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Bimatoprost acid methyl ester

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 Request
Molecular Formula C24H34O5
Molecular Weight 402.5000
CAS Number 38315-47-8 โœ“ Verified
PubChem CID 29935774 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Bimatoprost
Lead Time On Request
IUPAC Name methyl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoate

๐Ÿ“ Synonyms

Bimatoprost acid methyl ester 38315-47-8 Bimatoprost impurity D 9UHL27LCT4 methyl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoate DTXSID401255490 17-Phenyl-18,19,20-trinor-pgf2alpha methyl ester (5Z)-7-((1R,2R,3R,5S)-3,5-Dihydroxy-2-((1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl)cyclopentyl)-5-heptenoic acid methyl ester 5-Heptenoic acid, 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl)cyclopentyl)-, methyl ester, (5Z)- 17-PHENYL-18,19,20-TRINOR-PGF2.ALPHA. METHYL ESTER

๐Ÿ”ฌ Chemical Identifiers

COC(=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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