Abstract:
The azoaryl pyrazoles and azoaryl pyrazole-5-one derivatives have been
known as effective and being used as drug for many diseases, such as,
antipyretic, antineuralgic, antitrichanella, antianthelmintic, antituber-
culostatic, antidiabetics, and other nervous system affecting activities.
The chemistry of pyrazole compounds including their preparations,
reactions, properties, together with a review of their most important
biological activities were dealt with in chapter one.
Twelve final compounds were prepared in this work, together with
their corresponding intermediates, within three steps.
The first step was a one in which diazonium ion was formed from
six primary aromatic amines. In the second step a coupling reaction has
occurred between the diazonium ions with two active methylene
compounds, acetylacetone and ethylacetoacetate in the presence of
sodium acetate. The prepared intermediate diazoaryl diketo compounds
include azoaryl pyrazole and azoaryl pyrazole-5-one derivatives.
The third step was the enclosure of the ring in the above
intermediate compounds by means of condensation reaction with the
hydrazine derivative, isonizid (INH), in the presence of acetic acid to give
the final compounds. The reaction course was followed with Thin Layer
Chromatography (TLC). The identity of products was determined through
UV., IR., 1HNMR and MS.
The retrosynthetic analysis of the compounds was discussed in
chapter three together with suitable mechanism of each different
reactions. The spectral data were interpretated and discussed in the same
chapter.
The prepared compounds were found to possess good anti gram
positive bacterial activity when tested against four micro-organisms :
staphylococcus aureus, streptococcus pyogen, Eschrichia coli and
proteus.
