Ketoprofen Impurity E
Ketoprofen Impurity E is a synthetic byproduct formed via partial oxidation of the isobutyl side chain during Ketoprofen synthesis. It retains the parent drug's 4-hydroxyphenylacetamide core but features a dehydrogenated cyclopropane ring in place of the intact isobutyl group, resulting in a rigid, conjugated cyclopropyl-phenylacetamide scaffold. The compound contains a planar aromatic ring system linked to a saturated amide moiety, with a terminal methyl group at the α-position of the cyclopropane ring. This structural deviation from Ketoprofen arises from an incomplete hydrogen abstraction step in the Friedel-Crafts alkylation process. It serves as a critical HPLC reference standard for monitoring alkylation efficiency in Ketoprofen manufacturing.
On Request📝 Synonyms
🔬 Chemical Identifiers
CC(C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)N
InChI=1S/C16H15NO2/c1-11(16(17)19)13-8-5-9-14(10-13)15(18)12-6-3-2-4-7-12/h2-11H,1H3,(H2,17,19)
KLWMCJJRUWWDSW-UHFFFAOYSA-N
