857951-83-8

Upstream product

• 140-49-8 N-[4-(chloroacetyl)phenyl]acetamide 
• 127-08-2 potassium acetate 
• 127-09-3 sodium acetate 
• 21675-02-5 4-acetylaminophenacyl bromide 
• 103-84-4 Acetanilid 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 1260236-30-3 N-(1-(4-acetamidophenyl)vinyl)acetamide 
• 2719-21-3 4-(N-acetylamino)acetophenone 

Downstream Products

• 72798-68-6 N-[4-(1⁽³⁾H-imidazol-4-yl)-phenyl]-acetamide 
• 501696-51-1 4'-acetamido-2-hydroxyacetophenone 
• 924899-54-7 C₁₈H₁₆N₂O₃ 
• 1026261-22-2 2-(4-acetamidophenyl)-3-acetoxy-7,8-dimethylquinoline-4-carboxylic acid 

Relevant academic research and scientific papers

PhI(OAc)2-promoted umpolung acetoxylation of enamides for the synthesis of α-acetoxy ketones

Umpolung is a fundamental concept in organic chemistry, which provides an alternative strategy for the synthesis of target compounds which were not easily accessible by conventional methods. Herein, a mild and efficient PhI(OAc)2-promoted umpolung acetoxylation reactions of enamides was developed for the synthesis of α-acetoxy ketones. The reaction tolerates a wide range of functional groups and affords α-acetoxy ketones in good to excellent yields. PhI(OAc)2 serves as a source of acetoxy in the reaction.

Synthesis and biological evaluation of quinoline salicylic acids as P-selectin antagonists

Leukocyte recruitment of sites of inflammation and tissue injury involves leukocyte rolling along the endothelial wall, followed by firm adherence of the leukocyte, and finally transmigration of the leukocyte across cell junctions into the underlying tissue. The initial rolling step is mediated by the interaction of leukocyte glycoproteins containing active moieties such as sialyl Lewisx (sLex) with P-selectin expressed on endothelial cells. Consequently, inhibition of this interaction by means of a small molecule P-selectin antagonist is an attractive strategy for the treatment of inflammatory diseases such as arthritis. High-throughput screening of the Wyeth chemical library identified the quinoline salicylic acid class of compounds (1) as antagonists of P-selectin, with potency in in vitro and cell-based assays far superior to that of sLex. Through iterative medicinal chemistry, we identified analogues with improved P-selectin activity, decreased inhibition of dihydrooratate dehydrogenase, and acceptable CYP profiles. Lead compound 36 was efficacious in the rat AIA model of rheumatoid arthritis.