Aspirin prodrugs: synthesis and hydrolysis of 2-acetoxybenzoate esters of various N-(hydroxyalkyl) amides

Benzamidomethylation with (Benzamidomethyl)triethylammonium Chloride. 2. A Simple Method for Benzamidomethylation of Thiols, Amines and Carboxylic Acids

“…Also, wool proteins can be analyzed as the corresponding S-amidomethyl derivatives [13]. Amidomethyl and benzamidomethyl esters were synthesized and evaluated as potential prodrugs of carboxylic acid agents [14][15][16][17] or amide agents [18]. The benzamidomethyl esters of carboxylic acids were used as a benzamidomethylation regent for compounds with a different nucleophilic group [19,20].…”

Prodrugs for the improvement of drug absorption via different routes of administration

“…Several attempts have been made to develop bioreversible derivatives of acetylsalicylic acid (9). They nicely illustrate the potential problems encountered with prodrugs of prodrugs.…”

N-{[(4-Nitrophenyl)amino]methyl}benzamide

“…The incorporation of the benzamidomethyl moiety in various compounds has previously been reported due to its application in pro-drug design [4][5][6]. From the many methods for synthesis of a N-benzamidomethylated compound the most noted are the reaction of N-(chloromethyl)benzamide [7][8][9] or N-(hydroxylmethyl)benzamide [10,11] with a primary or secondary amine or the Mannich-Einhorn reactions [12][13][14] that utilize benzamide, an aldehyde and a primary or secondary amine.…”