynurenate; 7-CTKA
Chemical data
Formula	C10H6ClNO3
Molecular mass	223.61254 g/mol
	SMILES C1=CC2=C(C=C1Cl)NC(=CC2=O)C(=O)O ;
	InChI InChI=1S/C10H6ClNO3/c11-5-1-2-6-7(3-5)12-8(10(14)15)4-9(6)13/h1-4H,(H,12,13)(H,14,15) ; Key:UAWVRVFHMOSAPU-UHFFFAOYSA-N ;

7-Chlorokynurenic acid (7-CKA) is a drug that acts as a potent and selective noncompetitive antagonist of the glycine site of the NMDA receptor.^[1] It produces ketamine-like rapid antidepressant effects in animal models of depression.^[2] However, 7-CKA is unable to cross the blood-brain-barrier, and for this reason, is unsuitable for clinical use.^[3] As a result, a centrally-penetrant prodrug of 7-CKA, 4-chlorokynurenine (AV-101), has been developed for use in humans, and is being studied in clinical trials as a potential treatment for major depressive disorder.^[3]^[4] In addition to antagonizing the NMDA receptor, 7-CKA also acts as a potent inhibitor of the reuptake of glutamate into synaptic vesicles (or as a vesicular glutamate reuptake inhibitor), an action that it mediates via competitive blockade of vesicular glutamate transporters (K_i = 0.59 mM).^[5]

References

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.