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Updated: May 13, 2026
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
(Z)-N-[2-(N'-Hy-droxy-carbamimido-yl)phen-yl]acetamide
Hoong-Kun Fun1, Chin Wei Ooi, Dinesha
1X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia ; Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, PO Box 2457, Riyadh 11451, Saudi Arabia.
Abstract:
The asymmetric unit of the title compound, C9H11N3O2, contains two mol-ecules (A and B), which exist in Z conformations with respect to their C=N double bond. The dihedral angles between the benzene ring and the pendant hy-droxy-carbamimidoyl and acetamide groups are 28.58 (7) and 1.30 (5)°, respectively, in mol-ecule A and 25.04 (7) and 27.85 (9)°, respectively, in mol-ecule B. An intra-molecular N-H⋯N hydrogen bond generates an S(6) ring in both mol-ecules. Mol-ecule A also features an intra-molecular C-H⋯O inter-action, which closes an S(6) ring. In the crystal, the mol-ecules are linked by N-H⋯O, N-H⋯N, O-H⋯O, O-H⋯N, C-H⋯O and C-H⋯N hydrogen bonds and C-H⋯π inter-actions, generating a three-dimensional network.
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