Synthesis and Some Reactions of 4-Aroyl-3-Chloro-6-p-Tolylpyridazines

4-Aroyl-3-chloro-6-p-tolylpyridazines (3a &b) were prepared by the action of phosphorous oxychloride on (2). (3a &b) react with hydrazine hydrate to give the pyrazolinopyridazines (4a &b) and with hydroxylamine hydrochloride to give the isoxazolopyridazines (7a &b), respectively. (4b) was also synthesized by the action of phosphorous oxychloride on the hydrazone (5). The reaction of (3a &b) with primary amines in boiling ethanol gives (8a-e), while their reaction with primary aromatic amines in the presence of solvent gives the Schiff's bases (9a-c).     

1－芳酰基－3－（4－苯磺酰胺）硫脲类化合物的合成

以无水丙酮作溶剂，由芳酞基异硫氰酸酯与磺胺反应合成了一系列薪的１－芳酸基－３－（４－苯磺酰胺）硫脲。     

1—芳酰基—3—（4—苯磺酰胺）硫脲类化合物的合成

以无水丙酮作溶剂，由芳酰基异硫氰酸酯与左侧胺反应合成了一系列新的１－芳酰基－３－（４－苯磺酰胺）硫脲。     

新型2-取代苯甲酰基-5-烷基环戊酮的设计、合成与生物活性研究

为了发现具有良好生物活性的新型先导化合物,在综合多种高活性化合物结构特点的基础上,设计合成了一系列含苯甲酰基乙烯醇结构的2-取代苯甲酰基-5-烷基-环戊酮类化合物.以己二酸二乙酯为原料,经6步反应制得目标产物,其结构经IR,1H NMR,X射线及元素分析或高分辨质谱确证,并对该类化合物合成方法进行了探讨.初步生测结果表明,部分化合物对油菜表现出明显的抑制活性,在100μg/mL浓度下对油菜的抑制率达到60%以上.     

Synthesis and Chemistry of Phosphonic Derivatives

Abstract

The reaction of thionyl chloride with mixed diesters of the type RP(O)(OCH₂CH₂NR′₂)OR″ are discussed.     

Synthesis of (3-Aroyl-2-aryl-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)acetonitriles and Their Reaction with Hydrazine Hydrate

Russian Journal of Organic Chemistry - Three-component reaction of methyl 4-aryl-2,4-dioxobutanoates with aromatic aldehyde and 2-aminoacetonitrile sulfate in glacial acetic acid in the presence of...     

水中2,4,6-三芳基-3-芳酰基-4-羟基环己基-1,1-二甲腈的洁净合成

研究了十六烷基三乙基溴化铵(HTEAB)催化、水介质中, 查尔酮和丙二腈加热回流合成系列2,4,6-三芳基-3-芳酰基-4-羟基环己基-1,1-二甲腈化合物. 产物经¹H NMR, IR和元素分析进行了结构表征. 此方法具有反应条件温和、操作简便、产率较高、环境友好的优点.     

5,6-二氢-5-氧杂-1,3-二氮杂菲衍生物的合成

以2,3-二氢-3-氧代-1,3-苯并(c)-α-吡喃(1)为起始原料, 在氢化钠作用下, 通过与羰基α-氢的Claisen缩合反应, 得到3-乙酰基-2,3-二氢-3-氧代-1,3-苯并(c)-α-吡喃(2), 所得β-二酮与脲、硫脲和脒衍生物分别进行缩合关环, 生成5,6-二氢-5-氧杂-1,3-二氮杂菲衍生物3和4. 在相同的条件下, 吡喃酮1与草酸二乙酯进行缩合反应, 给出3-乙氧乙二酰 基-2,3-二氢-3-氧代-1,3-苯并(c)-α-吡喃(5), 选择3-氨基吡唑、2-氨基咪唑、3-氨基三唑、2-氨基苯并咪唑和3,5-二氨基吡唑-4-偶氮苯与5缩合, 分别环合成5,6-二氢-5-氧杂-1,3-二氮杂菲并和五元含氮杂环衍生物6～10. 所合成的新化合物均经核磁共振光谱、红外光谱及元素分析证明其结构.     

Synthesis,Biological Evaluation and Molecular Docking Studies of 5-Indolylmethylen-4-oxo-2-thioxothiazolidine Derivatives

Background: Infectious diseases represent a significant global strain on public health security and impact on socio-economic stability all over the world. The increasing resistance to the current antimicrobial treatment has resulted in the crucial need for the discovery and development of novel entities for the infectious treatment with different modes of action that could target both sensitive and resistant strains. Methods: Compounds were synthesized using the classical organic chemistry methods. Prediction of biological activity spectra was carried out using PASS and PASS-based web applications. Pharmacophore modeling in LigandScout software was used for quantitative modeling of the antibacterial activity. Antimicrobial activity was evaluated using the microdilution method. AutoDock 4.2^® software was used to elucidate probable bacterial and fungal molecular targets of the studied compounds. Results: All compounds exhibited better antibacterial potency than ampicillin against all bacteria tested. Three compounds were tested against resistant strains MRSA, P. aeruginosa and E. coli and were found to be more potent than MRSA than reference drugs. All compounds demonstrated a higher degree of antifungal activity than the reference drugs bifonazole (6–17-fold) and ketoconazole (13–52-fold). Three of the most active compounds could be considered for further development of the new, more potent antimicrobial agents. Conclusion: Compounds 5b (Z)-3-(3-hydroxyphenyl)-5-((1-methyl-1H-indol-3-yl)methylene)-2-thioxothiazolidin-4-one and 5g (Z)-3-[5-(1H-Indol-3-ylmethylene)-4-oxo-2-thioxo-thiazolidin-3-yl]-benzoic acid as well as 5h (Z)-3-(5-((5-methoxy-1H-indol-3-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)benzoic acid can be considered as lead compounds for further development of more potent and safe antibacterial and antifungal agents.     

微波辅助下N-酰胺基-2-(4-氧代-4H-色烯-3-基)噻唑-4-酮类衍生物的平行合成及其杀虫活性

利用微波辅助组合平行合成技术, 色酮酰腙类衍生物与巯基乙酸发生缩合反应, 成功地构建了N-酰胺基-2-(4-氧代-4H-色烯-3-基)噻唑-4-酮类化合物库. 与常规加热方法相比较, 反应时间由原来的8 h缩短至9 min, 且收率大大提高. 同时, 在250 μg/mL下, 检测了其杀虫活性, 初步生物测试结果表明部分化合物对红蜘蛛显示出良好的杀虫活性.     

Synthesis of 4-oxopyrimidinium and 4-oxo-1,4-dihydropyrimidines

The synthesis of N¹-substituted 4-pyrimidones is described. These compounds were prepared from their corresponding 4-oxopyrimidinium perchlorates or from a reaction of a primary amine with a N-acyl-β-ketoamide.     

1－芳酰基－3－烷基－6－羟基－6－芳基富烯的合成

１－芳酰基－３－烷基－６－羟基－６－芳基富烯的合成焦纶基,董育斌,马玉道（山东大学应用化学研究所,济南,２５０１００）关键词富烯,二茂铁,芳酰化,合成前文［１］曾报道过甲基锂、苯基锂与６,６－二烷基富烯加成物的芳酰化。为进一步探讨取代环戊二烯负离子的...     

Synthesis and Antimycobacterial Activity of New 2-Hydroxy-N-(3-oxo-1-thia-4-azaspiro[4.4]non-4-yl)/(3-oxo-1-thia-4-azaspiro[4.5]dec-4-yl)-2,2-diphenylacetamide Derivatives

Summary. 2-Hydroxy-2,2-diphenylacetohydrazide (2), cyclic ketones, and mercaptoalkanoic acids were converted into 2-hydroxy-N-(3-oxo-1-thia-4-azaspiro[4.4]non/[4.5]dec-4-yl)-2,2-diphenylacetamide derivatives (3, 4) in a one pot procedure. Compounds 3 and 4 were tested for in vitro antimycobacterial activity against M. tuberculosis H37Rv. The compounds were found to provide 0–86% inhibition of mycobacterial growth in the primary screen conducted at 6.25 μg/cm³.     

Chemistry of Substituted Quinolinones. Part II Synthesis of Novel 4-Pyrazolylquinolinone Derivatives

4-Hydrazino-1-methyl-2(1H)quinolinone (2) was treated with chlorophthalazine, nitrous acid, isothiocyanates and isatines, and also utilized as' a precursor for some new 4-pyrazolylquinolinones. Reaction of 2 with certain 3-acylquinolinones afforded quinolinylpyrazoloquinolinones and/or quinolinylpyrazolylquinolinones.     

Synthesis and mass spectrometry of 4-oxo-4,5,6,7-tetrahydroindole and 4-oxo-4,5,6,7-tetrahydrobenzofuran derivatives

We describe in this communication the synthesis and mass spectrometry of some l-aryl-2-phenyl-4-oxo-4,5,6,7-tetrahydroindole (IIIb, IVab-VIIIab, VIIIb, IXb) and 2-phenyl-4-oxo-4,5,6,7-tetrahydrobenzofuran derivatives (IIab). The fragmentations of these compounds are characterized by selectivity and the absence of any primary fragmentations involving substituents of the aryl rings. It is suggested that positive charges of the molecular ions of compounds II? IX are localized in the region of the carbonyl group and the conjugated double bond of the heterocycle.     

Synthesis and Characterization of Novel 4-Methyl-3-isoxazolidinone Derivatives

IntroductionSulfonylureas, as inhibitors of acetohydroxyacidsynthase(AHAS), are a class of herbicides that areused for crop protection. They are used for lowconcen-tration ranges(10—100 g of active ingredient/ha) andare advanced herbicides used in agricu…     

Synthesis and Binding Activity of 3- and 4-Deoxy-N-Acetyl-Galactosamine Derivatives

ABSTRACT

Allyl 3- and 4-deoxy-N-acetyl-β-D-galactosaminides were synthesized from galactosamine and glucosamine, respectively. Using inhibition assay, we found that neither the 3-deoxy nor the 4-deoxy derivative had any binding affinity to the Gal/GalNAc lectins of rabbit and rat liver at the highest concentration tested (40 mM), indicating that the absence of either 3- or 4-hydroxyl group of N-acetyl-galactosamine (GalNAc) caused a decreace in afffinity of at least 100-fold. Therefore, both 3- and 4-hydroxyl groups of GalNAc are required for the binding to the mammalian hepatic lectins.     

Synthesis and Antimycobacterial Activity of New 2-Hydroxy- N -(3-oxo-1-thia-4-azaspiro[4.4]non-4-yl)/(3-oxo-1-thia-4-azaspiro[4.5]dec-4-yl)-2,2-diphenylacetamide Derivatives

2-Hydroxy-2,2-diphenylacetohydrazide (2), cyclic ketones, and mercaptoalkanoic acids were converted into 2-hydroxy-N-(3-oxo-1-thia-4-azaspiro[4.4]non/[4.5]dec-4-yl)-2,2-diphenylacetamide derivatives (3, 4) in a one pot procedure. Compounds 3 and 4 were tested for in vitro antimycobacterial activity against M. tuberculosis H37Rv. The compounds were found to provide 0–86% inhibition of mycobacterial growth in the primary screen conducted at 6.25 μg/cm³.     

Synthesis of substituted 4-oxo-2-thioxo-1,2,3,4-tetrahydroquinazolines and 4-oxo-3,4-dihydroquinazoline-2-thioles

We have developed a liquid-phase synthesis of combinatorial libraries of new disubstituted 4-oxo-2-thioxo-1,2,3,4-tetrahydroquinazolines and trisubstituted 4-oxo-3,4-dihydroquinazoline-2-thioles. The former were prepared using two general procedures: (i) cyclization of substituted methyl anthranilates with isothiocyanates, or (ii) cyclization of substituted 2-(methylcarboxy)benzeneisothiocyanates with primary amines or hydrazines. 4-Oxo-3,4-dihydroquinazoline-2-thioles were prepared by S-alkylation of disubstituted 4-oxo-2-thioxo-1,2,3,4-tetrahydroquinazolines with alkyl or aryl halides. The hydrolysis of methyl benzimidazo[1,2-c]quinazoline-6(5H)-thione-3-carboxylate led to the corresponding acid. This acid was utilized in the synthesis of new benzimidazo[1,2-c]quinazoline-6(5H)-thione-3-carboxamide and S-substituted 6-mecaptobenzimidazo[1,2-c]quinazoline-3-carboxamide libraries.     

1-芳基-3-(3-(4-氧香豆素基)苯基)硫脲衍生物的合成及抑菌活性

为了筛选出具有较高抑菌活性的含香豆素的硫脲类衍生物,本文以4-羟基香豆素为原料,经氯化、醚化、异硫氰酸化和加成反应合成了一系列1-芳基-3-(3-(4-氧香豆素基)苯基)硫脲衍生物,其结构经红外光谱(IR)、核磁共振谱(NMR)和质谱(MS)等技术手段进行了表征。结果表明,目标化合物对水稻白叶枯菌和柑橘溃疡菌均具有较好的抑制活性。其中化合物4k、4l、4m和4n抑制水稻白叶枯菌活性EC_(50)值分别为137.42、131.05、129.23和117.43 mg/L,优于对照药剂噻菌铜的活性(195.24 mg/L);化合物4k、4l、4m和4n抑制柑橘溃疡菌活性EC_(50)值分别为97.02、94.31、102.28和90.52 mg/L,优于噻菌铜的活性(120.25 mg/L)。