Related Experiment Video
Updated: Jun 2, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-(4-Butanoyl-3-hy-droxy-phen-yl)butanamide
Ming-Ming Yang1, Fang-Shi Li, Qi-Sheng Lu
1Department of Applied Chemistry, College of Science, Nanjing University of Technology, No. 5 Xinmofan Road, Nanjing 210009, People's Republic of China.
Abstract:
The title compound, C(14)H(19)NO(3), was prepared via the intra-molecular rearrangement of 3-(butanoyl-amino)-phenyl butano-ate in the presence of anhydrous aluminium chloride. The near coplanarity of the aromatic ring, the amide group and the carbonyl group of the butanoyl fragment [N-C-C-C = -179.65 (17) and O-C-C-C = -178.34 (17)°] results from the intra-molecular O-H⋯O and C-H⋯O hydrogen bonds. In the crystal, the mol-ecules form a one-dimensional polymeric structure via N-H⋯O inter-actions between their amide groups.
Related Concept Videos
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.
Nomenclature of Primary Amines
Adrenergic Agonists: Chemistry and Structure-Activity Relationship
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of the aromatic...
Nomenclature of Carboxylic Acid Derivatives: Acid Halides, Esters, and Acid Anhydrides
The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to “yl halide.” For example, as shown below, the IUPAC name ethanoyl chloride is derived from ethanoic acid, and the common name, acetyl chloride, is obtained from acetic acid.
IUPAC Nomenclature of Aldehydes
Diazonium Group Substitution: –OH and –H

