New Substituted 1,4-Benzoxazine Derivatives with Potential Intracellular Calcium Activity

• DOI: 10.1021/jm970795t
• Publication Date: 2002-07-26T05:23:55Z
• Authors: Anne-Sophie Bourlot; Isabel Sánchez; Georges Dureng; Gérald Guillaumet; Roy Massingham; André Monteil; Eileen Winslow; M. Dolors Pujol; Jean-Yves Mérour
• Keywords: Moiety; Calcium in biology; Phenylephrine; Side chain

Substituted 1,4-benzoxazines bearing an amino side chain at the 2-position were prepared and found to have a moderate activity on intracellular calcium. Of compounds studied it was that those which possess homoveratrylamino moiety exhibited superior potency. The length nature of amine (4-fluorophenylpiperazine, 4-fluorobenzhydryloxyethylamine, N-substituted homoveratrylamine) is discussed. 4-benzyl-3, 4-dihydro-2-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-2H-1, 4-benzoxazine (3c) most potent derivative series with ratio IC50 values against PE (phenylephrine) K+ 2.1. Under these test conditions near 1 indicates potential calcium while greater than 100 action extracellular influx.