Latanoprost ethyl amide-d4

• CAT Number: R067217
• Molecular Formula: C25H34D4NO4
• Molecular Weight: 420.6
• Purity: ≥95%
• Synonyms: Lat-NEt-d4
• Storage: -20°C
• InChI: InChI=1S/C25H39NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,20-24,27-29H,2,4,9,12-18H2,1H3,(H,26,30)/b8-3-/t20-,21+,22+,23-,24+/m0/s1/i4D2,9D2
• InChIKey: KNXVTDOCIZLXFW-ZMIHYFCLSA-N
• SMILES: CCNC(=O)CCC/C=CCC1C(O)CC(O)C1CCC(O)CCc1ccccc1

Latanoprost ethyl amide-<wbr></wbr>d4 (Lat-<wbr></wbr>NEt-<wbr></wbr>d4) contains four deuterium atoms at the 3, 3/’, 4, and 4/’ positions. It is intended for use as an internal standard for the quantification of Lat-<wbr></wbr>NEt by GC-<wbr></wbr> or LC-<wbr></wbr>mass spectrometry. Lat-<wbr></wbr>NEt is an F-<wbr></wbr>series prostaglandin (PG) analog in which the C-<wbr></wbr>1 carboxyl group has been modified to an N-<wbr></wbr>ethyl amide. PG esters have been shown to have ocular hypotensive activity. PG N-<wbr></wbr>ethyl amides were recently introduced as alternative PG ocular hypotensive prodrugs. Although it has been claimed that PG 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-<wbr></wbr>ethyl amides of various PGs to the free acids with a conversion rate of about 2.5 µg/g corneal tissue/hr. Lat-<wbr></wbr>NEt would be expected to show the typical intraocular effects of Lat free acid, but with the much slower hydrolysis pharmacokinetics of the PG N-<wbr></wbr>amides.

Reference

1.Bito, L.Z. Comparison of the ocular hypotensive efficacy of eicosanoids and related compounds. Experimental Eye Research 38, 181-184 (1984).