Medical use
- Treatment of Lyme disease
- Treatment of chronic prostatitis
- Treatment of sinusitis
- Treatment of pelvic inflammatory disease
- Treatment of rickettsial infections

Antibacterial
- Effective against Moraxella catarrhalis
- Effective against Brucella melitensis
- Effective against Chlamydia pneumoniae
- Effective against Mycoplasma pneumoniae
- Some strains of Pseudomonas aeruginosa have developed resistance

Antimalarial
- Active against erythrocytic stages of Plasmodium falciparum
- Not active against gametocytes
- Used in the treatment of malaria
- Can be used as prophylaxis against malaria
- Targeting a plastid organelle, the apicoplast

Side effects
- Diarrhea
- Nausea
- Vomiting
- Abdominal pain
- Increased risk of sunburn

Commercial use and availability
- Patented in 1957
- Came into commercial use in 1967
- Included in the World Health Organization's List of Essential Medicines
- Available as a generic medicine
- 79th most commonly prescribed medication in the United States in 2020 with over 9 million prescriptions

Merriam-Webster Online Dictionary
doxycycline (noun)
a broad-spectrum tetracycline antibiotic CHNO with potent antibacterial activity that is often taken by travelers to prevent diarrhea - 22 24 2 8
Doxycycline (Wikipedia)

Doxycycline is a broad-spectrum antibiotic of the tetracycline class used in the treatment of infections caused by bacteria and certain parasites. It is used to treat bacterial pneumonia, acne, chlamydia infections, Lyme disease, cholera, typhus, and syphilis. It is also used to prevent malaria. Doxycycline may be taken by mouth or by injection into a vein.

Doxycycline
Clinical data
Pronunciation/ˌdɒksɪˈskln/
DOKS-iss-EYE-kleen
Trade namesDoxy, Doryx, Vibramycin, others
AHFS/Drugs.comMonograph
MedlinePlusa682063
License data
Pregnancy
category
  • AU: D
Routes of
administration
By mouth, intravenous
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability~100%
Protein binding80–90%
MetabolismNegligible
Elimination half-life10–22 hours
ExcretionMainly feces, 40% urine
Identifiers
  • (4S,4aR,5S,5aR,6R,12aS)-4-(Dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.008.429 Edit this at Wikidata
Chemical and physical data
FormulaC22H24N2O8
Molar mass444.440 g·mol−1
3D model (JSmol)
  • CN(C)[C@@H]3C(\O)=C(\C(N)=O)C(=O)[C@@]4(O)C(/O)=C2/C(=O)c1c(cccc1O)[C@H](C)[C@H]2[C@H](O)[C@@H]34
  • InChI=1S/C22H24N2O8.H2O/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);1H2/t7-,10+,14+,15-,17-,22-;/m0./s1 checkY
  • Key:XQTWDDCIUJNLTR-CVHRZJFOSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Common side effects include diarrhea, nausea, vomiting, abdominal pain, and an increased risk of sunburn. Use during pregnancy is not recommended. Like other agents of the tetracycline class, it either slows or kills bacteria by inhibiting protein production. It kills malaria by targeting a plastid organelle, the apicoplast.

Doxycycline was patented in 1957 and came into commercial use in 1967. It is on the World Health Organization's List of Essential Medicines. Doxycycline is available as a generic medicine. In 2020, it was the 79th most commonly prescribed medication in the United States, with more than 9 million prescriptions.

Doxycycline (Wiktionary)

English

Etymology

Blend of d(e)oxy- +‎ oxy(tetra)cycline.

Pronunciation

Noun

doxycycline (uncountable)

  1. (pharmacology) A broad-spectrum
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