Travoprost

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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	DB00287
ChemSpider	4445407^Y
UNII	WJ68R08KX9^Y
KEGG	D01964^Y
ChEBI	CHEBI:746859^Y
ChEMBL	CHEMBL1200799^N
Chemical data
Formula	C₂₆H₃₅F₃O₆
Mol. mass	500.548 g/mol
SMILES 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 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)

One 2.5 ml dropperette of Alcon Travatan

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. Retrieved 2011-09-30.
↑ Alcon Laboratories, Inc. (September 2011). "TRAVATAN Z (travoprost) solution". DailyMed. Bethesda, MD: U.S. National Library of Medicine. Retrieved 2011-09-30.
↑ AHFS Consumer Medication Information (2011-01-01). "Travoprost Ophthalmic". MedlinePlus. Bethesda, MD: U.S. National Library of Medicine. Retrieved 2011-09-30.

Ophthalmologicals: antiglaucoma preparations and miotics (S01E)

Sympathomimetics

Parasympathomimetics

muscarinic	Aceclidine Pilocarpine

muscarinic/nicotinic	Acetylcholine Carbachol

Acetylcholinesterase inhibitors	Demecarium Ecothiopate Stigmine (Fluostigmine Neostigmine Physostigmine) Paraoxon

Carbonic anhydrase inhibitors/
(sulfonamides)

Beta blocking agents

Prostaglandin analogues (F_2α)

Other agents

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
- PGD₂
- 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: carbohydrates
- alcohols
- glycoproteins
- glycosides
lipids
- eicosanoids
- fatty acids / intermediates
- phospholipids
- sphingolipids
- steroids
nucleic acids
- constituents / intermediates
proteins
- Amino acids / intermediates
tetrapyrroles / intermediates

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