Bimatoprost acid methyl ester is a methyl ester derivative of the prostaglandin analog bimatoprost, featuring a cyclopentyl ring conjugated to a polyunsaturated side chain terminated by a methyl ester group. Its structure retains the 17ฮฒ-hydroxy-17-(3-methyl-2-butenyl) steroid backbone of the parent compound but lacks the terminal carboxylic acid, replaced instead by an ester linkage to methanol. This impurity arises during synthetic pathways involving esterification or hydrolysis steps of bimatoprost precursors. It serves as an HPLC reference standard for quantifying process-related impurities in bimatoprost API batches.
On RequestCOC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/[C@H](CCC2=CC=CC=C2)O)O)O
InChI=1S/C24H34O5/c1-29-24(28)12-8-3-2-7-11-20-21(23(27)17-22(20)26)16-15-19(25)14-13-18-9-5-4-6-10-18/h2,4-7,9-10,15-16,19-23,25-27H,3,8,11-14,17H2,1H3/b7-2-,16-15+/t19-,20+,21+,22-,23+/m0/s1
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