Travoprost

Travoprost, sold under the brand name Travatan among others, is a medication used to treat high pressure inside the eye including glaucoma. Specifically it is used for open angle glaucoma when other agents are not sufficient. It is used as an eye drop. Effects generally occur within two hours.

Travoprost
Clinical data
Trade namesTravatan, Izba, others
AHFS/Drugs.comMonograph
MedlinePlusa602027
License data
Pregnancy
category
  • AU: B3
Routes of
administration
Topical eye drops
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
  • EU: Rx-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
MetabolismActivation by ester hydrolysis, deactivation by beta oxidation, OH-oxidation, double bond reduction
Onset of action2 hours
Elimination half-life1.5 hours (in aqueous fluid)
45 minutes (terminal)
Duration of action≥ 24 hours
ExcretionMainly via kidney
Identifiers
  • Propan-2-yl 7-[3,5-dihydroxy-2-[3-hydroxy-4-[3-(trifluoromethyl)
    phenoxy]-but-1-enyl]-cyclopentyl]hept-5-enoate
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.207.141
Chemical and physical data
FormulaC26H35F3O6
Molar mass500.555 g·mol−1
3D model (JSmol)
  • FC(F)(F)c2cc(OC[C@H](O)/C=C/[C@@H]1[C@H]([C@@H](O)C[C@H]1O)C\C=C/CCCC(=O)OC(C)C)ccc2
  • InChI=1S/C26H35F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,19,21-24,30-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21-,22-,23+,24-/m1/s1 Y
  • Key:MKPLKVHSHYCHOC-AHTXBMBWSA-N Y
 NY (what is this?)  (verify)

Common side effects include red eyes, blurry vision, eye pain, dry eyes, and change in color of the eyes. Other significant side effects may include cataracts. Use during pregnancy or breastfeeding is generally not recommended. It is a prostaglandin analog and works by increasing the outflow of aqueous fluid from the eyes.

Travoprost was approved for medical use in the United States and in the European Union in 2001. It is available as a generic medication in the United Kingdom. In 2020, it was the 304th most commonly prescribed medication in the United States, with more than 1 million prescriptions.

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