To return to coal-tar pharmaceutical preparations. At the present time
seven distinct derivatives of quinoline, all formed by pyridising the
amido-group in aniline, amido-phenols, &c., are known in medicine under
such names as kairine, kairoline, thalline, and thermifugine. The mode of
preparation of these compounds cannot be entered into here, Kairine, the
first of the artificial alkaloids, is a derivative of hydroxy-quinoline,
which was discovered in 1881 by Otto Fischer. All these quinoline
derivatives have the property of lowering the temperature of the body in
certain kinds of fevers, and may therefore be considered as the first
artificial products coming into competition with the natural alkaloid,
quinine. There is reason for believing that the latter alkaloid, the most
valuable of all febrifuges, is related to the quinoline bases, so that if
its synthesis is accomplished--as may certainly be anticipated--we shall
have to look to coal-tar as a source of the raw materials.
Another valuable artificial alkaloid, discovered in 1883 by Ludwig Knorr,
claims aniline as a point of departure. When aniline and analogous bases
are diazotised, and the diazo-salts reduced in the cold with a very gentle
reducing agent, such as stannous chloride, there are formed certain basic
compounds, containing one atom of nitrogen and one atom of hydrogen more
than the original base. These bases were discovered in 1876 by Emil
Fischer, and they are known as hydrazines, the particular compound thus
obtained from aniline being phenylhydrazine. By the action of this base on
a certain compound ether derived from acetic acid, which is known as
aceto-acetic ether, there is formed a product termed "pyrazole," and this
on methylation gives the alkaloid in question, which is now well known in
pharmacy under the name of "antipyrine."
Public-domain text, read in full here on John Shaqi.
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