90828-05-0Relevant articles and documents
High Oxidizing Activity of 3,10-Dimethyl-8-azaisoalloxazine (8-Azaflavin) and its Synthetic Application as a Turnover Redox Catalyst under Aerobic Conditions
Yano, Yumihiko,Ohshima, Masashi,Yatsu, Isao,Sutoh, Susumu,Vasquez, Rafael E.,et al.
, p. 753 - 758 (2007/10/02)
8-Azaflavin (1) has been synthesized, and its oxidizing activity has been examined kinetically for the oxidation of N-benzyl-1,4-dihydronicotinamide (BNAH), thiols, and nitroalkanes in aqueous solution under anaerobic conditions, by means of a comparison with 3,10-dimethylisoalloxazine (2).It was found that (1) is much more reactive than (2), 41-fold for BNAH, and 1E4-1E6-fold for thiols; (1) can be used as a turnover oxidation-reduction catalyst for disulphide and aldehyde syntheses in aqueous solution under aerobic conditions.The hydrolysis of (1) and the reducing activity of the reduced (1) have been briefly examined.
Substituent and Steric Effects of Flavin Models in the Reactions of N-Benzyl-1,4-dihydronicotinamide, Butane-1,4-dithiol, Phenylhydrazine, and Nitroethane
Yano, Yumihiko,Nakazato, Michiaki,Ohya, Eiichi
, p. 77 - 82 (2007/10/02)
Reactivities of 3-methyl-10-phenyl-8-substituted-, 3-methyl-10-(p-substituted phenyl)-, and 3,6-dimethyl-10-phenylisoalloxazines have been kinetically investigated for oxidations of N-benzyl-1,4-dihydronicotinamide, HS(CH2)4SH, PhNHNH2, and EtNO2 in EtOH containing diazabicycloundecence as a base or in aqueous solution under anaerobic conditions.Substituent effects and the steric hindrance of the 6-methyl group are discussed in connection with the reaction mechanisms.