DOXYCYCLINE
DOXYCYCLINE
Brand Names: Doxitard; Liviatin;
Vibramycin; Vibravenos; GS3065.
Doxycycline,
m.p. 201° (decomp.), was first obtained by a chemical
transformation of
oxytetracycline but it is now synthesized by catalytic reduction of
methacycline or by reduction of a benzyl mercaptain derivative with Raney
nickel catalyst. In the 6-α-methyl epimer, the orientation of 6-methyl group is
different from that in the tetracyclines. The 6a-methylepimer is three times
more active than its 6α-epimer. The absence of the 6-hydroxyl group produces a
compound that is highly stable to acids and bases and that has long biologic
half-life. It is also very well absorbed from the gastrointestinal tract, thus
allowing a smaller dose to be administered.
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