ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
It was reported that IH-l,2-diazaphenalene system is highly susceptible to donating one electron under the action of electron-deficient chemical agents [ 1]. This circumstance allows us to expect manifestations of antioxidant activity in diazaphenalene (DAP) derivatives. The higher the electrondonor properties of a given DAP, the more pronounced must be the antioxidant activity of this compound.DAP reported in the literature include 3-alkyl-and 3-aryl-substituted compounds [2,3]. We may expect that the appearance of an amino group in position 3 would markedly increase the electron-donor ability of DAP.The purpose of this work was to synthesize 3-amino derivatives of DAP and study their antioxidant properties.We have developed a new pathway for the synthesis of the target compounds, which consists in obtaining the N,Ndisubstituted amides ofper/-hydroxynaphthoic acid (II) via a reaction between naphtholactone (I) with secondary amines, leading to the sequential conversion of amides II into naphtho [b,c]furylium salts (III), amidrazones (IV), and, eventually, aminodiazaphenalenes (V).The syntheses of amides II and naphtho [b,c]furylium salts (III) were described elsewhere [4]. It should be noted that amidrazones IV cannot be obtained directly (i.e., via the reaction between amides II and hydrazine) because of the weak electrophilic properties of the amide carbonyl group.The target compounds V can be obtained either with or without isolation of amidrazones IV; in the latter case, the products are formed more smoothly.In order to provide for comparative pharmacological. analysis, we have synthesized, besides compound Va-Vc, an acenaphthene derivative (VI) described in [5] and a hydrochloride of the piperidine derivative (Va-HCI).
Reaktionen des 1‐Ammonio‐5‐ethoxy‐naphthalinperchlorats (I) mit Säureanhydriden in Gegenwart von 72proz. HClO4 liefern die Perchlorate (III), aus denen sich mit ethanolischem KOH die schnell verharzenden freien Benzindole (IV) freisetzen lassen; analog werden die Perchlorate (VI) und (VIII) dargestellt.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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