ChemInform Abstract: Preparation and Anticonvulsant Activity of a Series of Functionalized . alpha.-Heteroatom-Substituted Amino Acids

Autor:	David W. Robertson, J. D. Leander, Harold Kohn, P. Legall, Kailash N. Sawhney
Rok vydání:	2010
Předmět:	Phenytoin chemistry.chemical_classification Chemistry Stereochemistry medicine.medical_treatment Heteroatom chemistry.chemical_element Alpha (ethology) General Medicine Oxygen Sulfur Amino acid chemistry.chemical_compound Anticonvulsant medicine Acetamide medicine.drug
Zdroj:	ChemInform. 22
ISSN:	0931-7597
Popis:	Potent anticonvulsant activity has been reported for (R,S)-2-acetamido-N-benzyl-2-methylacetamide (2a). Select alpha-heteroatom substituted derivatives of 2a have been prepared (26 examples) in which the alpha-methyl group has been replaced by nitrogen (3a-q), oxygen (3r-u), and sulfur (3v-z) containing moieties. The functionalized amino acid derivatives were evaluated in the maximal electroshock seizure (MES) and horizontal screen (tox) tests in mice. The most active compounds were (R,S)-2-acetamido-N-benzyl-2-(methoxyamino)acetamide (31), and (R,S)-2-acetamido-N-benzyl-2-(methoxymethylamino)acetamide (3n). After ip administration, the MES ED50 values for 31 (6.2 mg/kg) and 3n (6.7 mg/kg) compared favorably with phenytoin (9.50 mg/kg).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5735a4190c0f88cc708b8cb0f5e3bc7d https://doi.org/10.1002/chin.199152144 Zobrazit plný text záznamu Plný text