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travoprost

Structure via PubChem · Public domain (PubChem)

EntityQ2193376· pop 18· linked from 276 articles

travoprost

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Also known as AL-6221, Travatan®, isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-{(1E,3R)-3-hydroxy-4-[(alpha,alpha,alpha-trifluoro-m-tolyl)oxy]-1-butenyl}cyclopentyl)-5-heptenoate, Travoprostum, Isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-{(1e,3R)-3-hydroxy-4-[(alpha,alpha,alpha-trifluoro-m-tolyl)oxy]-1-butenyl}cyclopentyl)-5-heptenoate

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.

Chemical data

Formula
C26H35F3O6
Molecular weight
500.5 g/mol
IUPAC name
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoate
SMILES
CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/[C@H](COC2=CC=CC(=C2)C(F)(F)F)O)O)O
InChIKey
MKPLKVHSHYCHOC-AHTXBMBWSA-N
XLogP
4.1
Polar surface area
96.2 Ų
H-bond donors
3
H-bond acceptors
9
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2001
Admin. routes
topical
Indications
open-angle glaucoma, ocular hypertension, exfoliation syndrome, glaucoma

via ChEMBL · EBI

Wikidata facts

Subclass of
prostaglandins
Mass
500.238573
Has use
medication
Show 6 more facts
chemical formula
C₂₆H₃₅F₃O₆
isomeric SMILES
CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/[C@H](COC2=CC=CC(=C2)C(F)(F)F)O)O)O
canonical SMILES
CC(C)OC(=O)CCCC=CCC1C(CC(C1C=CC(COC2=CC=CC(=C2)C(F)(F)F)O)O)O
World Health Organisation international non-proprietary name
travoprost
subject has role
antihypertensive drug
Commons category
Travoprost
Sources (7)

via Wikidata · CC0

~4 min read

Encyclopedic overview

6 sections
Contents
  • Medical uses
  • Side effects
  • Pharmacology
  • Mechanism of action
  • Pharmacokinetics
  • References

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.

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.

Excerpted from Wikipedia’s “travoprost” article, available under the CC BY-SA 4.0 licence.

Gallery (3)