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1-Aminocyclopropane-1-carboxylic acid derivatives: a new, general synthesis and NMDA receptor complex binding
G Spadoni1, C Balsamini, A Bedini
1Istituto di Chimica Farmaceutica, Università Degli Studi, Urbino, Italia.
Farmaco (Societa Chimica Italiana : 1989)
|December 1, 1993
Abstract:
A new synthesis of 1-aminocyclopropane-1-carboxylic acid and of its (E)- and (Z)-2-substituted analogues (R = CH3;i-Pr;C6H5) has been performed by means of the "diazo-addition" method, starting from N-(diphenylmethylene)-2,3-dehydro-1-amino-1-carboxylate precursors. The (E)- and (Z)-2-phenyl and the (Z)-2-methylcyclopropaneamino acids have been obtained with high diastereospecificity. All the cyclopropaneamino acids prepared were tested for their affinity for some glutamate receptors and resulted inactive, with the exception of compounds (E)-1b and (Z)-1c which showed a shallow displacement of [3H]-glycine binding.