3－芳基－1（2H，4H）－吖啶酮衍生物的合成及其镇痛作用

３－芳基－１（２Ｈ，４Ｈ）－吖啶酮衍生物的合成及其镇痛作用韩光范，魏永慧，尹荣王进军姜贵吉（吉林医学院检验系吉林１３２００１）（吉林化工学院精细化工系吉林）（延边大学化学系延吉）关键词吖啶酮衍生物，合成，镇痛作用吖啶及吖啶酮类化合物具有抗疟、抗菌、抗...     

Synthesis of Derivatives of 3-Cyano-6-methyl-5-phenylcarbamoylpyridine-2(1H)-thione and 3-Cyano-6-methyl-5-phenyl-carbamoylpyridine-2(1H)-selenone

The reaction of ethoxymethylenacetylacetanilide with cyanothioacetamide or cyanoselenoacetamide in the presence of N-methylmorpholine and alkylating agents gave substituted 2-alkylthio- and 2-alkylselenopyridines and thieno[2,3-b]pyridines.     

Synthesis of 3-cyano-3-ethoxycarbonyl-4-methyl-6-phenylpyridine-2(1H)-thione and its alkylation

The condensation of acetaldehyde with cyanothioacetamide and ethyl benzoylacetate in the presence of N-methylmorpholine leads to the formation of 3-cyano-5-ethoxycarbonyl-4-methyl-6-phenylpyridine-2(1H)-thione. Alkylation of the last afforded the corresponding substituted 2-alkythiopyridines.T. G. Shevchenko Lugansk State Pedagogical Institute, Lugansk 348011, Ukraine. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences (RAN),Moscow 117913, Russia.Translated from Khimiya Geterotsklicheskh Soedinenii, No. 12, pp. 1645–1646, December, 1999.     

Synthesis and structure of 6-amino-3,5-dicyano-4-heptylpyridine-2(1H)-thione

Condensation of caprylic aldehyde with cyanothioacetamide taken in a ratio of 1:2 affords 6-amino-3,5-dicyano-4-heptylpyridine-2(1H)-thione. The structure of the thione was studied by X-ray structural analysis. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 196–198, January, 1997.     

Synthesis of N-Substituted Derivatives of 2-(4-Amino-2-methyl-1H-indol-3-yl)- and 2-(6-Amino-2-methyl-1H-indol-3-yl)acetic Acids

A method was developed for the production of indole compounds containing an amino group at positions 4 and 6 of the benzene ring on the basis of the indolization of the 3-acetylaminophenylhydrazone of ethyl levulinate. A series of derivatives of 2-(4-amino-2-methyl-1H-indol-3-yl)- and 2-(6-amino-2-methyl-1H-indol-3-yl)acetic acids at the 4- and 6-amino group were synthesized.     

Synthesis of 2-Amino-4-aryl-3-cyano-4H-pyrano and 2-Amino-3-cyanothieno Derivatives of Cyclopentanonopimaric Acid

Condensation of cyclopentanonopimaric acid with malononitrile in the presence of p-methoxybenzaldehyde or elemental sulfur gave the corresponding fused 2-amino-3-cyano-4-(4-methoxyphenyl)-4H-pyrano and 2-amino-3-cyanothieno derivatives.     

Synthesis and transformations of 6-amino-3,5-dicyano-4ethylpyridine-2(1H)-thione

The condensation of propionaldehyde with cyanothioacetamide gives 6-amino-3,5-dicyano-4-ethylpyridine-2(1H)-thione, which was used to obtain substituted 2-alkylthiopyridines, 2-ethylthio-6- ethylaminopyridine, and pyrazolo[3,4-b]pyridine.T. G. Shevchenko Lugansk State Pedagogical Institute, 348011 Lugansk. N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Science, 117913 Moscow. Translated from Khimiya Geterotsklicheskikh Soedinenii, No. 8, pp. 1094–1098, August, 1996. Original article submitted March 4, 1996; revision submitted July 1, 1996.     

Synthesis of 4-Hydroxy- and 4-Amino-2-Methyl-3-(2-Methylindol-3-Yl)methylquinolines and Their 6- and 8-Substituted Derivatives

A method has been developed for the synthesis of substituted 4-hydroxy- and 4-amino-2-methyl-3-(2-methylindol-3-yl)methylquinolines by treating the corresponding 4-hydroxy(chloro)-2-methyl-3-(3-oxobutyl)quinolines with phenylhydrazine hydrochloride. It was found that nucleophilic substitution occurred in the case of the 4-chloroquinolines together with subsequent rearrangement to give the 4-amino derivatives. The thiosemicarbazones of the corresponding 4-hydroxy-2-methyl-3-(3-oxobutyl)quinolines were also obtained.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 554–557, April, 2005.     

The Synthesis and Characterization of 2-Amino-3-methylpyridinium Dihydrogenmonophosphate: (C6H9N2)H2PO4

A new crystal of 2-amino-3-methylpyridinium dihydrogenmonophosphate has been prepared and characterized by X-ray crystallography, thermal analysis, and impedance and NMR spectroscopies. This compound crystallizes in the triclinic space group P with a = 7.343(2) Å, b = 7.987(2) Å, c = 8.116(4) Å, α = 77,62(3)°, β = 77,74(3)°, γ = 87,03(2)°, V = 454.3 (3)ų, and Z = 2. The crystal structure was solved and refined to R = 0.030 with 1602 independent reflections. The atomic arrangement can be described as (H₂PO₄ ^?)_n polymeric chains anchoring the 2-amino-3-methylpyridinium cations through short hydrogen bonds. All ring atoms of the organic entity are coplanar. The exocyclic N atom is an electron receiving center, which is consistent with features of imino resonance evidenced by bond lengths and angles. Solid state ³¹P, ¹³C, and ¹⁵N CP-MAS-NMR spectroscopies are in agreement with the X-ray structure. Ab initio calculations allow the attribution of carbons and nitrogen to the independent crystallographic sites.     

5-二乙氨甲基-6-甲基嘧啶-2,4-二酮的合成及抗炎活性

经由6-甲基嘧啶-2,4-二酮(6-甲基尿嘧啶)在无水乙醇中与甲醛和二乙胺反应,得到5-二乙氨甲基-6-甲基嘧啶-2,4-二酮;研究了影响反应收率的各种因素;利用质谱和核磁共振谱对产品进行了结构鉴定;同时利用小鼠耳肿胀试验测定了产物的抗炎活性.结果表明,所制备的5-二乙氨甲基-6-甲基嘧啶-2,4-二酮具有显著的抗炎活性.     

Synthesis and properties of 5-acetyl-3-cyano-4-isobutyl-6-methyl-3,4-dihydropyridine-2(1H)-thione

Condensation of isovaleric aldehyde with cyanothioacetamide and acetylacetone or its enamine produces 5-acetyl-3-cyano-4-isobutyl-6-methyl-3,4-dihydropyridine-2(1H)-thione, from which 5-acetyl-3-cyano-4-isobutyl-6-methylpyridine-2(1H)-thione and the corresponding substituted 2-alkylthio-1,4-dihydropyridines are prepared. T. G. Shevchenko Lugansk State Pedagogical Institute, Lugansk 348011, Ukraine; e-mail: kgb@lgpi.lugansk.ua; N. D. Zelinskii Institute of Organic Chemistry of the Russian Academy of Sciences, Moscow 117913, Russia; Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 516–519, April, 1999.     

Bis-arylsulfonamide Derivatives of 2-Amino-5(6)-(4-aminophenylthio)benzimidazole

Three different procedures have been developed for the preparation of bis-arylsulfonamide derivatives of 2-amino-5(6)-(4-aminophenylthio)benzimidazole, and biological activity of the products have been studied.     

3-Amino-4-aryl-1(2H)-isoquinolones

3-Amino-4-aryl-1(2H)-isoquinolones have been synthesized by treating 2-halobenzamides with arylacetonitriles. The angle of rotation of the 4-phenyl grop has been determined.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 378–380, March, 1991.     

Synthesis of 4-Amino-6-phenyl-3-thioxo-2,3-dihydro-1,2,4-triazine-5(4H)-one

Russian Journal of General Chemistry -     

KF-Al2O3催化下2-氨基-6-甲基-4-芳基-1,3-二氰基苯衍生物的合成

以芳醛、丙二腈和丙酮为底物, 乙醇为溶剂, 在70 ℃以KF/Al2O3催化合成了一系列的2-氨基-6-甲基-4-芳基-1,3-二氰基苯衍生物, 产物的结构通过IR, 1H NMR和元素分析确证.