DCKA

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 563052

CAS#: 131123-76-7

Description: DCKA is an antagonist of the NMDA receptor. It acts at the glycine site.


Chemical Structure

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DCKA
CAS# 131123-76-7

Theoretical Analysis

MedKoo Cat#: 563052
Name: DCKA
CAS#: 131123-76-7
Chemical Formula: C10H5Cl2NO3
Exact Mass: 256.96
Molecular Weight: 258.050
Elemental Analysis: C, 46.54; H, 1.95; Cl, 27.47; N, 5.43; O, 18.60

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: DCKA; DKC;

IUPAC/Chemical Name: 5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid

InChi Key: BGKFPRIGXAVYNX-UHFFFAOYSA-N

InChi Code: InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)

SMILES Code: ClC1=CC(Cl)=CC2=NC(C(O)=O)=CC(O)=C21

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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 258.05 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Kondori NR, Paul P, Robbins JP, Liu K, Hildyard JCW, Wells DJ, de Belleroche JS. Focus on the Role of D-serine and D-amino Acid Oxidase in Amyotrophic Lateral Sclerosis/Motor Neuron Disease (ALS). Front Mol Biosci. 2018 Feb 13;5:8. doi: 10.3389/fmolb.2018.00008. eCollection 2018. Review. PubMed PMID: 29487852; PubMed Central PMCID: PMC5816792.

2: Shimomura H, Ito M, Nishiyama A, Tanizawa T, Takeshima Y, Nishimaru H, Arata A. Glycine plays a crucial role as a co-agonist of NMDA receptors in the neuronal circuit generating body movements in rat fetuses. Neurosci Res. 2015 Aug;97:13-9. doi: 10.1016/j.neures.2015.03.004. Epub 2015 Mar 28. PubMed PMID: 25828272.

3: Dolino DM, Cooper D, Ramaswamy S, Jaurich H, Landes CF, Jayaraman V. Structural dynamics of the glycine-binding domain of the N-methyl-D-aspartate receptor. J Biol Chem. 2015 Jan 9;290(2):797-804. doi: 10.1074/jbc.M114.605436. Epub 2014 Nov 17. PubMed PMID: 25404733; PubMed Central PMCID: PMC4294502.

4: Zappettini S, Grilli M, Olivero G, Chen J, Padolecchia C, Pittaluga A, Tomé AR, Cunha RA, Marchi M. Nicotinic α7 receptor activation selectively potentiates the function of NMDA receptors in glutamatergic terminals of the nucleus accumbens. Front Cell Neurosci. 2014 Oct 16;8:332. doi: 10.3389/fncel.2014.00332. eCollection 2014. PubMed PMID: 25360085; PubMed Central PMCID: PMC4199379.

5: Ramoino P, Candiani S, Pittaluga AM, Usai C, Gallus L, Ferrando S, Milanese M, Faimali M, Bonanno G. Pharmacological characterization of NMDA-like receptors in the single-celled organism Paramecium primaurelia. J Exp Biol. 2014 Feb 1;217(Pt 3):463-71. doi: 10.1242/jeb.093914. Epub 2013 Oct 18. PubMed PMID: 24143028.

6: Scianni M, Antonilli L, Chece G, Cristalli G, Di Castro MA, Limatola C, Maggi L. Fractalkine (CX3CL1) enhances hippocampal N-methyl-D-aspartate receptor (NMDAR) function via D-serine and adenosine receptor type A2 (A2AR) activity. J Neuroinflammation. 2013 Aug 27;10:108. doi: 10.1186/1742-2094-10-108. PubMed PMID: 23981568; PubMed Central PMCID: PMC3765929.

7: Kvist T, Greenwood JR, Hansen KB, Traynelis SF, Bräuner-Osborne H. Structure-based discovery of antagonists for GluN3-containing N-methyl-D-aspartate receptors. Neuropharmacology. 2013 Dec;75:324-36. doi: 10.1016/j.neuropharm.2013.08.003. Epub 2013 Aug 22. PubMed PMID: 23973313; PubMed Central PMCID: PMC3865070.

8: Debrouse L, Hurd B, Kiselycznyk C, Plitt A, Todaro A, Mishina M, Grant SG, Camp M, Gunduz-Cinar O, Holmes A. Probing the modulation of acute ethanol intoxication by pharmacological manipulation of the NMDAR glycine co-agonist site. Alcohol Clin Exp Res. 2013 Feb;37(2):223-33. doi: 10.1111/j.1530-0277.2012.01922.x. Epub 2012 Aug 30. PubMed PMID: 22934986; PubMed Central PMCID: PMC3515721.

9: Ford-Green J, Isayev O, Gorb L, Perkins EJ, Leszczynski J. Evaluation of natural and nitramine binding energies to 3-D models of the S1S2 domains in the N-methyl-D-aspartate receptor. J Mol Model. 2012 Apr;18(4):1273-84. doi: 10.1007/s00894-011-1152-y. Epub 2011 Jul 7. PubMed PMID: 21735122.

10: Katsuki H, Watanabe Y, Fujimoto S, Kume T, Akaike A. Contribution of endogenous glycine and d-serine to excitotoxic and ischemic cell death in rat cerebrocortical slice cultures. Life Sci. 2007 Aug 9;81(9):740-9. Epub 2007 Jul 18. PubMed PMID: 17698151.

11: Ge LH, Lee SC, Liu J, Yang XL. Glycine receptors are functionally expressed on bullfrog retinal cone photoreceptors. Neuroscience. 2007 Apr 25;146(1):427-34. Epub 2007 Mar 7. PubMed PMID: 17346892.

12: Shen Y, Zhang M, Jin Y, Yang XL. Functional N-methyl-D-aspartate receptors are expressed in cone-driven horizontal cells in carp retina. Neurosignals. 2006-2007;15(4):174-9. Epub 2006 Oct 17. PubMed PMID: 17047395.

13: Garcia de Arriba S, Wegner F, Grüner K, Verdaguer E, Pallas M, Camins A, Wagner A, Wohlfahrt K, Allgaier C. Different capacities of various NMDA receptor antagonists to prevent ischemia-induced neurodegeneration in human cultured NT2 neurons. Neurochem Int. 2006 Oct;49(5):466-74. Epub 2006 May 2. PubMed PMID: 16650914.

14: Masaki Y, Yamazaki K, Kawai H, Yamada T, Itoh A, Arai Y, Furukawa H. Recyclable polymeric pi-acid catalyst effective on Mannich-type reaction in water. Chem Pharm Bull (Tokyo). 2006 Apr;54(4):591-3. PubMed PMID: 16595974.

15: Masaki Y. [Development of polymer-supported pi-acid catalysts]. Yakugaku Zasshi. 2006 Jan;126(1):1-26. Review. Japanese. PubMed PMID: 16394646.

16: Blaise MC, Sowdhamini R, Pradhan N. Comparative analysis of different competitive antagonists interaction with NR2A and NR2B subunits of N-methyl-D-aspartate (NMDA) ionotropic glutamate receptor. J Mol Model. 2005 Nov;11(6):489-502. Epub 2005 Jun 1. PubMed PMID: 15928921.

17: Yang S, Qiao H, Wen L, Zhou W, Zhang Y. D-serine enhances impaired long-term potentiation in CA1 subfield of hippocampal slices from aged senescence-accelerated mouse prone/8. Neurosci Lett. 2005 Apr 29;379(1):7-12. Epub 2005 Jan 13. PubMed PMID: 15814189.

18: Wu SZ, Jiang S, Sims TJ, Barger SW. Schwann cells exhibit excitotoxicity consistent with release of NMDA receptor agonists. J Neurosci Res. 2005 Mar 1;79(5):638-43. PubMed PMID: 15672444.

19: Blaise MC, Bhattacharyya D, Sowdhamini R, Pradhan N. Structural consequences of D481N/K483Q mutation at glycine binding site of NMDA ionotropic glutamate receptors: a molecular dynamics study. J Biomol Struct Dyn. 2005 Feb;22(4):399-410. PubMed PMID: 15588104.

20: Pierobon P, Sogliano C, Minei R, Tino A, Porcu P, Marino G, Tortiglione C, Concas A. Putative NMDA receptors in Hydra: a biochemical and functional study. Eur J Neurosci. 2004 Nov;20(10):2598-604. PubMed PMID: 15548203.