ABC00285IT

15-Keto Bimatoprost

15-Keto Bimatoprost is a structurally modified derivative of the prostaglandin F2ฮฑ analog Bimatoprost, featuring an oxidized 15-keto functionality replacing the parent compound's 15-hydroxyl group. This oxidation introduces a carbonyl moiety at the terminal cyclopentyl ring, altering the molecule's conformational flexibility and hydrogen-bonding capacity while preserving the core lactone and conjugated diene systems critical for receptor interaction. The compound arises as a key synthetic byproduct during oxidative steps in Bimatoprost API manufacturing, necessitating its quantification as a process-related impurity. It serves as an HPLC reference standard for impurity profiling in quality control.

On Request
Molecular Formula C25H35NO4
Molecular Weight 413.5000
CAS Number 1163135-96-3 โœ“ Verified
PubChem CID 35028392 โ†—
Purity N/A
Product Type API Impurity
Parent Drug BIMATOPROST
Lead Time On Request
IUPAC Name (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxo-5-phenylpent-1-enyl]cyclopentyl]-N-ethylhept-5-enamide

๐Ÿ“ Synonyms

1163135-96-3 Bimatoprost impurity B P14259CVZG (5Z)-7-((1R,2R,3R,5S)-3,5-Dihydroxy-2-((1E)-3-oxo-5-phenyl-1-penten-1-yl)cyclopentyl)-N-ethyl-5-heptenamide 5-Heptenamide, 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((1E)-3-oxo-5-phenyl-1-penten-1-yl)cyclopentyl)-N-ethyl-, (5Z)- 7-((1R,2R,3R,5S)-3,5-Dihydroxy-2-((1E)-3-oxo-5-phenyl-1-penten-1-yl)cyclopentyl)-N-ethyl-5-heptenamide, (5Z)- DTXSID501109753 (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E)-3-oxo-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-5-heptenamide RefChem:1050635 DTXCID801541384

๐Ÿ”ฌ Chemical Identifiers

CCNC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/C(=O)CCC2=CC=CC=C2)O)O
InChI=1S/C25H35NO4/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/h3,5-8,10-11,16-17,21-24,28-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3-,17-16+/t21-,22-,23+,24-/m1/s1
OZCBJWOYRKMMPF-QWPROEHNSA-N

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