| Identification | Back Directory | [Name]
LAT-NET | [CAS]
607351-44-0 | [Synonyms]
LAT-NET
LATANOPROST ETHYL AMIDE
Bimatoprost Impurity 20
13,14-Dihydro Bimatoprost
N-ETHYL-9ALPHA, 11ALPHA, 15R-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR PROST 5Z-EN-1-AMIDE
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-N-ethylhept-5-enamide | [Molecular Formula]
C25H39NO4 | [MDL Number]
MFCD03412001 | [MOL File]
607351-44-0.mol | [Molecular Weight]
417.58 |
| Chemical Properties | Back Directory | [Boiling point ]
640.9±55.0 °C(Predicted) | [density ]
1.095±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 30 mg/ml; DMSO: 50 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 200 μg/ml | [pka]
14.84±0.70(Predicted) |
| Hazard Information | Back Directory | [Description]
Latanoprost ethyl amide (Lat-NEt) is a latanoprost analog in which the C-1 carboxyl group has been modified to an N-ethyl amide. Prostaglandin esters have been shown to have ocular hypotensive activity. Prostaglandin N-ethyl amides were recently introduced as alternative prostaglandin ocular hypotensive prodrugs. Although it has been claimed that prostaglandin ethyl amides are not converted to the free acids in vivo, studies in our laboratories have shown that bovine and human corneal tissue converts the N-ethyl amides of various prostaglandins to the free acids with a conversion rate of about 2.5 μg/g corneal tissue/hr. Lat-NEt would be expected to show the typical intraocular effects of Latanoprost free acid, but with the much slower hydrolysis pharmacokinetics of the prostaglandin N-amides. | [Uses]
13,14-Dihydro Bimatoprost can be used as reactant/reagent for preparation of nitrooxy prostamides for treatment of glaucoma. Analog or impurity of the drug Bimatoprost (B386800). | [Definition]
ChEBI: Latanoprost ethyl amide is a prostanoid. | [storage]
Store at -20°C | [References]
[1] BITO L Z. Comparison of the ocular hypotensive efficacy of eicosanoids and related compounds[J]. Experimental eye research, 1984, 38 2: Pages 181-194. DOI: 10.1016/0014-4835(84)90102-7
[2] D LARROUY. Cloning and mRNA tissue distribution of human PPARγ coactivator-1[J]. International Journal of Obesity, 2000, 23 12: 1327-1332. DOI: 10.1038/sj.ijo.0801106 |
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