SYNTHESIS OF 9-AMINO-6,7-BENZOMORPHAN AS A POTENTIAL ANALGESIC
SYNTHESIS OF 9-AMINO-6,7-BENZOMORPHAN AS A POTENTIAL ANALGESIC
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Date
1987-11
Authors
TOR-ANYIIN, TERRUMUN AMOM
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Abstract
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
Description
A THESIS SUBMITTED TO THE POSTGRADUATE
SCHOOL, AHMADU BELLO UNIVERSITY, IN PARTIAL
FULFILLMENT OF THE REQUIREMENTS FOR THE DEGREE
OF MASTER OF SCIENCE IN PHARMACEUTICAL CHEMISTRY
DEPARTMENT OF PHARMACEUTICAL AND MEDICINAL CHEMISTRY
FACULTY OF PHARMACEUTICAL SCIENCES
AHMADU BELLO UNIVERSITY
ZARIA, NIGERIA
NOVEMBER, 1987
Keywords
SYNTHESIS,, 9-AMINO-6,7,, -BENZOMORPHAN,, POTENTIAL,, ANALGESIC