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Updated: Jun 1, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-(2-Amino-phen-yl)-2-anilinobenzamide
Kun Huang1, Feng Huang, Da-Bin Qin
1School of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637002, People's Republic of China.
The crystal structure of a novel benzamide derivative reveals a unique conformation. An intramolecular hydrogen bond dictates the near-perpendicular arrangement of its aromatic groups.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Benzamide derivatives are important scaffolds in medicinal chemistry.
- Understanding molecular conformation is crucial for predicting chemical properties and biological activity.
Purpose of the Study:
- To elucidate the three-dimensional structure of the title compound, C(19)H(17)N(3)O.
- To investigate the factors influencing the observed molecular conformation.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed.
- The crystal structure was solved and refined.
Main Results:
- The crystal structure of C(19)H(17)N(3)O was determined.
- A dihedral angle of 88.16(7)° was measured between the aromatic substituents.
- An intramolecular N-H⋯O hydrogen bond was identified as the stabilizing force.
Conclusions:
- The molecular conformation is characterized by near-perpendicular aromatic planes.
- Intramolecular hydrogen bonding plays a significant role in defining the structure of this benzamide derivative.
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