7CKA
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MedKoo CAT#: 563053

CAS#: 18000-24-3

Description: 7CKA is a NMDA receptor antagonist that acts at the glycine site.


Chemical Structure

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7CKA
CAS# 18000-24-3

Theoretical Analysis

MedKoo Cat#: 563053
Name: 7CKA
CAS#: 18000-24-3
Chemical Formula: C10H6ClNO3
Exact Mass: 223.0036
Molecular Weight: 223.61
Elemental Analysis: C, 53.71; H, 2.70; Cl, 15.85; N, 6.26; O, 21.46

Price and Availability

Size Price Availability Quantity
5.0mg USD 230.0 2 Weeks
10.0mg USD 360.0 2 Weeks
25.0mg USD 610.0 2 Weeks
50.0mg USD 920.0 2 Weeks
Bulk inquiry

Synonym: 7CKA; 7-CKA; 7 CKA; 7-CTKA; 7CTKA; 7 CTKA; 7-chloro KYNA; 7 chloro KYNA; NSC 149792; NSC149792; NSC-149792; 7-Chlorokynurenic Acid; 7 Chlorokynurenic Acid;

IUPAC/Chemical Name: 7-Chloro-4-hydroxyquinoline-2-carboxylic acid

InChi Key: UAWVRVFHMOSAPU-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=C(C1=NC2=CC(Cl)=CC=C2C(O)=C1)O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 223.61 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Liu BB, Luo L, Liu XL, Geng D, Liu Q, Yi LT. 7-Chlorokynurenic acid (7-CTKA) produces rapid antidepressant-like effects: through regulating hippocampal microRNA expressions involved in TrkB-ERK/Akt signaling pathways in mice exposed to chronic unpredictable mild stress. Psychopharmacology (Berl). 2015 Feb;232(3):541-50. doi: 10.1007/s00213-014-3690-3. Epub 2014 Jul 18. PMID: 25034119.

2: Iwasaki M, Kashiwaguma Y, Nagashima C, Izumi M, Uekusa A, Iwasa S, Onozato M, Ichiba H, Fukushima T. A high-performance liquid chromatography assay with a triazole-bonded column for evaluation of d-amino acid oxidase activity. Biomed Chromatogr. 2016 Mar;30(3):384-9. doi: 10.1002/bmc.3559. Epub 2015 Aug 27. PMID: 26174062.

3: Li CF, Chen XM, Chen SM, Mu RH, Liu BB, Luo L, Liu XL, Geng D, Liu Q, Yi LT. Activation of hippocampal BDNF signaling is involved in the antidepressant-like effect of the NMDA receptor antagonist 7-chlorokynurenic acid. Brain Res. 2016 Jan 1;1630:73-82. doi: 10.1016/j.brainres.2015.11.005. Epub 2015 Nov 10. PMID: 26562663.

4: Kristensen AS, Hansen KB, Naur P, Olsen L, Kurtkaya NL, Dravid SM, Kvist T, Yi F, Pøhlsgaard J, Clausen RP, Gajhede M, Kastrup JS, Traynelis SF. Pharmacology and Structural Analysis of Ligand Binding to the Orthosteric Site of Glutamate-Like GluD2 Receptors. Mol Pharmacol. 2016 Feb;89(2):253-62. doi: 10.1124/mol.115.100909. Epub 2015 Dec 10. PMID: 26661043; PMCID: PMC4746485.

5: Lin H, Jacobi AA, Anderson SA, Lynch DR. D-Serine and Serine Racemase Are Associated with PSD-95 and Glutamatergic Synapse Stability. Front Cell Neurosci. 2016 Feb 25;10:34. doi: 10.3389/fncel.2016.00034. PMID: 26941605; PMCID: PMC4766304.

6: Yaksh TL, Schwarcz R, Snodgrass HR. Characterization of the Effects of L-4-Chlorokynurenine on Nociception in Rodents. J Pain. 2017 Oct;18(10):1184-1196. doi: 10.1016/j.jpain.2017.03.014. Epub 2017 Apr 18. PMID: 28428091.

7: Burada AP, Vinnakota R, Kumar J. Cryo-EM structures of the ionotropic glutamate receptor GluD1 reveal a non-swapped architecture. Nat Struct Mol Biol. 2020 Jan;27(1):84-91. doi: 10.1038/s41594-019-0359-y. Epub 2020 Jan 10. PMID: 31925409; PMCID: PMC7025878.

8: Park LT, Kadriu B, Gould TD, Zanos P, Greenstein D, Evans JW, Yuan P, Farmer CA, Oppenheimer M, George JM, Adeojo LW, Snodgrass HR, Smith MA, Henter ID, Machado-Vieira R, Mannes AJ, Zarate CA. A Randomized Trial of the N-Methyl-d- Aspartate Receptor Glycine Site Antagonist Prodrug 4-Chlorokynurenine in Treatment-Resistant Depression. Int J Neuropsychopharmacol. 2020 Jul 29;23(7):417-425. doi: 10.1093/ijnp/pyaa025. PMID: 32236521; PMCID: PMC7387765.

9: Burada AP, Vinnakota R, Kumar J. The architecture of GluD2 ionotropic delta glutamate receptor elucidated by cryo-EM. J Struct Biol. 2020 Aug 1;211(2):107546. doi: 10.1016/j.jsb.2020.107546. Epub 2020 Jun 5. PMID: 32512155.

10: Hsieh CP, Chen H, Chan MH, Chen L, Chen HH. N,N-dimethylglycine prevents toluene-induced impairment in recognition memory and synaptic plasticity in mice. Toxicology. 2020 Dec 15;446:152613. doi: 10.1016/j.tox.2020.152613. Epub 2020 Oct 18. PMID: 33086094.

11: Patel W, Rimmer L, Smith M, Moss L, Smith MA, Snodgrass HR, Pirmohamed M, Alfirevic A, Dickens D. Probenecid Increases the Concentration of 7-Chlorokynurenic Acid Derived from the Prodrug 4-Chlorokynurenine within the Prefrontal Cortex. Mol Pharm. 2021 Jan 4;18(1):113-123. doi: 10.1021/acs.molpharmaceut.0c00727. Epub 2020 Dec 13. PMID: 33307708.

12: Murphy N, Ramakrishnan N, Vo-Le B, Vo-Le B, Smith MA, Iqbal T, Swann AC, Mathew SJ, Lijffijt M. A randomized cross-over trial to define neurophysiological correlates of AV-101 N-methyl-D-aspartate receptor blockade in healthy veterans. Neuropsychopharmacology. 2021 Mar;46(4):820-827. doi: 10.1038/s41386-020-00917-z. Epub 2020 Dec 14. PMID: 33318635.

7CKA

5.0mg / USD 230.0