Syntheses and anti-inflammatory and analgesic activities of hydroxamic acids and acid hydrazides.

Synthesis of β‐Hydroxypropanoic Acid Derivatives as Potential Anti‐inflammatory, Analgesic and Antimicrobial Agents

“…Chemistry Ethyl 3-(substituted) 3-hydroxypropionates 1a -c were synthesized starting from the readily available p-bromo and p-chlorobenzaldehydes or benzophenone via Reformatsky reaction [4,18,19]. Hydrazinolysis of the esters 1a -c afforded the corresponding key intermediate hydrazides 2a -c (Scheme 1).…”

“…The starting 3-(substituted) 3-hydroxy-propanoic acid ethyl esters (1a -c) were prepared via Reformatsky reaction of ethyl bromoacetate with aldehydes or ketones following previously reported literature methods [4,18,19].…”

“…Furthermore, other b-hydroxy carboxylic acid derivatives as F-776 (I) ( Fig. 1) and compound 2c (Scheme 1) are reported to possess a promising anti-inflammatory activity [3,4]. On the other hand, 1,2,4-triazoles and 1,3,4-oxadiazole derivatives were also reported to possess a variety of pharmacological activities such as anti-inflammatory [5 -12], antitubercular [13], antifungal [14], and anticancer activities [15].…”

Synthesis of the Novel 4,4’- and 6,6’- Dihydroxamic - 2,2’-Bipyridines and Improved Routes to 4,4’- and 6,6’- Substituted 2,2’-Bipyridines and Mono-N-Oxide-2,2’-Bipyridine

“…The 4,4'-dihydroxamic-2,2'-bipyridine (V) and 6,6'-dihydroxamic-2,2'-bipyridine (VI) were prepared starting from their carboxylic acid analogues, I and II prepared as mentioned before, going through the diacyl dichloride (formed with SOCl2) and followed by direct reaction with hydroxylamine hydrochloride in the presence of dried triethylamine 18 (Schemes 5 and 6). The IR spectrum shows the characteristic bands of the hydroxamic group (C=ON-HOH) and the 1 H-and 13 C-NMR spectra showed the occurrence of (E-Z) isomerism in accordance with the studies of Brown and co-workers 19 .…”

Comparative study on the liquid chromatographic enantioseparation of cyclic β‐amino acids and the related cyclic β‐aminohydroxamic acids on Cinchona alkaloid‐based zwitterionic chiral stationary phases

“…They are able to form chelate complexes with the metal ions of the active site of several metalloenzymes and inhibit their function . Hydroxamates can act as antimicrobials , anticancer and anti‐inflammatory drugs. For example, vorinostat (suberoylanilidehydroxamic acid) has been approved by the Food and Drug Administration for the treatment of cutaneous T‐cell lymphoma, while ciclopiroxis is a topical antifungal drug .…”