Latanoprost acid

Latanoprost acid
  • CAS No.:41639-83-2
Other grades of this product :
Latanoprost acid Basic information
Product Name:Latanoprost acid
Synonyms:LATANOPROST (FREE ACID);LAT-FA;17-PHENYL-13,14-DIHYDRO TRINOR PROSTAGLANDIN F2ALPHA;(5Z,9ALPHA,11ALPHA,15R)-9,11,15-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROST-5-EN-1-OIC ACID;9ALPHA, 11ALPHA, 15R-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROST-5Z-EN-1-OIC ACID;PHXA 85;PhXA 85, (5Z,9α,11α,15R)-9,11,15-Trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oic acid;Latanoprost acid,(5Z,9α,11α,15R)-9,11,15-Trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oic acid, PhXA 85
CAS:41639-83-2
MF:C23H34O5
MW:390.51
EINECS:
Product Categories:Aromatics, Chiral Reagents, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:41639-83-2.mol
Latanoprost acid Chemical Properties
Boiling point 609.1±50.0 °C(Predicted)
density 1.159±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: freely soluble
form Oil
pka4.76±0.10(Predicted)
color pale yellow, oil
Stability:Hygroscopic
Safety Information
WGK Germany 3
HS Code 2937500000
MSDS Information
ProviderLanguage
SigmaAldrich English
Latanoprost acid Usage And Synthesis
DescriptionLatanoprost is an F-series prostaglandin (PG) analog which has been approved for use as an ocular hypotensive drug. Latanoprost is an isopropyl ester, a prodrug form which is converted to latanoprost (free acid) by endogenous esterase enzymes. The free acid form is 200 times more potent than latanoprost as an FP receptor ligand for the human recombinant FP receptor. Latanoprost is the isopropyl ester of a PGF analog containing an aromatic group (17-phenyl) in the ω-chain. Lat-FA is the corresponding carboxylic acid of this analog. Lat-FA is a potent FP receptor agonist with an EC50 of 3.6 nM for human FP receptors, which is twice the potency of PGF. The efficacy of PG analog esters for the treatment of glaucoma correlates closely with the FP receptor binding affinity of the free acid. However, Lat-FA is more irritating and less effective than the prodrug latanoprost when applied directly to the eyes of human glaucoma patients.
Chemical PropertiesPale Yellow Oil
UsesA metabolite of Latanoprost
UsesA metabolite of Latanoprost. Potent, selective FP prostanoid receptor agonist. F-series Prostaglandin analog. 200 times as potent as isopropyl ester form. Latanoprost USP Related Compound E.
DefinitionChEBI: A prostaglandin Falpha that is an analogue of prostaglandin F2alpha in which the pentyl group has been replaced by 2-phenylethyl and where the the 13,14-double bond has undergone f rmal hydrogenation. Its isopropyl ester prodrug, latanoprost, is used in the treatment of open-angle glaucoma and ocular hypertension.
Biochem/physiol ActionsPotent, selective FP prostanoid receptor agonist, F-series prostaglandin analog. 200 times as potent as isopropyl ester form.
Latanoprost acid Preparation Products And Raw materials

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