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Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
2-[(2Z)-Azepan-2-yl-idene]-1-(4-nitro-phen-yl)ethanone
Siyanda T Mthembu1, Lee G Madeley, Charles B de Koning
1Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, Johannesburg, PO Wits 2050, South Africa.
Abstract:
The title compound, C(14)H(16)N(2)O(3), is an NH-vinyl-ogous amide (enaminone) produced by the reaction of 4-nitro-phenacyl bromide with azepane-2-thione. The conformation about the C=C bond [1.3927 (14) Å] is Z, which allows for the formation of an intra-molecular N-H⋯O hydrogen bond that leads to an S(6) loop. Inversion-related mol-ecules associate via N-H⋯O hydrogen bonds to form a 12-membered {⋯OC(3)NH}(2) synthon.
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