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

pka

4.76±0.10(Predicted)

color 

pale yellow, oil

Stability:

Hygroscopic

Safety Information

WGK Germany 

3

HS Code 

2937500000

MSDS

• Language:English Provider:SigmaAldrich

Latanoprost acid Usage And Synthesis

Description

Latanoprost 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_2α 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_2α. 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 Properties

Pale Yellow Oil

Uses

A 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.

Definition

ChEBI: A prostaglandin Falpha that is an analogue of prostaglandin F2alpha in which the pentyl group has been replaced by 2-phenylethyl and where the the 13,14-double bond has undergone f rmal hydrogenation.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 Actions

Potent, selective FP prostanoid receptor agonist, F-series prostaglandin analog. 200 times as potent as isopropyl ester form.

Latanoprost acid(41639-83-2)Related Product Information

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• Prostaglandin E2
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• Latanoprost Impurity 1
• Latanoprost Impurity (Diphenylphosphine Isopropyl Ester)