Travoprost

Travoprost

Systematic (IUPAC) name
propan-2-yl 7-[3,5-dihydroxy-2-[3-hydroxy-4-[3-(trifluoromethyl) phenoxy]-but-1-enyl]-cyclopentyl]hept-5-enoate
Clinical data
Trade names	Travatan
AHFS/Drugs.com	monograph
MedlinePlus	a602027
Pregnancy cat.	C US
Legal status	Rx only (US)
Routes	Topical (eye drops)
Identifiers
CAS number	157283-68-6^Y
ATC code	S01EE04
PubChem	CID 5282226
DrugBank	APRD01271
ChemSpider	4445407^Y
UNII	WJ68R08KX9^Y
KEGG	D01964^N
ChEBI	CHEBI:746859^N
ChEMBL	CHEMBL1200799^N
Chemical data
Formula	C₂₆H₃₅F₃O₆
Mol. mass	500.548 g/mol
SMILES	eMolecules & PubChem
InChI 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
N(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_2α)^[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, and Travo-Z, manufactured by Micro Labs.

Side effects

Possible side effects of this medication are:

May cause blurred vision
May cause eyelid redness
May permanently darken eyelashes
May cause eye discomfort
May eventually cause permanent darkening of the iris to brown (heterochromia)
May cause a temporary burning sensation during use
May cause thickening of the eyelashes
May cause inflammation of the prostate gland, restricting urine flow (BPH)

References

^ Alcon Laboratories, Inc. (September 2011). "TRAVATAN - travoprost solution". DailyMed. Bethesda, MD: U.S. National Library of Medicine. http://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=338e7ff4-0d91-4208-a45d-bfa2be52334d. Retrieved 2011-09-30.
^ Alcon Laboratories, Inc. (September 2011). "TRAVATAN Z (travoprost) solution". DailyMed. Bethesda, MD: U.S. National Library of Medicine. http://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=5549684b-1724-45ca-b67b-590c62b7c149. Retrieved 2011-09-30.
^ AHFS Consumer Medication Information (2011-01-01). "Travoprost Ophthalmic". MedlinePlus. Bethesda, MD: U.S. National Library of Medicine. http://www.nlm.nih.gov/medlineplus/druginfo/meds/a602027.html. Retrieved 2011-09-30.

Ophthalmologicals: antiglaucoma preparations and miotics (S01E)

Sympathomimetics

Apraclonidine • Brimonidine • Clonidine • Dipivefrine • Epinephrine

Parasympathomimetics

muscarinic	Aceclidine • Pilocarpine

muscarinic/nicotinic	Acetylcholine • Carbachol

Acetylcholinesterase inhibitors	Demecarium • Ecothiopate • Stigmine (Fluostigmine, Neostigmine, Physostigmine) • Paraoxon

Carbonic anhydrase inhibitors/
(sulfonamides)

Acetazolamide • Brinzolamide • Diclofenamide • Dorzolamide • Methazolamide

Beta blocking agents

Befunolol • Betaxolol • Carteolol • Levobunolol • Metipranolol • Timolol • Mepindolol

Prostaglandin analogues (F_2α)

Bimatoprost • Latanoprost • Tafluprost • Travoprost • Unoprostone

Other agents

Dapiprazole • Guanethidine

M: EYE

anat(g/a/p)/phys/devp/prot

noco/cong/tumr, epon

proc, drug(S1A/1E/1F/1L)

Autacoids, unsaturated fatty acids: Eicosanoids

Precursor

Arachidonic acid

Prostanoids

Prostaglandins (PG) and
analogues

Precursor

H₂

Active

D/J	D₂

E/F	E₂ (Dinoprostone): Enprostil · Sulprostone E₁ (Alprostadil): Misoprostol · Gemeprost F_2α (Dinoprost): Bimatoprost · Carboprost · Latanoprost · Tafluprost · Travoprost · Unoprostone

I	I₂ (Prostacyclin/Epoprostenol): Beraprost · Iloprost · Treprostinil

Thromboxanes (TX)

A₂ · B₂

Leukotrienes (LT)

Precursor	Arachidonic acid 5-hydroperoxide

Initial	A₄ · B₄

SRS-A	C₄ · D₄ · E₄

Nonclassic

Lipoxins (A₄, B₄) · Virodhamine

By function

bronchoconstriction (PGF_2α, TXA₂, LTC₄, LTD₄, LTE₄)

vasoconstriction (PGF_2α, TXA₂, TXB₂) · vasodilation (PGE₂, PGI₂, LTC₄, LTD₄, LTE₄)

platelets: induce (TXA₂) inhibit (PGD₂, PGI₂) · leukocytes: induce (TXA₂, LTB₄) inhibit (PGD₂, PGE₂)

fever stimulation: (PGE₂)

labor stimulation: (PGE₂ (Dinoprostone), PGF_2α (Dinoprost))

M: MET

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/i