Prostaglandin F2alpha diethyl amide

Prostaglandin F2alpha diethyl amide (PGF2alpha-NEt2) is an analog of PGF2alpha (Cay-16010) in which the C-1 carboxyl group has been modified to an N-diethyl amide. PG esters have been shown to have ocular hypotensive activity. PG N-ethyl amides were recently introduced as alternative PG hypotensive prodrugs. Studies in our laboratories have shown that bovine and human corneal tissue converts the N-ethyl amides of various PGs to the free acids with a conversion efficiency of about 4 µg/g corneal tissue/hr. However, we find that dialkyl amides such as PGF2alpha-NEt2 are inert to corneal amidase activity, and are not converted in any detectable amount to the corresponding free acids. These compounds may therefore be useful tools in elucidating the claim that PG amides have intrinsic intraocular hypotensive activity.Formal Name: N,N-diethyl-9alpha,11alpha,15S-trihydroxy-prosta-5Z,13E-dien-1-amide. Synonyms: Dinoprost diethyl amide, PGF2alpha diethyl amide, PGF2alpha-NEt2. Molecular Formula: C24H43NO4. Formula Weight: 409.6. Purity: >98%. Formulation: (Request formulation change), A solution in methyl acetate. Solubility: DMF: 30 mg/ml, DMSO: 15 mg/ml, Ethanol: 20 mg/ml, PBS (pH 7.2): 100 µg/ml. SMILES: CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(N(CC)CC)=O. InChi Code: InChI=1S/C24H43NO4/c1-4-7-10-13-19(26)16-17-21-20(22(27)18-23(21)28)14-11-8-9-12-15-24(29)25(5-2)6-3/h8,11,16-17,19-23,26-28H,4-7,9-10,12-15,18H2,1-3H3/b11-8-,17-16+/t19-,20+,21+,22-,23+/m0/s1. InChi Key: YWBNJEOWDZQOCB-GAKHGXDESA-N.