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Key Documents

L1167

Sigma-Aldrich

Latanoprost

≥98% (HPLC)

Synonyme(s) :

Isopropyl (5Z,9α,11α,15R)-9,11,15-trihydroxy-17-phényl-18,19,20-trinor-prost-5-én-1-oate, Isopropyl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phénylpentyl]cyclopentyl]hept-5-énoate, Xalatan

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About This Item

Formule empirique (notation de Hill):
C26H40O5
Numéro CAS:
Poids moléculaire :
432.59
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

oil

Couleur

colorless to yellow

Solubilité

DMSO: freely soluble
methanol: soluble

Auteur

Johnson & Johnson

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCc2ccccc2

InChI

1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22+,23+,24-,25+/m0/s1

Clé InChI

GGXICVAJURFBLW-CEYXHVGTSA-N

Informations sur le gène

human ... PTGFR(5737)

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Application

Latanoprost has been used:
  • in the preparation of thermo-sensitive hydrogel consisting of curcumin-loaded nanoparticles (CUR-NPs) to determine its therapeutic effects on human trabecular meshwork (TM) cells under oxidative stress.
  • as an ester pro-drug to study its effects on the murine ocular surface in mice.
  • in the preparation of thermo-sensitive hydrogel to study its effects on controlling ocular hypertension.

Actions biochimiques/physiologiques

Latanoprost is a potent, selective prostaglandin F2α analog receptor agonist. It is hydrolyzed by esterases into its biologically active form latanoprost acid in the cornea. Latanoprostplays a role in reducing the intraocular pressure (IOP) due to which it has therapeutic effects in treating glaucoma.

Caractéristiques et avantages

This compound is featured on the Prostanoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictogrammes

Health hazard

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Repr. 2

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Latanoprost could exacerbate the progression of presbyopia
Ayaki M, et al.
PLoS ONE, 14(1) (2019)
Thermosensitive chitosan-gelatin-based hydrogel containing curcumin-loaded nanoparticles and latanoprost as a dual-drug delivery system for glaucoma treatment
Cheng Y H, et al.
Experimental Eye Research, 179(4), 179-187 (2019)
Latanoprost ophthalmic solution in the treatment of open angle glaucoma or raised intraocular pressure: a review
Russo A, et al.
Clinical Ophthalmology (Auckland, N.Z.), 2(4), 897-897 (2008)
Sanae Abe et al.
Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics, 29(1), 55-60 (2012-10-11)
To clarify the mechanism of prostaglandin (PG) analogue-dependent relaxation in ciliary arteries from wild-type (WT) and prostanoid receptor-deficient mice. The intracellular-free calcium concentration ([Ca(2+)](i)) in isolated WT mouse ciliary arteries was measured by fluorescence photometry. Reduction of [Ca(2+)](i) leading to
A T Fung et al.
The British journal of ophthalmology, 91(1), 62-68 (2006-09-08)
To compare the efficacy and tolerability of latanoprost versus brimonidine in the treatment of open-angle glaucoma, ocular hypertension or normal-tension glaucoma. Systematic review of randomised controlled trials comparing latanoprost and brimondine, identified by searches including Medline, Embase and Cochrane Controlled

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