Doxycycline is a semi-synthetic tetracycline prepared by hydrogenolysis of oxytetracycline to remove the 6-hydroxy group. Although the synthesis was reported in 1958, it was not released for use until 1967. Doxycycline, together with minocycline, is regarded as a "third generation" tetracycline largely replacing the analogues and pro-drugs produced in the early 1960s for mainstream antibiotic applications. Like all tetracyclines, doxycycline shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal subunits, blocking protein synthesis. Doxycycline has been extensively cited in the literature with over 10,000 references.
Doxycycline is soluble in ethanol, methanol, DMF and DMSO.
CAS Number
17086-28-1
Molecular Formula
C22H24N2O8 · H2O
Molecular Weight
462.46
Mechanism of Action
Doxycycline blocks protein synthesis by binding to the 30S and 50S ribosomal subunits.