Kim, Minjoo Kim, Youngjae Seo, Seon Hee Baek, Du-Jong Min, Sun-Joon Keum, Gyochang Choo, Hyunah 2024-01-20T07:04:18Z 2024-01-20T07:04:18Z 2021-09-04 2015-05 0253-2964 https://pubs.kist.re.kr/handle/201004/125521 Metabotropic glutamate receptor subtype 1 (mGluR1) is a potential target for the treatment of neuropathic pain, and there has been much effort to discover mGluR1 antagonists. In this study, a series of N-3-alkyl-thienopyrimidin-4-ones were prepared by introducing various alkyl and aryl groups to the N-3- and 7-positions of the thienopyrimidin-4-one core structure, respectively, and their inhibitory activities against mGluR1 were biologically evaluated. Structure-activity relationship study revealed that the trans-4-methylcyclohexyl, cycloheptyl, and cyclooctyl groups at N-3-position, and 2-fluorophenyl group at 7-position were most effective in potentiating the inhibitory activity of the thienopyrimidin-4-one derivatives against mGluR1. Among the synthesized compounds, 3-cyclooctyl-7-phenylthienopyrimidin-4-one and 3-cycloheptyl-7-(2-fluorophenyl)thienopyrimidin-4-one exhibited the most potent inhibitory activities with IC50 values of 115 and 107 nM, respectively. English WILEY-V C H VERLAG GMBH METABOTROPIC GLUTAMATE RECEPTORS PROTEIN-COUPLED RECEPTORS RAT-BRAIN GROUP-I PAIN PHARMACOLOGY EXPRESSION KNOCKDOWN BEHAVIOR DISEASE Synthesis and Biological Evaluation of N-3-Alkyl-Thienopyrimidin-4-Ones as mGluR1 Antagonists Article 10.1002/bkcs.10283 1 BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.36, no.5, pp.1439 - 1451 BULLETIN OF THE KOREAN CHEMICAL SOCIETY 36 5 1439 1451 scie scopus kci ART001990594 000354133600023 2-s2.0-84936767267 Chemistry, Multidisciplinary Chemistry Article METABOTROPIC GLUTAMATE RECEPTORS PROTEIN-COUPLED RECEPTORS RAT-BRAIN GROUP-I PAIN PHARMACOLOGY EXPRESSION KNOCKDOWN BEHAVIOR DISEASE mGluR1 Antagonist N-3-Alkyl-thienopyrimidin-4-one CNS disease Neuropathic pain Glutamate