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15-keto Latanoprost Sale

(Synonyms: 15-酮拉坦前列素) 目录号 : GC41934

An analytical standard

15-keto Latanoprost Chemical Structure

Cas No.:135646-98-9

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产品描述

Latanoprost is an F-series prostaglandin (PG) analog which has been approved for use as an ocular hypotensive drug. Oxidation of the C-15 hydroxyl group without isopropyl ester hydrolysis produces 15-keto latanoprost. 15-keto Latanoprost is a potential metabolite of latanoprost when administered to animals. 15-keto Latanoprost is also one of the common minor impurities found in commercial preparations of the bulk drug compound. Although much less potent that the parent compound latanoprost, 15-keto latanoprost still retains the ability to produce a small but measurable decrease (1 mm Hg) in the intraocular pressure of normal cynomolgus monkeys when administered at a dose of 1 µg/eye. 15-keto Latanoprost is also a miotic in the normal cat eye, causing an 8 mm reduction in pupillary diameter at 5 µg/eye. Again, this is not as potent as many other F-type PGs; for example, PGF2α will produce this degree of miosis at a dose of less than 1 µg/eye. Products of β-oxidation account for most of the metabolites of latanoprost recovered in plasma and urine. However, 15-keto latanoprost is a minor metabolite, and one which could be enhanced in situations where β-oxidation is reduced.

Chemical Properties

Cas No. 135646-98-9 SDF
别名 15-酮拉坦前列素
Canonical SMILES O[C@@H]1[C@H](C/C=C\CCCC(OC(C)C)=O)[C@@H](CCC(CCC2=CC=CC=C2)=O)[C@H](O)C1
分子式 C26H38O5 分子量 430.6
溶解度 DMF: 100 mg/ml,DMSO: 100 mg/ml,DMSO:PBS (1:12): 80 µ g/ml,Ethanol: 100 mg/ml 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 2.3223 mL 11.6117 mL 23.2234 mL
5 mM 0.4645 mL 2.3223 mL 4.6447 mL
10 mM 0.2322 mL 1.1612 mL 2.3223 mL
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Research Update

Effect of 15-keto Latanoprost on intraocular pressure and aqueous humor dynamics in monkey eyes

Invest Ophthalmol Vis Sci 2007 Sep;48(9):4143-7.PMID:17724199DOI:10.1167/iovs.07-0035.

Purpose: To compare the ocular hypotensive effects of 15-keto Latanoprost (KL) with the commercial preparation of latanoprost (Xalatan; Pfizer, New York, NY) in monkey eyes with laser-induced unilateral glaucoma and to evaluate the effects of topical 0.005% KL on aqueous humor dynamics in normal monkey eyes. Methods: Intraocular pressure (IOP) was measured hourly for 6 hours beginning at 9:30 AM on day 1 (untreated baseline); day 2 (vehicle only); and treatment days 1, 3, and 5 (topical, 30 microL of study drug) in the glaucomatous eyes of four to eight monkeys with unilateral laser-induced glaucoma. KL concentrations of 0.0001%, 0.001%, and 0.01% and latanoprost at 0.005% were studied separately, with a minimum washout period of 2 weeks between studies. Tonographic outflow facility (C) and fluorophotometric aqueous humor flow rates (F) were measured in nine normal monkeys before and after a single topical dose of 0.005% KL in one eye, with a vehicle-only control in the fellow eye. Results: When applied once daily to glaucomatous monkey eyes, all three concentrations of KL and a 0.005% concentration of latanoprost produced significant (P < 0.05) reductions in IOP, with the maximum reduction on treatment day 5, regardless of the drug or concentration studied. The maximum reduction (P < 0.001) from vehicle-only baseline IOP was (mean +/- SEM) 3.0 +/- 0.3 mm Hg (9%) for 0.0001% KL, 7.6 +/- 0.6 mm Hg (23%) for 0.001% KL, 6.3 +/- 0.4 mm Hg (18%) for 0.01% KL, and 6.6 +/- 0.6 mm Hg (20%) for 0.005% latanoprost. After application of a single dose of 0.005% KL in nine normal monkey eyes, neither C nor F was altered (P > 0.80) when compared with untreated baseline values or vehicle-treated control eyes. Conclusions: The reduction in IOP produced by 0.001% KL was equivalent to, and at some measured time points, greater than the effect produced by 0.005% latanoprost. The IOP reduction by KL in normal monkeys appeared to have no effect on aqueous humor production or tonographic outflow facility and may thus indicate a drug-induced increase in uveoscleral outflow.