Substituted amides and hydrazides of maleic acid

Козьминых, В. О.; Kolla, Venkatadri; Shelenkova, S. A.; Syropyatov, B. Ya.; Drovosekova, L. P.; Semenova, Z. N.

doi:10.1007/bf00772855

Cited by 3 publications

(8 citation statements)

References 6 publications

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“…The anticonvulsire activity of other hydroxyindoles, such as 3-hydrazone isatin [49], is explained by the presence of a hydrazone pharmacophore ~ent [49,50]. Finally, it should be noted that, according to the published data, the 3-substituted 2-indolones HI and IV are mediumtoxicity compounds with LDso above 400 mg/kg [11,12].…”

Section: Oh VImentioning

confidence: 96%

Synthesis and biological activity of substituted 3-acylmethylene and 3-hydroxy-2-indolones

et al. 1997

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As is known, 3-acylrnethylene-2-indolones may serve as initial compounds for obtaining various 3-spiro derivatives of hydroxyindole by the Diels -Alder reaction with alkadienes [I, 2]. Analogous compounds with close structures-3-spiroindolones-are formed by the Michael reaction of 3-acylmethylene-2-indolones with various CH-activated carbonyl compounds [3,4] and enamines [5], and by condensation with binucleophiles such as thiourea, phenylthiourea [6], and hydrazine hydrate [4,7]. 3-Benzoylmethylene hydroxyindoles are used as dipolarophiles in reactions with 1,3-dipolesazomethinilides [8,9]. Also described were the reactions of heterocyelization of 3-acylmethylene-2-indolones under the action of hydrazine and phenyllaydrazine [4, 7, I 0] and recyclization of 3-aroylmethylene-2-indolones in an acid medium into derivatives of 2-arylcinchoninic acids [11,12] possessLag antiviral activity [11]. However, the lack of convenient preparative methods for the synthesis of some 3-aeylmethylene-2-indolones (e.g., those having 3-alldoxycarbonyl ~ents) renders this class of compounds difficultty accessible [2, 5, 13 -15].F~entary evidence of the antibacterial [3,16], insecticide [16], antiviral [11], and anticonvulsive [17][18][19][20][21] activity of 3-methylene-2-indolones and their precursors-3-hydroxy-2-indolones [12], and the data on the use of these compounds in the synthesis of tryptamine, serotonin [22,23] and biolo#cally active polymethine dyes [24] stimulated further search for the biolo#cally active compounds among the 3-substituted hydroxyindoles [16,25].It was reported that some 3-methylene-2-indolones can be obtained by the Wittig reaction between isatins and methylenetriphenylphosphoranes [5,13,15,22,26,27]. Judgflag from the published data, the olefmation has a re#ospecific character, leading to the formation of (E)-isomers of 3-methylene hydroxyindoles [5,13], rather than re#oi-someric 2-methyleneindoxyls. In the previous paper we suggested a short quantum-chemical justification for the formation ofhydroxyindoles substituted in position 3 by the Wittig reaction [28].

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Section: Oh VImentioning

confidence: 96%

Synthesis and biological activity of substituted 3-acylmethylene and 3-hydroxy-2-indolones

et al. 1997

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“…The reactions are performed under mild conditions and leads -usually with a high or at least a quantitative yield -to the formation of compounds I -III [3,20,35,38].…”

Section: Synthesis Of Amides and Hydrazides Of 14-dicarboxylic Acidsmentioning

confidence: 99%

“…It was also reported [46] that unstable maleic acid monohydride (IIb, R 1 = R 2 = H; X = NH 2 ) was isolated as an intermediate product. Unfortunately, this pathway does not lead to other ylidenehydrazides of unsaturated dicarboxylic acids, although they can be readily obtained using reactions between hydrazones of aldehydes and ketones with anhydrides of the corresponding acids [35,47].…”

Section: Synthesis Of Amides and Hydrazides Of 14-dicarboxylic Acidsmentioning

confidence: 99%

Synthesis and biological activity of substituted amides and hydrazides of 1,4-dicarboxylic acids (a review)

Козьминых

2006

Pharm Chem J

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A review on the synthesis and biological activity of substituted amides, ylidenehydrazides, and acylhydrazides of 1,4-dicarboxylic (succinic, maleic, citraconic, fumaric, and phthalic) acids and their derivatives is presented. The well-known and recent data on the preparation of amides and hydrazides of dicarboxylic acids used in the synthesis of these biologically active compounds are summarized. Detailed information on the biological activity of amides and hydrazides of dicarboxylic acids and their derivatives (salts, esters, amides, and hydrazides) is provided. 8 0091-150X/06/4001-0008

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“…[10][11][12][13][14] Abdalla and Said 15 have also reported thermal studies on Co (II), Ni (II) and Cu (II) Ternary coordination Complexes of N-(2-acetamido) iminodiacetic acid and imid-azoles. anti-viral, bacterio-static and anti-oxidative activity.…”

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confidence: 99%

“…anti-viral, bacterio-static and anti-oxidative activity. 16,17 It is well established that many transition metals 18,19 and rare earth metals 20 amino acids complexes have considerable biological activity, such as antitumor properties. Although transition metal complexes of N-((benzoyl-amino)-thioxo-methyl)glycine 21,22 and rare earth metals 23 have been prepared.…”

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confidence: 99%

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2016

IJPSR

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Substituted amides and hydrazides of maleic acid

Cited by 3 publications

References 6 publications

Synthesis and biological activity of substituted 3-acylmethylene and 3-hydroxy-2-indolones

Synthesis and biological activity of substituted 3-acylmethylene and 3-hydroxy-2-indolones

Synthesis and biological activity of substituted amides and hydrazides of 1,4-dicarboxylic acids (a review)

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