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Updated: May 27, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
2-Amino-6-methyl-pyridinium 2-carb-oxy-benzoate
Madhukar Hemamalini1, Ibrahim Abdul Razak, Hoong-Kun Fun
1X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.
Abstract:
In the title mol-ecular salt, C(6)H(9)N(2) (+)·C(8)H(5)O(4) (-), an intra-molecular O-H⋯O hydrogen bond occurs within the anion, thereby generating an S(7) ring, which may correlate with the fact that both the carb-oxy-lic acid and carboxyl-ate groups are almost coplanar with their attached rings [dihedral angles = 2.9 (3) and 5.2 (3)°, respectively]. In the crystal, each cation is linked to its adjacent anion by two N-H⋯O hydrogen bonds; the dihedral angle between the pyridine and benzene rings is 2.22 (10)°. The ion pairs are linked by further N-H⋯O inter-actions.
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Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
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The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
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