journal article Sep 01, 2000

A new class of agonists and antagonists of N-methyl-D-aspartic acid receptors: Derivatives of imidazole-4,5- and pyrazole-3,4-dicarboxylic acids

View at Publisher Save 10.1007/bf02462614
Topics

No keywords indexed for this article. Browse by subject →

References
19
[1]
I. Ya Aleksandrova, V. S. Khrustaleva, and N. V. Khromov-Borisov, “Diamides of 1-alkyl- (and 1-glycosyl)imidazole-4,5-dicarboxylic acid,”Zh. Org. Khim.,19, 416–420 (1984).
[2]
N. B. Vinogradova and N. V. Khromov-Borisov, “Derivatives of imidazole dicarboxylic acids. I. Alkylated amides of imidazole-4,5-dicarboxylic acid,”Zh. Org. Khim.,31, 1466–1470 (1961).
[3]
N. B. Vinogradova and N. V. Khromov-Borisov, “The synthesis and mechanism of formation of bis(methylamides) of pyrazoledicarboxylic acids,”Khim. Geterotsik. Soed.,4, 685–694 (1968).
[4]
V. I. Petrov, L. B. Piotrovskii, and I. A. Grigor'ev,Excitatory Amino Acids [in Russian], Volgograd (1997).
[5]
I. V. Ryzhov, I. P. Lapin, L. B. Piotrovskii, and I. Ya. Aleksandrova, “The selective anticonvulsant action of N-substituted imidazole-4,5-dicarboxylic acids against quinolinic acid,”Byull. Éksp. Biol. Med.,7, 64–67 (1988).
[6]
L. S. Éfros, N. V. Khromov-Borisov, L. R. Davidenkov, and M. M. Nedel, “Studies on imidazole derivatives. XIV. Oxidation of benzimidazole and its methyl derivatives,”Zh. Org. Khim.,26, 455–458 (1956).
[7]
A. Albert,Selective Toxicity, London, New York, 7th Edition (1985). 10.1007/978-94-009-4846-4
[8]
C. F. Bigge, C. Humblet, G. Johnson, T. Maloner, D. F. Ortwine, and G. Pinter, “Design, synthesis and molecular modeling of phosphonoalkyl-substituted tetrahydroisoquinolines as competitive NMDA antagonists,” in:Trends in Medicinal Chemistry, S. Sarel, R. Mechoulam, and J. Agranat (Eds.), Blackwell Science Publishers, Oxford (1992), pp. 153–159.
[9]
A. Bondi,Physical Properties of Molecular Crystals, Liquids and Glasses, New York (1968).
[10]
A. Dorville, I. McCort-Tranchapain, D. Vichard, W. Sather, R. Maroun, P. Ascher, and B. P. Rogues, “Preferred antagonist binding state of the NMDA receptor: synthesis, pharmacology, and computer modelling of (phosphonomethyl)phenylalanine derivatives,”J. Med. Chem.,35, 2551–2562 (1992). 10.1021/jm00092a005
[11]
B. Ebert, U. Madsen, K. K. Soby, and P. Krogsgaard-Larsen, “Functional partial agonism at ionotropic excitatory amino acid receptors,”Neurochem. Int.,29, No. 3, 309–316 (1996). 10.1016/0197-0186(95)00151-4
[12]
M. Hollmann and S. Heinemann, “Cloned glutamate receptors,”Ann. Rev. Neurosci.,17, 31–108 (1994). 10.1146/annurev.ne.17.030194.000335
[13]
T. N. Johansen, K. Frydenvang, B. Ebert, U. Madsen, and P. Krogsgaard-Larsen, “Excitatory amino acid receptor antagonists: resolution, absolute stereochemistry, and pharmacology of (S)-and (R)-2-amino-2-(5-tert-butyl-3-hydroxy-4-isoxazolyl)acetic acid (ATAA),”Chirality,9, 529–536 (1997). 10.1002/(sici)1520-636x(1997)9:5/6<529::aid-chir20>3.0.co;2-p
[14]
J. N. Kew, G. Trube, and J. A. Kemp, “State-dependent NMDA receptor antagonism by Ro 8-4304, a novel NR2B selective, non-competitive, voltage-independent antagonist,”Brit. J. Pharmacol.,124, 463–472 (1998). 10.1038/sj.bjp.0701634
[15]
N. I. Kiskin, A. Ya. Tsyndrenko, M. A. Dumpis, L. B. Piotrovsky, and O. A. Kryshtal, “A novel selective NMDA agonist, N-phthalamoyl-L-glutamic acid (PhGA),”NeuroReport,2, 29–32 (1991). 10.1097/00001756-199101000-00007
[16]
Excitatory Amino Acid Receptors. Design of Agonists and Antagonists, P. Krogsgaard-Larsen and J. J. Hansen (eds.), Ellis Horwood Ltd., Chichester (1992).
[17]
U. Madsen, K. Frydenvang, B. Ebert, T. N. Johansen, L. Brehm, and P. Krogsgaard-Larsen, “N-methyl-D-aspartic acid receptor agonists. Resolution, absolute stereochemistry, and pharmacology of the enantiomers of 2-amino-2(3-hydroxy-5-methyl-4-isoxazolyl)acetic acid (AMAA),”J. Med. Chem.,39, 183–190 (1996). 10.1021/jm950393q
[18]
H. Schubert, S. Hoffmann, G. Lehmann, I. Berthold, H. Meichsner, and H.-E. Polster, “Imidazole-4,5-dicarboxylic acid derivatives, 2,2′-Oligomethylene-bridged bisimidazole-4,5-dicarboxylic acids,”Z. Chem.,15, 481–482 (1975). 10.1002/zfch.19750151209
[19]
J. C. Watkins, “Some chemical highlights in the development of excitatory amino acid pharmacology,”Can. J. Physiol. Pharmacol.,69, 1064–1075 (1991). 10.1139/y91-158
Cited By
7
Russian Journal of General Chemistr...
Metrics
7
Citations
19
References
Details
Published
Sep 01, 2000
Vol/Issue
30(5)
Pages
553-558
License
View
Cite This Article
L. B. Piotrovskii, P. V. Lishko, A. P. Maksimyuk, et al. (2000). A new class of agonists and antagonists of N-methyl-D-aspartic acid receptors: Derivatives of imidazole-4,5- and pyrazole-3,4-dicarboxylic acids. Neuroscience and Behavioral Physiology, 30(5), 553-558. https://doi.org/10.1007/bf02462614