Oxalylhydrazides as oxidation products of analgesic pyrazolinones
In contrast to antipyrine (1a) and isopropylantipyrine (1b) the amino-substituted pyrazolinones 4-aminoantipyrine (1d), 4-methylaminoantipyrine (1e), 4-isopropylaminoantipyrine (1f) and dipyrone (1g) as well as 4-hydroxyantipyrine (1e) can be cleaved into
Weber,Bresser
p. 152 - 155
(2007/10/03)
Reaction of 1O2 with 4-Amino-3-pyrazolin-5-ones
The title compounds 1a-d react with 1O2 in aqueous buffer (pH=7.4) to form the hydrazides 3a-d in nearly quantitative yields.The 1H- and 13C-nmr spectra of 3 indicate the presence of rotameric isomers at room temperature.Products 3 are investigated by means of mass spectrometry.
Ring Opening of 3(2H)-Pyrazolones by Oxidation with Periodate
In contrast to the aminopyrazolones 1 the pyrazolones 3 and 5 are stable against singlet oxygen.However, no difference is observed in reaction of the title compounds 1, 3 and 5 with sodium metaperiodate forming the oxidation products 2, 4 and 6, respectively.The (1)H- and (13)C-nmr-spectra of 4 as well as those of 2 are complex due to the existence of rotameric isomers at room temperature.
Weber, Horst,Wollenberg, Eva
p. 551 - 553
(2007/10/02)
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