641-33-8Relevant academic research and scientific papers
Regioselective cleavage reaction of the aromatic methylenedioxy ring. VI. Synthesis of phenothiazine analogues by using the cleavage reaction with sodium methoxide-thiols in dimethyl sulfoxide and evaluation of their biological activities
Imakura,Konishi,Uchida,Sakurai,Kobayashi,Haruno,Tajima,Yamashita
, p. 500 - 511 (2007/10/02)
The reactions of aromatic methylenedioxy compounds containing electron- withdrawing groups with sodium methoxide-thiols in dimethyl sulfoxide gave 3- and 4-hydroxybenzene derivatives in good yield by regioselective attack of the thiolate ions on the methylenedioxy ring. The formation mechanism and the reactivity of thiolate ions in the cleavage reaction of the methylenedioxy ring are discussed. Various biologically active compounds, 32a, 32d, 36b, 38h, 41b and 44-47, were prepared from the 4-hydroxybenzene derivatives and their Ca2+ antagonistic activities were evaluated. Among these compounds, 2-(2-bromophenylthiomethoxy)-10-(2-diethylaminoacetyl)-3-methoxyphenothiazi ne (46) showed the most potent Ca2+ antagonistic activity. Biological activity could be conveniently evaluated by measurement of the peak height of the vanadyl ion (+4 oxidation ion) signal produced by redox reaction between the phenothiazine derivatives and vanadate ion +5 oxidation ion) with ESR spectroscopy.
Phenothiazinealkaneamines for treatment of neurotoxic injury
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, (2008/06/13)
Compounds, compositions and methods of treatment are described to control brain damage associated with anoxia or ischemia which typically follows such conditions as stroke, cardiac arrest or perinatal asphyxia. The treatment includes administration of a phenothiazinealkaneamine compound as an antagonist to inhibit excitotoxic actions at major neuronal excitatory amino acid receptor sites. Compounds of most interest are those of the formula STR1 wherein each of R1 and R2 is hydrido; wherein each of R3 and R4 is independently selected from hydrido, methyl and ethyl; wherein each of R5 and R6 is independently selected from methyl, ethyl and n-propyl; wherein X is sulfur; wherein m is zero; and wherein n is two.
