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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
3-Carboxy-methyl-1,3-benzimidazolium-1-acetate monohydrate
Abstract:
The title compound, C(11)H(10)N(2)O(4)·H(2)O, has a zwitterionic structure, in which the benzimidazole ring system is planar, with a maximum deviation of 0.007 (3) Å. The carbox-yl/carboxyl-ate groups adopt a trans configuration. In the crystal structure, inter-molecular O-H⋯O hydrogen bonds involving the hydr-oxy/oxide O atoms link the mol-ecules into a one-dimensional chain. These chains are further linked by O-H⋯O hydrogen bonds involving the water mol-ecules into a two-dimensional network. π-π contacts between the benzimidazole rings [centroid-centroid distance = 3.5716 (4) Å] lead to the formation of a three-dimensional supra-molecular structure.
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The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
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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.

