N-(p-acetylphenyl)-3-amino-4,6-dimethylthieno[2,3-b]pyridine-2-carboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(p-acetylphenyl)-3-amino-4,6-dimethylthieno[2,3-b]pyridine-2-carboxamide
• 英文别名: N-(4-acetylphenyl)-3-amino-4,6-dimethylthieno-[2,3-b]pyridine-2-carboxamide；3-amino-4,6-dimethylthieno[2,3-b]pyridine-2-carboxylic acid (4-acetylphenyl)amide；N-(4-Acetylphenyl)-3-amino-4,6-dimethylthieno[2,3-b]pyridine-2-carboxamide
• 化学式: C₁₈H₁₇N₃O₂S
• mdl: MFCD01809321
• 分子量: 339.418
• InChiKey: BUZQLKXFKWGWSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-cyano-2-cyclohexylidenethioacetamide 在 氢氧化钾 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 N-(p-acetylphenyl)-3-amino-4,6-dimethylthieno[2,3-b]pyridine-2-carboxamide
  参考文献：
  名称：

  Synthesis of Substituted 1,3-Cyclohexadienes, Pyridine-2(1H)-thiones, and Thieno[2,3-d]pyrimidine- 4(3H)-thiones by the Michael Reaction

  摘要：

  Cyclopentylidene- and cyclohexylidene(cyano)acetamides reacted with malononitrile and cyano-(thioacetamide) according to the Michael pattern with exchange of the methylene components to give substituted 1-amino-2,6,6-tricyano-1,3-cyclohexadienes and thieno[2,3-d]pyrimidine-4(3H)-thiones. Condensation of cyclopentylidene- and cyclohexylidene(cyano)acetamide with 1,3-dicarbonyl compounds afforded 4,6-dimethyl-3-cyanopyridine-2(1H)-thione and morpholinium 4-methyl-6-oxo-3-cyano-1,6-dihydropyridine-2-thiolate which were converted into substituted 2-alkylsulfanylpyridines, thieno[2,3-b]pyridines, thiazolo[3,2-a]pyridine, and 2H-[1,3]thiazino[3,2-a]pyridine.

  DOI：

  10.1023/b:rujo.0000034978.81993.bd

文献信息

• One-Pot Synthesis of Thieno[2,3-b]pyridine and Pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine Derivatives
  作者：I. V. Dyachenko、V. D. Dyachenko、P. V. Dorovatovsky、V. N. Khrustalev、V. G. Nenajdenko

  DOI：10.1134/s1070428020060020

  日期：2020.6

  2,3-b]pyridines, 8′-ethyl-7′,9′-dimethyl-1′H-spiro[cyclohexane-1,2′-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin]-4′(3′H)-one, and 7,8,9-trimethylpyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4-amine have been synthesized by one-pot three-component condensation of 3-methyl(ethyl)pentane-2,4-diones with cyanothioacetamide and α-halocarbonyl compounds, cyclohexanone, or formamide. The structures of some of the

  摘要2-酰基-4,5,6-三烷基-3-氨基噻吩并[2,3- b ]吡啶，8'-乙基-7-'，9'-二甲基-1' ħ -螺[环己烷- 1,2' -吡啶并[3'，2'：4,5]噻吩并[3,2- d ]嘧啶] -4'（3' ħ） -酮，和7,8,9- trimethylpyrido [3'，2'：4， 5] thieno [3,2 - d ]嘧啶-4-胺是由3-甲基（乙基）戊烷-2,4-二酮与氰基硫代乙酰胺和α-卤代羰基化合物，环己酮的一锅三组分缩合反应合成的，或甲酰胺。通过X射线分析研究了一些合成的噻吩并[2,3- b ]吡啶衍生物的结构。
• Synthesis and biological evaluation of some heterocyclic scaffolds based on the multifunctional <i>N</i> ‐(4‐acetylphenyl)‐2‐chloroacetamide
  作者：Ehab Abdel‐Latif、Mustafa M. Fahad、Amr El‐Demerdash、Mohamed A. Ismail

  DOI：10.1002/jhet.4012

  日期：2020.8

  and/or thiosemicarbazide furnished the conforming condensation products, 4 , 7 , and 10 , respectively. Treatment of the phenylhydrazone product, 4 , with Vilsmeier formylation reagent (POCl3/DMF) yielded the corresponding 4‐formylpyrazole derivative, 5 . The thiosemicarbazone product, 10 , was reacted with ethyl bromoacetate to furnish the thiazolin‐4‐one derivative, 11 . The substitution reactions

  氯乙酰胺衍生物1被用作合成各种类型的N-芳基-2-（苯并噻唑-2-基硫基）乙酰胺衍生物的通用前体。的反应1与2-巯基苯并接着用苯肼，2- cyanoacetohydrazide所产生的硫化物的缩合反应，和/或氨基硫脲提供的符合缩合产物，4，7，和10，分别。用Vilsmeier甲酰化试剂（POCl 3 / DMF）处理苯hydr产物4，得到相应的4-甲酰基吡唑衍生物5。硫半脲产品，10与溴乙酸乙酯反应，得到噻唑啉-4-酮衍生物11。探索了氯乙酰胺衍生物1与2-巯基4,4,6-二甲基烟腈和6-氨基-2-巯基嘧啶丁-4-醇的取代反应，以鉴定硫化物产物14和17。使用乙醇钠将14环化为其相应的噻吩并[2,3- b ]吡啶化合物15。已发现10硫代半碳杂14和14的硫化物衍生物是对大肠杆菌和细菌最有效的抗菌化合物。金黄色葡萄球菌的生长抑制活性分别为80.8％和91.7％。此外，硫半脲10表现出最显着的抗氧化活性，抑制活性为82
• [EN] THIENOPYRIDINE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF DENGUE VIRUS INFECTIONS<br/>[FR] DÉRIVÉS DE THIÉNOPYRIDINE POUR LE TRAITEMENT ET LA PRÉVENTION D'INFECTIONS PAR LE VIRUS DE LA DENGUE
  申请人：SIGA TECHNOLOGIES INC

  公开号：WO2010099166A1

  公开（公告）日：2010-09-02

  Methods and pharmaceutical compositions for treating viral infections, by administering certain thienopyridine derivative compounds in therapeutically effective amounts are disclosed. Methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment and prophylaxis of viral infections such as caused by flavivirus is disclosed, i.e., including but not limited to, Dengue virus, West Nile virus, yellow fever virus, Japanese encephalitis virus, and tick-borne encephalitis virus.

  本发明公开了用于治疗病毒感染的方法和药物组合物，通过给予治疗有效量的特定噻吩吡啶衍生物化合物来实现。还公开了使用这些化合物和药物组合物的方法。具体公开了治疗和预防由黄病毒等病毒引起的感染，包括但不限于登革病毒、西尼罗河病毒、黄热病病毒、日本脑炎病毒和蜱传脑炎病毒。
• Thienopyridine Derivatives for the Treatment and Prevention of Dengue Virus Infections
  申请人：Byrd Chelsea M.

  公开号：US20120022046A1

  公开（公告）日：2012-01-26

  Methods and pharmaceutical compositions for treating viral infections, by administering certain thienopyridine derivative compounds in therapeutically effective amounts are disclosed. Methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment and prophylaxis of viral infections such as caused by flavivirus is disclosed, i.e., including but not limited to, Dengue virus, West Nile virus, yellow fever virus, Japanese encephalitis virus, and tick-borne encephalitis virus.

  本发明揭示了通过以治疗有效量的某些噻唑吡啶衍生物化合物进行给药来治疗病毒感染的方法和制药组合物。本发明还揭示了使用这些化合物和制药组合物的方法。具体地，本发明揭示了治疗和预防由黄热病毒、日本脑炎病毒、西尼罗河病毒、登革热病毒和蜱传脑炎病毒等引起的病毒感染的方法。
• THIENOPYRIDINE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF DENGUE VIRUS INFECTIONS
  申请人：Siga Technologies, Inc.

  公开号：EP2400845B1

  公开（公告）日：2017-02-22