An NMDA receptor antagonist
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5,7-Dichlorokynurenic Acid

Item No. 25533

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,7-dichloro-4-hydroxy-2-quinolinecarboxylic acid
CAS Number
131123-76-7
Synonyms
  • 5,7-DCKA
  • DCKA
Molecular Formula
C10H5Cl2NO3
Formula Weight
258.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
λmax
228, 256, 342 nm
SMILES
ClC(C=C1Cl)=CC2=C1C(O)=CC(C(O)=O)=N2
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)
InChi Key
BGKFPRIGXAVYNX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $60

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    10 mg

    $97

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    25 mg

    $213

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    50 mg

    $393

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    Product Description

    5,7-Dichlorokyneurenic acid (5,7-DCKA) is a derivative of kynurenic acid (Item No. 16792) and an NMDA receptor antagonist (Ki = 40 nM in a radioligand binding assay).1 It selectively inhibits glycine- over kainate-induced NMDA currents at 15 μM in Xenopus oocytes expressing rat NMDA receptors. 5,7-DCKA reduces NMDA-induced neurotoxicity in primary rat cortical neurons by 55 to 90% when used at concentrations ranging from 1 to 10 μM. In vivo, 5,7-DCKA (0.97-97 nmol) reverses mechanical hyperalgesia in magnesium-deficient rats in a dose-dependent manner.2 It blocks the positive ionotropic effect, hypertension, and increase in myocardial oxygen demand induced by electrical stimulation of the paraventricular nucleus (PVN) in anesthetized rabbits.3 5,7-DCKA also increases social interaction time in the social interaction test and time spent in the open arms of the elevated plus maze, indicating anxiolytic-like activity, as well as disinhibits conflict responding in the Cook and Davidson conditioned conflict paradigm.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. McNamara, D.J., Smith, E.C.R., Calligaro, D.O., et al. 5,7-Dichlorokynurenic acid, a potent and selective competitive antagonist of the glycine site on NMDA receptors. Neurosci. Lett. 120(1), 17-20 (1990).

    2. Begon, S., Pickering, G., Eschalier, A., et al. Role of spinal NMDA receptors, protein kinase C and nitric oxide synthase in the hyperalgesia induced by magnesium deficiency in rats. Br. J. Pharmacol. 134(6), 1227-1236 (2001).

    3. Monassier, L., Tibiriça, E., Roegel, J.-C., et al. Prevention by NMDA receptor antagonists of the centrally-evoked increases of cardiac inotropic responses in rabbits. Br. J. Pharmacol. 111(4), 1347-1354 (1994).

    4. Corbett, R., and Dunn, R.W. Effects of 5,7 dichlorokynurenic acid on conflict, social interaction and plus maze behaviors. Neuropharmacology 32(5), 461-466 (1993).