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latanoprost

Structure via PubChem · Public domain (PubChem)

EntityQ634959· pop 28· linked from 292 articles

latanoprost

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Also known as PHXA-41, XA-41, Xalatan®, propan-2-yl (5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoate, PhXA 41, Xalatan, isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((3R)-3-hydroxy-5-phenylpentyl)cyclopentyl)-5-heptenoate, Isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((3R)-3-hydroxy-5-phenylpentyl)cyclopentyl)-5-heptenoate

Latanoprost, sold under the brand name Xalatan among others, is a medication used to treat increased pressure inside the eye (intraocular pressure). This includes ocular hypertension and open-angle glaucoma. Latanaprost is applied as eye drops to the eyes. Onset of effects is usually within four hours, and they last for up to a day.

Key facts

Drug.C
26
Drug.H
40
Drug.O
5
Drug.Watchedfields
changed
Drug.verifiedrevid
462089312
Drug.image
Latanoprost.svg
Drug.image_class
skin-invert-image
Drug.image2
Latanoprost-3D-balls.png
Drug.image_class2
bg-transparent
Drug.tradename
Xalatan, others
Drug.MedlinePlus
a697003
Drug.DailyMedID
Latanoprost
Drug.pregnancy_AU
B3
Drug.routes_of_administration
Topical eye drop
Drug.ATC_prefix
S01
Drug.ATC_suffix
EE01
Drug.ATC_supplemental
,
Drug.legal_AU
S4

via Wikipedia infobox

Chemical data

Formula
C26H40O5
Molecular weight
432.6 g/mol
IUPAC name
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate
SMILES
CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1CC[C@H](CCC2=CC=CC=C2)O)O)O
InChIKey
GGXICVAJURFBLW-CEYXHVGTSA-N
XLogP
4.3
Polar surface area
87 Ų
H-bond donors
3
H-bond acceptors
5
Formal charge
0

via PubChem

Research

2,387 papers

via PubMed

~7 min read

Encyclopedic overview

19 sections
Contents
  • Medical uses
  • Open-angle glaucoma
  • Closed-angle glaucoma
  • Adverse effects
  • Pregnancy
  • Interactions
  • Pharmacology
  • Mechanism of action
  • Pharmacokinetics
  • Chemistry
  • Stability
  • Society and culture
  • Legal status
  • Brand names
  • Cosmetic use
  • Research
  • Hair loss
  • See also
  • References

Latanoprost, sold under the brand name Xalatan among others, is a medication used to treat increased pressure inside the eye (intraocular pressure). This includes ocular hypertension and open-angle glaucoma. Latanaprost is applied as eye drops to the eyes. Onset of effects is usually within four hours, and they last for up to a day.

Common side effects include blurry vision, redness of the eye, itchiness, and darkening of the iris. Latanoprost is in the prostaglandin analogue family of medications. It works by increasing the outflow of aqueous fluid from the eyes through the uveoscleral tract.

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

Gallery (4)