16063-88-0

Basic information

• Product Name: Benzamide, 2-(acetyloxy)-N-hydroxy-
• CAS NO: 16063-88-0
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Mol File: 16063-88-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzamide, 2-(acetyloxy)-N-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, 2-(acetyloxy)-N-hydroxy-(16063-88-0)
• EPA Substance Registry System: Benzamide, 2-(acetyloxy)-N-hydroxy-(16063-88-0)

Safety Data

• Hazardous Substances Data: 16063-88-0(Hazardous Substances Data)

Upstream product

• 50-78-2 aspirin 
• 5538-51-2 O-acetylsalicyloyl chloride 
• 69-72-7 salicylic acid 

Downstream Products

• 21725-69-9 1,2-benz-4-isooxazolin-3-one 

Relevant articles and documents

Aspirin-inspired acetyl-donating HDACs inhibitors

Aspirin is one of the oldest drugs for the treatment of inflammation, fever, and pain. It is reported to covalently modify COX-2 enzyme by acetylating a serine amino acid residue. By virtue of aspirin’s acetylating potential, we for the first time developed novel acetyl-donating HDAC inhibitors. In this study, we report the design, synthesis, in silico docking study, and biological evaluation of acetyl-donating HDAC inhibitors. The exposure of MDA-MB-231 cells with compound 4c significantly promotes the acetylation of α-tubulin and histone H3, which are substrates of HDAC6 and HDAC1, respectively. In silico docking simulation also indicates that compound 4c tightly binds to the deep substrate-binding pocket of HDAC6 by coordinating the active zinc ion in a bidentate manner and forming hydrogen bond interactions with Ser531 and His573 amino acid residues. In particular, compound 4c (GI50 = 147?μM) affords the significant enhancement of anti-proliferative effect on MDA-MB-231 cells, compared with its parent compound 2c (GI50 > 1000?μM) and acetyl-donating group deficient compound 6 (GI50 = 554?μM). Overall, compound 4c presents a novel strategy for developing acetyl-donating HDAC inhibitors.