Synthesis of 5,5-(ethane-1,2-diyl)bis(3-((5-bromo-6-methyl-2-tertiaryaminopyrimidin-4-yl)thio)-4H-1,2,4-triazol-4-amines) and Their Novel bis-cyclized Products, 1,2-bis(pyrimido[5,4e][1,2,4] triazolo[3,4-b][1,3,4]thiadiazin-3-yl)ethane, as Potential Inhibitors of 15-Lipoxygenase

Asghari Tayebe; Bakavoli Mehdi; Eshghi Hossein; Saberi Sattar; Ebrahimpour Zahra

首页> 外文期刊>Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry >Synthesis of 5,5-(ethane-1,2-diyl)bis(3-((5-bromo-6-methyl-2-tertiaryaminopyrimidin-4-yl)thio)-4H-1,2,4-triazol-4-amines) and Their Novel bis-cyclized Products, 1,2-bis(pyrimido[5,4e][1,2,4] triazolo[3,4-b][1,3,4]thiadiazin-3-yl)ethane, as Potential Inhibitors of 15-Lipoxygenase

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Synthesis of 5,5-(ethane-1,2-diyl)bis(3-((5-bromo-6-methyl-2-tertiaryaminopyrimidin-4-yl)thio)-4H-1,2,4-triazol-4-amines) and Their Novel bis-cyclized Products, 1,2-bis(pyrimido[5,4e][1,2,4] triazolo[3,4-b][1,3,4]thiadiazin-3-yl)ethane, as Potential Inhibitors of 15-Lipoxygenase

机译：5,5-（乙烷-1,2-二基）双（3-（（5-溴-6-甲基-2-叔氨基氨基嘧啶-4-基）硫基）-4H-1,2,4-三唑- 4-胺）及其新型双环产物1,2-双（嘧啶[5,4e] [1,2,4]三唑[3,4-b] [1,3,4]噻二嗪-3-基）乙烷，可能是15-Lipoxygenase的抑制剂

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Several new derivatives of 5,5-(ethane-1,2-diyl)bis(3-((5-bromo-6-methyl-2-tertiaryamino pyrimidin-4-yl)thio)-4H-1,2,4-triazol-4-amine) (4a, 4b, 4c, 4d, 4e, 4f) and their novel cyclized products, 1,2-bis(pyrimido[5,4-e][1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)ethane (5a, 5b, 5c, 5d, 5e, 5f) were synthesized and evaluated as potential inhibitors of 15-lipoxygenase (15-LO). The compounds 4c (1-methylpiperazine) and 4d (1-ethylpiperazine) showed the best IC50 of 15-LO inhibition (IC50=4.15 and 2.9M, respectively).

机译：5,5-（乙烷-1,2-二基）双（3-（（5-溴-6-甲基-2-叔氨基氨基嘧啶-4-基）硫基）-4H-1,2,4的几种新衍生物-triazol-4-amine）（4a，4b，4c，4d，4e，4f）及其新型环化产物1,2-双（嘧啶[5,4-e] [1,2,4]三唑[3]合成了4-4-b] [1,3,4]噻二嗪-3-基）乙烷（5a，5b，5c，5d，5e，5f），并将其评估为15-脂氧合酶（15-LO）的潜在抑制剂。化合物4c（1-甲基哌嗪）和4d（1-乙基哌嗪）显示出15-LO抑制的最佳IC50（分别为IC50 = 4.15和2.9M）。

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来源
《Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry》 |2016年第2期|共5页
作者
Asghari Tayebe; Bakavoli Mehdi; Eshghi Hossein; Saberi Sattar; Ebrahimpour Zahra;
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正文语种 eng
中图分类有机化学;
关键词
triazoles; 15-Lipoxygenase inhibitor; bis-heterocyclic; 1; 2-bispyrimidotriazolothiadiazinethane;

机译：三唑;15-脂氧合酶抑制剂;双杂环;1;2-双嘧啶三唑并噻二嗪乙烷;

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1. Synthesis of 5,5-(ethane-1,2-diyl)bis(3-((5-bromo-6-methyl-2-tertiaryaminopyrimidin-4-yl)thio)-4H-1,2,4-triazol-4-amines) and Their Novel bis-cyclized Products, 1,2-bis(pyrimido[5,4e][1,2,4] triazolo[3,4-b][1,3,4]thiadiazin-3-yl)ethane, as Potential Inhibitors of 15-Lipoxygenase [J] . Asghari Tayebe, Bakavoli Mehdi, Eshghi Hossein, Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry . 2016,第2期

机译：5,5-（乙烷-1,2-二基）双（3-（（5-溴-6-甲基-2-叔氨基氨基嘧啶-4-基）硫基）-4H-1,2,4-三唑- 4-胺）及其新型双环产物1,2-双（嘧啶[5,4e] [1,2,4]三唑[3,4-b] [1,3,4]噻二嗪-3-基）乙烷，可能是15-Lipoxygenase的抑制剂
2. NOVEL ONE-POT MULTICOMPONENT SYNTHESIS OF SUBSTITUTED 2,3-DIHYDRO-2-(6-(4-HYDROXY-6-METHYL-2-OXO-2H-PYRAN-3-YL)-7H-[1,2,4]TRIAZOLO[3,4-b][1,3,4]THIADIAZIN-3-YL)PHTHALAZINE-1,4-DIONES AND SUBSTITUTED 3-[3-(N'-BENZYLIDENE-HYDRAZINO)-7H-[1,2,4] TRIAZOLO[3,4-b][1,3,4]THIADIAZIN-6-YL]-4-HYDROXY-6-METHYL-PYRAN-2-ONES [J] . Bade Thirupaiah, Rajeswar Rao Vedula Synthetic Communications . 2014,第4a6期

机译：取代的2,3-二氢-2-（6-（4-羟基-6-甲基-2-氧-2-氧-2H-吡喃-3-基）-7H- [1,2,4]的新颖一锅多组分合成TRIAZOLO [3,4-b] [1,3,4]噻二嗪-3-基）酞嗪-1,4-二酮和取代的3- [3-（N'-苄基-肼基）-7H- [1,2 ，4] TRIAZOLO [3,4-b] [1,3,4]噻二嗪-6-YL] -4-羟基-6-甲基-吡喃-2-酮
3. Synthesis and Antimicrobial Activity of Bis[4-methoxy-3-(6-aryl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)phenyl]methanes and Bis[(triazolo[3,4-b]thiadiazepin-3-yl)phenyl]methanes [J] . Srinivas Avula Acta Chimica Slovenica . 2016,第1期

机译：双[4-甲氧基-3-（6-芳基-7H- [1,2,4]三唑并[3,4-b] [1,3,4]噻二嗪-3-基）苯基的合成及抑菌活性甲烷和双[（三唑并[3,4-b]噻二氮杂-3-基）苯基]甲烷
4. Synthesis, thermal transformations, and mass spectrometric fragmentation of 4,4'-[1,2-bis(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)ethane-1,2-diyl]- bis(5-methyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one) [O] . Azev, Yu. A., Kovalev, I. S., Mekhaev, A. V., 2013

机译：4,4'-[1,2-双（5-羟基-3-甲基-1-苯基-1H-吡唑-4-基）乙烷-1,2-二基]的合成，热转化和质谱裂解-双（5-甲基-2-苯基-1,2-二氢-3H-吡唑-3-酮）

Synthesis of 5,5-(ethane-1,2-diyl)bis(3-((5-bromo-6-methyl-2-tertiaryaminopyrimidin-4-yl)thio)-4H-1,2,4-triazol-4-amines) and Their Novel bis-cyclized Products, 1,2-bis(pyrimido[5,4e][1,2,4] triazolo[3,4-b][1,3,4]thiadiazin-3-yl)ethane, as Potential Inhibitors of 15-Lipoxygenase

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