Alkyl diphenylacetyl, 9H-xanthene- and 9H-thioxanthene-carbonyl carbamates as positive allosteric modulators of mGlu1 receptors

Farmaco

Volumn 57, Issue 12, 2002, Pages 989-992

  Wichmann, Jürgen ^a   Bleicher, Konrad ^a   Vieira, Eric ^a   Woltering, Thomas ^a   Knoflach, Frédéric ^a   Mutel, Vincent ^a  

^a F HOFFMANN LA ROCHE LTD   (Switzerland)

Author keywords

Carbamates; Metabotropic glutamate receptors; Positive allosteric modulators

Indexed keywords

CARBAMIC ACID DERIVATIVE; METABOTROPIC RECEPTOR; RECEPTOR SUBTYPE; METABOTROPIC GLUTAMATE RECEPTOR TYPE 1; RECOMBINANT PROTEIN; THIOXANTHENE DERIVATIVE; XANTHENE DERIVATIVE;

ALLOSTERISM; ANIMAL CELL; ARTICLE; CELL LINE; CHO CELL; CONTROLLED STUDY; DRUG EFFECT; DRUG EFFICACY; DRUG POTENCY; DRUG POTENTIATION; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTROPHYSIOLOGY; HUMAN; HUMAN CELL; NONHUMAN; ANIMAL; CHEMISTRY; HAMSTER; METABOLISM; PHYSIOLOGY; RAT;

ALLOSTERIC REGULATION; ANIMALS; CELL LINE; CHO CELLS; CRICETINAE; ELECTROPHYSIOLOGY; RATS; RECEPTORS, METABOTROPIC GLUTAMATE; RECOMBINANT PROTEINS; THIOXANTHENES; XANTHENES;

EID: 0036902777     PISSN: 0014827X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-827X(02)01283-1     Document Type: Article

References (20)

1. Monaghan D.T., Bridges R.J., Cotman C.W. The excitatory amino acid receptors: their classes, pharmacology, and distinct properties in the function of the central nervous system. Ann. Rev. Pharmacol. Toxicol. 29:1989;365-402.
2. Watkins J.C., Krogsgaard-Laarsen P., Honore T. Structure-activity relationships in the development of excitatory amino acid receptor agonists and competitive antagonists. Trends Pharmacol. Sci. 11:1990;25-33.
3. Sladeczeck F., Pin J.P., Recasens M., Bockaert J., Weiss S. Glutamate stimulates inositol phosphate formation in striatal neurons. Nature (London). 317:1985;717-719.
4. Nicoletti F., Meek J.L., Iadarola M.J., Chuang D.M., Roth B.L., Costa E. Coupling of inositol phospholipid metabolism with excitatory amino acid recognition sites in rat hippocampus. J. Neurochem. 46:1986;40-46.
5. Nakanishi S. Molecular diversity of glutamate receptors and implications for brain function. Science (Washington, DC). 258:1992;597-603.
6. Conn P.J., Pin J.P. Pharmacology and functions of metabotropic glutamate receptors. Ann. Rev. Pharmacol. Toxicol. 37:1997;205-237.
7. Pelliciari R., Constantino G. Metabotropic G-protein-coupled glutamate receptors as therapeutic targets. Curr. Opin. Chem. Biol. 3:1999;433-440.
8. Copani A., Casabona G., Bruno V., Caruso A., Condorelli D.F., Messina A., Gerevini V.D., Pin J.P., Kuhn R., Knopfel T., Nicoletti F. The metabotropic glutamate receptor mGlu5 controls the onset of developmental apoptosis in cultured cerebellar neurons. Eur. J. Neurosci. 10:1998;2173-2184.
9. Bordi F., Ugolini A. Group I metabotropic glutamate receptors: implications for brain diseases. Progress Neurobiol. (Oxford). 59:1999;55-79.
10. Gasparini F., Lingenhöhl K., Stoehr N., Flor P.J., Heinrich M., Vranesic I., Biollaz M., Allgeier H., Heckendorn R., Urwyler S., Varney M.A., Johnson E.C., Hess S.D., Rao S.P., Sacaan A.I., Santori E.M., Veliçelebi G., Kuhn R. 2-Methyl-6-(phenylethynyl)-pyridine (MPEP), a potent, selective and systemically active mGlu5 receptor antagonist. Neuropharmacology. 38:1999;1493-1503.
11. Wichmann J., Adam G., Kolczewski S., Mutel V., Woltering T. Structure-activity relationships of substituted 5H-thiazolo[3,2-a]pyrimidines as group 2 metabotropic glutamate receptor antagonists. Bioorg. Med. Chem. Lett. 9:1999;1573-1576.
12. Kolczewski S., Adam G., Stadler H., Mutel V., Wichmann J., Woltering T. Synthesis of heterocyclic enol ethers and their use as group 2 metabotropic glutamate receptor antagonists. Bioorg. Med. Chem. Lett. 9:1999;2173-2176.
13. Knoflach F., Mutel V., Jolidon S., Kew J.N.C., Malherbe P., Vieira E., Wichmann J., Kemp J.A. Positive allosteric modulators of metabotropic glutamate 1 receptor: characterization, mechanism of action, and binding site. Proc. Natl. Acad. Sci. USA. 98:2001;13402-13407.
14. K. Bleicher, V. Mutel, E. Vieira, J. Wichmann, T.J. Woltering, Carbamic acid derivatives and their use as metabotropic glutamate receptor ligands, Int. Pat. Appl., WO2000/63166-A1.
15. Grynkiewicz G., Poenie M., Tsien R.Y. A new generation of calcium indicators with greatly improved fluorescence properties. J. Biol. Chem. 260:1985;3440-3450.
16. Christopoulus A., Lanzafame A., Mitchelson F. Allosteric interactions at muscarinic cholinoceptors. Clin. Exp. Pharmacol. Physiol. 25:1998;185-194.
17. Musser B., Mudumbi R.V., Ramagopal V., Liu J., Olson R.D., Vestal R.E. Adenosine A1 receptor-dependent and -independent effects of the allosteric enhancer PD 81,723. J. Pharmacol. Exp. Ther. 288:1999;446-454.
18. Grimaldi B., Bonnin A., Fillion M.P., Prudhomme N., Fillion G. 5-Hydroxytryptamine-moduline: a novel endogenous peptide involved in the control of anxiety. Neuroscience. 93:1999;1223-1225.
19. Hammerland L.G., Garrett J.E., Hung B.C.P., Levinthal C., Nemeth E.F. Allosteric activation of the Ca2+ receptor expressed in xenopus laevis oocytes by NPS 467 or NPS 568. Mol. Pharmacol. 53:1998;1083-1088.
20. Conigrave A.D., Quinn S.J., Brown E.M. L-Amino acid sensing by the extracellular Ca2+-sensing receptor. Proc. Natl. Acad. Sci. USA. 97:2000;4814-4819.