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Updated: May 24, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-{4-[(3-Methyl-phen-yl)sulfamo-yl]phen-yl}acetamide
Abstract:
In the title compound, C(15)H(16)N(2)O(3)S, the central C-S(=O)(2)N(H)-C unit is twisted, with a C-S-N-C torsion angle of -56.4 (2)°. The benzene rings form a dihedral angle of 49.65 (15)° with each other. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, generating a three-dimensional network.
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Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
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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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.
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 reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between the...
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Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...