36613-62-4

Basic information

• Product Name: Butanoic acid, 4-(hydroxyphenylamino)-4-oxo-
• CAS NO: 36613-62-4
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• Mol File: 36613-62-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 4-(hydroxyphenylamino)-4-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 4-(hydroxyphenylamino)-4-oxo-(36613-62-4)
• EPA Substance Registry System: Butanoic acid, 4-(hydroxyphenylamino)-4-oxo-(36613-62-4)

Safety Data

• Hazardous Substances Data: 36613-62-4(Hazardous Substances Data)

Upstream product

• 110-15-6 succinic acid 
• 586-96-9 Nitrosobenzene 
• 64-15-3 α-ketoglutarate 
• 98-95-3 nitrobenzene 
• 108-30-5 succinic acid anhydride 
• 100-65-2 N-Phenylhydroxylamine 

Downstream Products

• 5099-95-6 1-phenylazetidin-2-one 
• 101067-45-2 N-phenyltetrahydro-1,2-oxazine-3,6-dione 

Relevant articles and documents

The thiamine-dependent enzyme of the vitamin K biosynthesis catalyzes reductive C-N bond ligation between nitroarenes and α-ketoacids

The thiamine-dependent enzyme (1R, 2S, 5S, 6S)-2-succinyl-5-enolpyruvyl-6- hydroxyl-3-cyclohexene-1-carboxylate (SEPHCHC) synthase, also known as MenD, catalyzes a Stetter-like reaction in the biosynthesis of vitamin K. It is found to catalyze a novel reductive C-N bond ligation reaction between nitroarenes and α-ketoacids to form N-hydroxamates. This reaction likely proceeds through an enzyme-mediated, slow two-electron reduction of the nitroalkanes to form a nitroso intermediate, which serves as the electrophilic acceptor of the ketoacid-derived acyl anion. The involvement of the nitroso intermediate is supported by the fact that similar N-hydroxamates are readily formed at a much higher rate when nitroso compounds replace the nitro substrates in the chemoenzymatic reactions. These results demonstrate that the thiamine-dependent enzyme is able to catalyze novel, nonnative reactions that may find new chemoenzymatic applications.