(S)-4-Chlorokynurenine


CAS No. : 153152-32-0

(S)-4-Chlorokynurenine,153152-32-0
Product Details
For research use only. Not Intended for Therapeutic Use!
Cat No:R020365
Synonyms:(αS)-α,2-Diamino-4-chloro-γ-oxobenzenebutanoic Acid;
Molecular Formula:C10H11ClN2O3
Molecular Weight:242.659
Target:NMDA glycine B receptor antagonist
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Appearance:Solid powder
Purity: > 98%
Cat No:R020365
Cas No:153152-32-0
Product-Name:(S)-4-Chlorokynurenine
IUPAC Name:(2S)-2-amino-4-(2-amino-4-chlorophenyl)-4-oxobutanoic acid
InChI:InChI=1S/C10H11ClN2O3/c11-5-1-2-6(7(12)3-5)9(14)4-8(13)10(15)16/h1-3,8H,4,12-13H2,(H,15,16)/t8-/m0/s1
InChIKey:HQLHZNDJQSRKDT-QMMMGPOBSA-N
SMILES:C1=CC(=C(C=C1Cl)N)C(=O)CC(C(=O)O)N
AV-101, also known as 4-Chlorokynurenine; 4-Cl-KYN; AV-101; L-4-Cl-KYN; 4ClKYN; L-4ClKYN, is a NMDA glycine B receptor antagonist potentially for treatment of major depressive disorder. AV-101 is an orally active small molecule prodrug candidate that in vivo produces a glycine binding site NMDA receptor antagonist. AV-101 is in clinical development by VistaGen Therapeutics. Inc. as a potential new generation, fast-acting antidepressant, and for other central nervous system (CNS) indications.

1:The Prodrug 4-Chlorokynurenine Causes Ketamine-Like Antidepressant Effects, but Not Side Effects, by NMDA/GlycineB-Site Inhibition. Zanos P, Piantadosi SC, Wu HQ, Pribut HJ, Dell MJ, Can A, Snodgrass HR, Zarate CA Jr, Schwarcz R, Gould TD.J Pharmacol Exp Ther. 2015 Oct;355(1):76-85. doi: 10.1124/jpet.115.225664. Epub 2015 Aug 11. PMID: 26265321 Free PMC Article
2:L-4-chlorokynurenine attenuates kainate-induced seizures and lesions in the rat. Wu HQ, Lee SC, Scharfman HE, Schwarcz R.Exp Neurol. 2002 Sep;177(1):222-32. PMID: 12429224
3:Systemic administration of 4-chlorokynurenine prevents quinolinate neurotoxicity in the rat hippocampus. Wu HQ, Lee SC, Schwarcz R.Eur J Pharmacol. 2000 Mar 3;390(3):267-74. PMID: 10708733
4:Facilitated brain uptake of 4-chlorokynurenine and conversion to 7-chlorokynurenic acid. Hokari M, Wu HQ, Schwarcz R, Smith QR.Neuroreport. 1996 Dec 20;8(1):15-8. PMID: 9051744
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