87119-03-7

Basic information

• Product Name: Methanone, (3-amino-2,4-dihydroxyphenyl)phenyl-
• Synonyms: PhCO[2,4-(OH)2-3-(NH2)C6H2];Methanone,(3-amino-2,4-dihydroxyphenyl)phenyl;[3-amino-2,4-dihydroxyphenyl]phenylmethanone;3-amino-2,4-dihydroxybenzophenone
• CAS NO: 87119-03-7
• Molecular Formula: C13H11NO3
• Molecular Weight: 229.235
• Mol File: 87119-03-7.mol

Chemical Properties

• Melting Point: 195–197°C
• Boiling Point: 412.0±45.0 °C(Predicted)
• Density: 1.375±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Methanone, (3-amino-2,4-dihydroxyphenyl)phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (3-amino-2,4-dihydroxyphenyl)phenyl-(87119-03-7)
• EPA Substance Registry System: Methanone, (3-amino-2,4-dihydroxyphenyl)phenyl-(87119-03-7)

Safety Data

• Hazardous Substances Data: 87119-03-7(Hazardous Substances Data)

Usage

Preparation

Obtained from the corresponding hydrochloride described below.

Upstream product

• 1143-72-2 2,3,4-trihydroxybenzophenone 
• 37143-54-7 methoxyisopropylamine 
• 2734-70-5 2,6-dimethoxyaniline 
• 6665-97-0 1,3-dimethoxy-2-nitrobenzene 
• 100-46-9 benzylamine 
• 253681-20-8 (3-amino-2,4-dimethoxy-phenyl)-phenyl-methanone 
• 91-00-9 Benzhydrylamine 
• 3182-95-4 L-Phenylalaninol 
• 2026-48-4 (S)-valinol 
• 2749-11-3 (S)-Alaninol 
• 534-03-2 serinol 
• 598-74-3 2-amino-3-methylbutane 
• 75-31-0 isopropylamine 
• 141-43-5 ethanolamine 

Downstream Products

• 39773-62-1 4-Methoxyphenylacetaldehyd-2,4-dinitrophenylhydrazon 
• 7509-47-9 (3,4-dimethoxy-phenyl)-acetaldehyde-(2,4-dinitro-phenylhydrazone) 
• 437717-29-8 [3-ethyl-5-hydroxy-3-methyl-2-[(2-methylbutyl)amino]-3,4-dihydro-2H-1,4-benzoxazin-6-yl](phenyl)methanone 
• 437717-30-1 C₂₇H₃₄N₂O₃ 
• 437717-28-7 [3,3-dimethyl-5-hydroxy-2-isobutylamino-3,4-dihydro-2H-1,4-benzoxazin-6-yl](phenyl)methanone 

Relevant articles and documents

A simple one-pot electrochemical procedure for the preparation of novel 3,4-aminophenol derivatives possessing anti-stress oxidative properties

The conversion of 3,4-diphenol derivatives to novel 3,4-aminophenol derivatives possessing anti-cress oxidative properties could be achieved in methanol by a simple one-pot procedure, via the reaction of a transient electrogenerated 3,4-quinone.

Oxidative deamination of benzylamine by electrogenerated quinonoid systems as mimics of amine oxidoreductases cofactors

The reactions of a new type of quinonoid system with benzylamine have been investigated in methanol in order to mimic the reactions occurring in the course of the enzymatic oxidation of amines by quinone cofactors. Under strictly anaerobic conditions, unstable quinonoid species 1OX-4OX have been selectively electrogenerated using anodic-controlled potential electrolysis. Thus, we have demonstrated that 3,4-quinone 1OX is incapable of deaminating benzylamine, while 3,4-iminoquinone species 3OX and 4OX act as efficient catalysts for the autorecycling oxidation of benzylamine: the reaction efficiency reached 64 turnovers. Additional mechanistic investigations reveal that the oxidation of benzylamine by our quinonoid model cofactors proceeds unambiguously via a transamination mechanism, as suggested for many enzymatic systems.

Synthesis of novel orthoalkylaminophenol derivatives as potent neuroprotective agents in vitro.

A series of orthoalkylaminophenol derivatives was synthesized and tested in vitro with respect to their neuroprotective effect. Some of these compounds exhibited a potent antioxidant activity close to that of standard α-tocopherol.

Further insight into the reaction of electrogenerated 0-quinone with amino-alcohols and amines. Products and mechanism

Using 2,3,4-trihydroxybenzophenone as the starting material, the reaction of the electrogenerated 3,4-quinone with amino-alcohols and amines HC(R1,R2)-NH2 is suggested to proceed via an ionic mechanism that would involve a C(3) aminated carbinolamine intermediate and would afford, after dehydration, a 3,4-iminoquinone species. The subsequent step would consist either of a transamination reaction, or of the formation of a spiro aminoketal species (when using amino-alcohols as the substrate), or of a redox cycling reaction allowing the isolation of 3,4-alkylaminophenol derivatives.