Phenol-benzoxazolone bioisosteres of GluN2B-NMDA receptor antagonists: Unexpected rearrangement during reductive alkylation with phenylcyclohexanone.

Markus, Alexander; Schreiber, Julian A; Goerges, Gunnar; Frehland, Bastian; Schepmann, Dirk; Daniliuc, Constantin; Fröhlich, Roland; Seebohm, Guiscard; Wünsch, Bernhard

Markus, Alexander; Schreiber, Julian A; Goerges, Gunnar; Frehland, Bastian; Schepmann, Dirk; Daniliuc, Constantin; Fröhlich, Roland; Seebohm, Guiscard; Wünsch, Bernhard.

Afiliação

Markus A; Westfälische Wilhelms-Universität Münster, Institut für Pharmazeutische und Medizinische Chemie, Münster, Germany.
Schreiber JA; Westfälische Wilhelms-Universität Münster, Institut für Pharmazeutische und Medizinische Chemie, Münster, Germany.
Goerges G; University Hospital Münster, Department of Cardiovascular Medicine, Cellular Electrophysiology and Molecular Biology, Institute for Genetics of Heart Diseases (IfGH), Münster, Germany.
Frehland B; University Hospital Münster, Department of Cardiovascular Medicine, Cellular Electrophysiology and Molecular Biology, Institute for Genetics of Heart Diseases (IfGH), Münster, Germany.
Schepmann D; Westfälische Wilhelms-Universität Münster, Institut für Pharmazeutische und Medizinische Chemie, Münster, Germany.
Daniliuc C; Westfälische Wilhelms-Universität Münster, Institut für Pharmazeutische und Medizinische Chemie, Münster, Germany.
Fröhlich R; Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut, Münster, 48149, Germany.
Seebohm G; Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut, Münster, 48149, Germany.
Wünsch B; University Hospital Münster, Department of Cardiovascular Medicine, Cellular Electrophysiology and Molecular Biology, Institute for Genetics of Heart Diseases (IfGH), Münster, Germany.

Arch Pharm (Weinheim) ; 355(11): e2200225, 2022 Nov.

Article em En | MEDLINE | ID: mdl-35908158

Assuntos

Fenol; Receptores de N-Metil-D-Aspartato; Humanos; Estrutura Molecular; Receptores de N-Metil-D-Aspartato/metabolismo; Relação Estrutura-Atividade; Oxazolona; Benzazepinas/química; Benzazepinas/farmacologia; Alquilação; Fenóis; Aberrações Cromossômicas

Palavras-chave

GluN2B subunit- containing NMDA receptor; X-ray crystal structure; benzoxazolone bioisosteres; negative allosteric modulators; rearrangement

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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Receptores de N-Metil-D-Aspartato / Fenol Tipo de estudo: Guideline Limite: Humans Idioma: En Ano de publicação: 2022 Tipo de documento: Article

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