ABC01421KQ

15 keto travoprost

15-Keto travoprost is a structurally modified prostaglandin F2ฮฑ derivative featuring a ketone functional group at the 15ฮฒ-position of the cyclopentyl ring, substituting the native hydroxyl moiety. This oxidation product retains the fluorinated pentyl side chain and ฮณ-lactone core characteristic of travoprost, with a trifluoromethylphenyl ester linkage. The compound arises as a synthetic byproduct during API manufacturing or via oxidative degradation pathways. Its distinct carbonyl functionality alters intermolecular interactions, necessitating its quantification as a critical impurity in quality control. Analytically, it serves as a reference standard for HPLC-based impurity profiling in travoprost formulations.

On Request
Molecular Formula C26H33F3O6
Molecular Weight 498.5000
CAS Number 404830-45-1 โœ“ Verified
PubChem CID 10207075 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Travoprost
Lead Time On Request
IUPAC Name propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxo-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoate
Official Reference Standards
Std Catalog # Quantity Price
USP 1A07920 โ†— 10 mg USD 750.00

๐Ÿ“ Synonyms

15-Keto Travoprost 404830-45-1 15-Oxo travoprost UNII-4U2P9U9Z66 4U2P9U9Z66 (Z)-Isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((E)-3-oxo-4-(3-(trifluoromethyl)phenoxy)but-1-en-1-yl)cyclopentyl)hept-5-enoate (5Z,13E)-(9S,11R)-9,11,-Dihydroxy-15-oxo-16-(m-trifluoromethylphenoxy)-17,18,19,20-tetranor-5,13-prostadienoic acid, isopropyl ester 5-Heptenoic acid, 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((1E)-3-oxo-4-(3-(trifluoromethyl)phenoxy)-1-buten-1-yl)cyclopentyl)-, 1-methylethyl ester, (5Z)- Travoprost impurity, 15-keto derivative-(USP) Travoprost impurity, 15-keto derivative-[USP]

๐Ÿ”ฌ Chemical Identifiers

CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/C(=O)COC2=CC=CC(=C2)C(F)(F)F)O)O
InChI=1S/C26H33F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,21-24,31-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t21-,22-,23+,24-/m1/s1
KSDDYCRRTVADFZ-OHDKTVHDSA-N

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