Synthesis Of 9-amino-67-benzomorphan As A Potential Analgesic

6,7-Benzomorphans have been reported to show pronounce n a r c o t i c analgesic activities. In proceeding years several compounds comprising 6,7-benzomorphan nucleus have been synthesized. Previous works were c e n t r e d mainly on structure- activity relationship to the effective of oxygen, hydroxide, alkyd or aryl s u b s t i t u e n t s on various p o s i t i o n s of the molecule and v a r i a t i o n of N - s u b s t i t u e n t s . The present work is concerned with t h e synthesis of 6,7-benzomorphan having an amino group at C-9 of the molecule. The s y n t h e s i s of the t i t l e compound involved bromination and rearrangement of h e t e r o c y c l i c enamines, followed by aqueous basic hydrolysis to give 9-oxobenzomorphan. Conversion of 9-oxo compound to the oxime followed by c a t a l y t i c reduction afforded the desired 9o(-amino-6,7-benzomorphan. Its pharmacology demonstrated a dose-dependent i n h i b i t i o n analgesia. The product obtained as well as the intermediates have been analyzed and c h a r a c t e r i z e d on the basis of thier spectrial and chemical properties

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