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Merck

L1167

Sigma-Aldrich

Latanoprost

≥98% (HPLC)

Synonym(e):

Isopropyl-(5Z,9α,11α,15R)-9,11,15-trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oat, Isopropyl-(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]-cyclopentyl]-hept-5-enoat

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About This Item

Empirische Formel (Hill-System):
C26H40O5
CAS-Nummer:
Molekulargewicht:
432.59
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

oil

Farbe

colorless to yellow

Löslichkeit

DMSO: freely soluble
methanol: soluble

Ersteller

Johnson & Johnson

Versandbedingung

wet ice

Lagertemp.

−20°C

SMILES String

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

InChIKey

GGXICVAJURFBLW-CEYXHVGTSA-N

Angaben zum Gen

human ... PTGFR(5737)

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Anwendung

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.

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Health hazard

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Repr. 2

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Aude Pauly et al.
Investigative ophthalmology & visual science, 53(13), 8172-8180 (2012-11-15)
To compare in vitro, on the human reconstituted corneal epithelial SkinEthics model, and in vivo, using an acute rabbit toxicological model, the effects of a benzalkonium chloride (BAK)-preserved solution of latanoprost and a preservative-free (PF) latanoprost solution. In vitro, the
0.005% Preservative-free latanoprost induces dry eye-like ocular surface damage via promotion of inflammation in mice
Yang Y, et al.
Investigative Ophthalmology & Visual Science, 59(8), 3375-3384 (2018)
Latanoprost could exacerbate the progression of presbyopia
Ayaki M, et al.
PLoS ONE, 14(1) (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)
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)

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