Synthesis of heterocyclic enol ethers and their use as group 2 metabotropic glutamate receptor antagonists

S Kolczewski; G Adam; H Stadler; V Mutel; J Wichmann; T Woltering

doi:10.1016/s0960-894x(99)00346-7

Synthesis of heterocyclic enol ethers and their use as group 2 metabotropic glutamate receptor antagonists

Bioorg Med Chem Lett. 1999 Aug 2;9(15):2173-6. doi: 10.1016/s0960-894x(99)00346-7.

Authors

S Kolczewski¹, G Adam, H Stadler, V Mutel, J Wichmann, T Woltering

Affiliation

¹ Pharma Division, Preclinical CNS Research, F. Hoffmann-La Roche Ltd., Basel. [email protected]

PMID: 10465539
DOI: 10.1016/s0960-894x(99)00346-7

Abstract

Heterocyclic enol ethers of type 1 were studied with respect to the inhibition of 1S,3R-ACPD (10 microM)-stimulated GTP gamma35S binding on rat mGluR2 transfected cell membranes. The structure activity relationship with regard to the substitution pattern of the phenyl ring, the oxygen substituent and the nature of the heterocycle is discussed.

MeSH terms

Animals
Brain / drug effects
Brain / metabolism
Cell Membrane / drug effects
Cell Membrane / metabolism
Ethers / chemical synthesis*
Ethers / chemistry
Ethers / pharmacology
Excitatory Amino Acid Antagonists / chemical synthesis*
Excitatory Amino Acid Antagonists / chemistry
Excitatory Amino Acid Antagonists / pharmacology
Guanosine 5'-O-(3-Thiotriphosphate) / metabolism
Rats
Receptors, Metabotropic Glutamate / antagonists & inhibitors*
Structure-Activity Relationship
Sulfur Radioisotopes
Transfection

Substances

Ethers
Excitatory Amino Acid Antagonists
Receptors, Metabotropic Glutamate
Sulfur Radioisotopes
metabotropic glutamate receptor 2
Guanosine 5'-O-(3-Thiotriphosphate)