Travoprost

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Travoprost
Travoprost structure.svg
Clinical data
Trade names Travatan
AHFS/Drugs.com Monograph
MedlinePlus a602027
Pregnancy
category
  • US: C (Risk not ruled out)
Routes of
administration
Topical (eye drops)
ATC code
Legal status
Legal status
Pharmacokinetic data
Metabolism Activation by ester hydrolysis, deactivation by beta oxidation, OH-oxidation, double bond reduction
Onset of action 2 hours
Biological half-life 1.5 hours (in aqueous fluid)
45 minutes (terminal)
Duration of action ≥ 24 hours
Excretion Mainly via kidney
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard 100.207.141
Chemical and physical data
Formula C26H35F3O6
Molar mass 500.548 g/mol
3D model (Jmol)
 NYesY (what is this?)  (verify)

Travoprost ophthalmic solution is a topical medication used for controlling the progression of glaucoma or ocular hypertension, by reducing intraocular pressure. It is a synthetic prostaglandin analog (or more specifically, an analog of prostaglandin F)[1][2] that works by increasing the outflow of aqueous fluid from the eyes.[3] It is also known by the brand names of Travatan and Travatan Z, manufactured by Alcon.

Side effects[edit]

Possible side effects are:[4]

  • blurred vision
  • eyelid redness
  • permanent darkening of eyelashes
  • eye discomfort
  • permanent darkening of the iris to brown (heterochromia)
  • burning sensation during use
  • thickening of the eyelashes
  • inflammation of the prostate gland, restricting urine flow (BPH)[citation needed]

Research suggests that wiping the eye with an absorbent pad after the administration of eye drops can result in shorter eyelashes and a lesser chance of hyperpigmentation in the eyelid, compared to not wiping off excess fluid.[5]

Pharmacology[edit]

Mechanism of action[edit]

Like other analogs of prostaglandin F such as tafluprost and latanoprost, travoprost is an ester prodrug of the free acid, which acts as an agonist at the prostaglandin F receptor, increasing outflow of aqueous fluid from the eye and thus lowering intraocular pressure.[4]

Pharmacokinetics[edit]

Travoprost is absorbed through the cornea, where it is hydrolysed to the free travoprost acid. Highest concentrations of the acid in the eye are reached one to two hours after application, and its half-life in the aqueous fluid is 1.5 hours. Once it reaches the bloodstream, it is quickly metabolised, so that concentrations in the system do not exceed 25 pg/ml (compared to 20 ng/ml in the eye, which is higher by nearly a factor of 1000).[4]

Metabolites are formed by beta oxidation of the acidic chain (compare Tafluprost#Pharmacokinetics), oxidation of the OH-group in the other side chain, and reduction of the double bond next to this OH-group. Travoprost acid and its metabolites are mainly excreted via the kidney[4] with a terminal half-life of 45 minutes.[6]

One 2.5 ml dropperette of Travatan

References[edit]

  1. ^ Alcon Laboratories, Inc. (September 2011). "Travatan - travoprost solution". DailyMed. Bethesda, MD: U.S. National Library of Medicine. Retrieved 2011-09-30. 
  2. ^ Alcon Laboratories, Inc. (September 2011). "Travatan Z (travoprost) solution". DailyMed. Bethesda, MD: U.S. National Library of Medicine. Retrieved 2011-09-30. 
  3. ^ AHFS Consumer Medication Information (2011-01-01). "Travoprost Ophthalmic". MedlinePlus. Bethesda, MD: U.S. National Library of Medicine. Retrieved 2011-09-30. 
  4. ^ a b c d Haberfeld, H, ed. (2015). Austria-Codex (in German). Vienna: Österreichischer Apothekerverlag. Travatan 40 Mikrogramm/ml Augentropfen. 
  5. ^ Xu L, Wang X, Wu M (2017). "Topical medication instillation techniques for glaucoma". Cochrane Database Syst Rev (2): CD010520. doi:10.1002/14651858.CD010520.pub2. PMID 28218404. 
  6. ^ Drugs.com: Travoprost Monograph.