3-(Thiazolidin-3-yl)rhodanines. A novel class of rhodanine derivatives

α-Bromoacetylaminorhodanines 1 were reacted with NH₄SCN yielding 3-(thiazolidin-3-yl)rhodanines 4 , a novel type of rhodanine derivatives bearing a uncommon N-N ring-connection.     

Synthesis of novel 3-(1,3-thiazol-2-yl)-7,8-dihydroquinoline-2,5(1H,6H)-diones

An efficient method for the synthesis of novel 3-(1,3-thiazol-2-yl)-7,8-dihydroquinoline-2,5(1H,6H)-diones from various 2-dimethylaminomethylidenecyclohexane-1,3-diones, (1,3-thiazol-2-yl)acetonitriles, and dimethylformamide dimethyl acetal was developed. These transformations proceeded through intermediate 2-[2-(4-aryl-1,3-thiazol-2-yl)-2-cyanoethenyl]-3-oxocyclohex-1-en-1-olates. They were isolated as piperidinium salts and used in further heterocyclization reactions with aromatic amines, giving novel 1-aryl-3-(1,3-thiazol-2-yl)-7,8-dihydroquinoline-2,5(1H,6H)-diones. These compounds were also obtained by preparative three-step “one pot” synthesis under controlled microwave irradiation. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 412–417, February, 2008.     

Synthesis and spectral properties of 3-(2-aryl-5-methyl-1,3-oxazol- 4-yl)-2-(2,5-dimethylthiophen-3-yl)cyclopent-2-en-1-ones

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Utilization of cyanoacetohydrazide and 2-(1,3-dioxoisoindolin-2-yl) acetyl chloride in the synthesis of some novel anti-proliferative heterocyclic compounds

Abstract

Owing to its high reactivity and commercial availability, 2-cyanoacetohydrazide can be utilized as a versatile and appropriate intermediate for synthesis of a broad variety of heterocyclic compounds. Thus, 2-cyanoacetohydrazide and 2-(1,3-dioxoisoindolin-2-yl) acetyl chloride were used as starting materials for construction of new heterocyclic compounds bearing 1,3-dioxoisoindoline moiety. The newly synthesized compounds were recognized by elemental analyses and spectral data (IR, ¹H-NMR, and ¹³C-NMR spectra). The synthesized compounds were screened for their anti-proliferative activity against two human epithelial cell lines; breast (MCF-7) and liver (HepG2) as well as to normal fibroblasts (WI-38). The data showed distinctly that compounds 1 and 12 presented promising in-vitro anti-proliferative activity against two cell lines (MCF-7 and HepG2) without harming normal fibroblasts.     

Synthesis of New {2-[3(4)-Nitrophenyl]-5-chloromethyl-1,3-dioxan-5-yl}methyl-4-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl) Benzoates

Russian Journal of General Chemistry - The reaction of 2-[3(4)-nitrophenyl]-5,5-dichloromethyl-1,3-dioxanes with potassium 4-aminobenzoate in dimethylformamide gave...     

1-(2-螺二芴)-3,4-二[3-(2,5-二甲基呋喃)-2,5-二氢吡咯的合成及光致变色性质的研究

将螺二芴引入二芳基乙烯分子中,设计合成了一种新型的含螺二芴呋喃芳香杂环的二芳基乙烯光致变色分子7a.用FT-IR,NMR,MS和元素分析进行结构表征;研究了7a在正己烷溶液和乙腈溶液中的光致变色反应,结果表明7a在两种溶剂中均具有良好的光致变色性能.并且7a在正己烷溶液中变色速率和转化率比在乙腈溶液中大.还研究了7a光致变色过程中荧光光谱的变化,发现关环反应后荧光被淬灭,并且7a的荧光发射峰在极性溶剂中有很大的蓝移.研究了开环态7a,关环态7b的热稳定性,发现7a的热失重温度比未用螺二芴修饰的8a提高了100℃.7b的热稳定性也比8b高.     

New derivatives of N-vinyltriazoles: 1,3-diaryl-3-(1H-1,2,4-triazol-1-yl)-2-propen-1-ones

We have synthesized previously unknown N-vinyltriazoles:1,3-diaryl-3-(1H-1,2,4-triazol-1-yl)-2 propen-1-ones. We discuss a hypothesis for a probable reaction mechanism. Institute of Chemistry, Academy of Sciences of the Moldavian Republic, Kishinev 277028. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 910–914, July, 1995. Original article submitted March 24, 1995.     

Synthesis and structure of 5,7-diisopropyl-2-(quinolin-2-yl)-1,3-tropolone derivatives

Russian Chemical Bulletin - A synthetic procedure towards 4,6-diisopropyl-3-nitro-1,2-benzoquinone was elaborated. Based on this benzoquinone, a series of novel...     

Determination of the thalidomide analogues 2-(2,6-dioxopiperidine-3-yl)phthalimidine (EM 12), 2-(2,6-dioxopiperidine-4-yl)phthalimidine (EM 16) and their metabolites in biological samples

A rapid and sensitive method for quantitative analysis of the thalidomide analogues EM 12 and EM 16 and their metabolites has been developed. Following an optional extraction, samples were analysed by reversed-phase high-performance liquid chromatography with ion depression. The recovery of the extraction procedures was 65-80%. The method has been applied to pharmacokinetic studies in small laboratory animals and in vitro model experiments.     

Synthesis,Characterization, and Antioxidant Properties of Novel 1-(4-Aryl-1,3-thiazol-2-yl)-2-{[1-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methylidene}hydrazines

Russian Journal of Organic Chemistry - A series of novel 1-(4-aryl-1,3-thiazol-2-yl)-2-{[1-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyli­dene}hydrazines were synthesized and properly...