6-phenyl-3-amino-4-methylthieno[2,3-b]-pyridine-2-carboxamide | 96517-77-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-phenyl-3-amino-4-methylthieno[2,3-b]-pyridine-2-carboxamide
• 英文别名: 3-amino-4-methyl-6-phenyl-thieno[2,3-b]pyridine-2-carboxamide；3-Amino-4-methyl-6-phenylthieno[2,3-b]pyridine-2-carboxamide
• CAS: 96517-77-0
• 化学式: C₁₅H₁₃N₃OS
• 分子量: 283.354
• InChiKey: VBSBZPMZQGFMRI-UHFFFAOYSA-N

物化性质

• 熔点：
  226-227 °C(Solvent: 1-Butanol)
• 沸点：
  542.1±45.0 °C(Predicted)
• 密度：
  1.357±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-phenyl-3-amino-4-methylthieno[2,3-b]-pyridine-2-carboxamide 在 乙酸酐 、 三氯氧磷 作用下， 以 丙醇 为溶剂， 反应 21.0h， 生成 6-Methyl-8-phenyl-2,3-dihydro-10-thia-1,3a,5,9-tetraaza-cyclopenta[a]fluorene
  参考文献：
  名称：

  Vieweg; Bohm; Krasselt, Pharmazie, 1992, vol. 47, # 10, p. 751 - 754

  摘要：

  DOI：
• 作为产物：
  描述：

  3-吗啉-4-基-1-苯基丁-2-烯-1-酮 在 氢氧化钾 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.33h， 生成 6-phenyl-3-amino-4-methylthieno[2,3-b]-pyridine-2-carboxamide
  参考文献：
  名称：

  Condensed pyridines

  摘要：

  DOI：

  10.1007/bf00960275

文献信息

• [EN] SUBSTITUTED 3-AMINO-THIENO[2,3-B] PYRIDINE-2-CARBOXYLIC ACID AMIDE COMPOUNDS AS IKK INHIBITORS<br/>[FR] COMPOSES AMIDE D'ACIDE 3-AMINO-THIENO[2,3-B] PYRIDINE-2-CARBOXYLIQUE SUBSTITUE SERVANT D'INHIBITEURS D'IKK
  申请人：BOEHRINGER INGELHEIM PHARMA

  公开号：WO2005056562A1

  公开（公告）日：2005-06-23

  Disclosed are compounds of formula (I): wherein the variables R1, R2, R3 and Z are described herein, which are useful as inhibitors of the kinase activity of the IκB kinase (IKK) complex. The compounds are therefore useful in the treatment of IKK mediated diseases including autoimmune diseases inflammatory diseases and cancer. Also disclosed are pharmaceutical compositions comprising these compounds and processes for preparing these compounds.

  披露了公式(I)的化合物：其中变量R1、R2、R3和Z如本文所述，它们作为IκB激酶(IKK)复合物的激酶活性的抑制剂是有用的。因此，这些化合物在治疗IKK介导的疾病，包括自身免疫性疾病、炎症性疾病和癌症方面是有用的。还披露了包含这些化合物的药物组合物以及制备这些化合物的方法。
• [EN] SUBSTITUTED 3-AMINO-THIENO[2,3-b]PYRIDINE-2-CARBOXYLIC ACID AMIDE COMPOUNDS AND PROCESSES FOR PREPARING AND THEIR USES<br/>[FR] COMPOSES AMIDE D'ACIDE 3-AMINO-THIENO[2,3-b]PYRIDINE-2-CARBOXYLIQUE SUBSTITUES ET PROCESSUS DE PREPARATION ET D'UTILISATION DE CES COMPOSES
  申请人：BOEHRINGER INGELHEIM PHARMA

  公开号：WO2003103661A1

  公开（公告）日：2003-12-18

  Disclosed are compounds of formula (I), wherein R1 and R2 are defined herein, which are useful as inhibitors of the kinase activity of the IκB kinase (IKK) complex. The compounds are therefore useful in the treatment of IKK mediated diseases including autoimmune diseases inflammatory diseases and cancer. Also disclosed are pharmaceutical compositions comprising these compounds and processes for preparing these compounds.

  公开的是式(I)的化合物，其中R1和R2如本文所定义，这些化合物可用作IκB激酶（IKK）复合物激酶活性的抑制剂。因此，这些化合物在治疗IKK介导的疾病，包括自身免疫疾病、炎症性疾病和癌症方面是有用的。还公开了包含这些化合物的药物组合物以及制备这些化合物的方法。
• SUBSTITUTED 3-AMINO-THIENO[2,3-b]PYRIDINE-2-CARBOXYLIC ACID AMIDE COMPOUNDS AND PROCESSES FOR PREPARING AND THEIR USES
  申请人：GINN David John

  公开号：US20070293533A1

  公开（公告）日：2007-12-20

  Disclosed are compounds of formula (I): wherein R 1 and R 4 are defined herein, which are useful as inhibitors of the kinase activity of the IκB kinase (IKK) complex. The compounds are therefore useful in the treatment of IKK mediated diseases including autoimmune diseases inflammatory diseases, cardiovascular disease and cancer. Also disclosed are pharmaceutical compositions comprising these compounds and processes for preparing these compounds.

  公开了以下化合物的结构（I）：其中R1和R4如本文所定义，这些化合物可用作IκB激酶（IKK）复合物的激酶活性抑制剂。因此，这些化合物在治疗IKK介导的疾病中具有用途，包括自身免疫性疾病、炎症性疾病、心血管疾病和癌症。还公开了包含这些化合物的药物组合物和制备这些化合物的方法。
• Synthesis and antitumor evaluation of some new derivatives and fused heterocyclic compounds derived from thieno[2,3‐ <i>b</i> ]pyridine: Part 2
  作者：Aisha Y. Hassan、Marwa T. Sarg、Samiha A. El‐Sebaey

  DOI：10.1002/jhet.3810

  日期：2020.2

  As a continuation of our research on developing anticancer agents and based on the proven proprieties of thieno[2,3‐b]pyridines as anticancer, we have designed to synthesize novel thieno[2,3‐b]pyridine derivatives that incorporate different biologically active heterocycles through various chemical reactions. All of the newly obtained compounds, compared with the standard anticancer drug (doxorubicin)

  作为我们开发抗癌药的继续研究，并基于噻吩并[2,3- b ]吡啶作为抗癌药的可靠特性，我们设计了合成新型噻吩并[2,3- b ]吡啶衍生物的方法，该衍生物结合了不同的生物活性通过各种化学反应形成杂环。与标准抗癌药（阿霉素）相比，所有新获得的化合物均在体外筛选了其对肝细胞癌（HepG-2）和人乳腺癌（MCF-7）细胞系的抗肿瘤活性。结果表明，化合物3，7，12，和19被认为是最有效的对抗表现出IC既肝癌HepG-2和MCF-7细胞系50个值分别在3.67至11.50和5.13至11.80μg/ mL之间，其中化合物7对参比药物阿霉素对HepG-2细胞系的活性更高，显示IC 50值为3.67μg/ mL（阿霉素4.65微克/毫升）。
• Substituted 3-amino-thieno[2,3-b]pyridine-2-carboxylic acid amide compounds and processes for preparing and their uses
  申请人：Cywin L. Charles

  公开号：US20050288285A1

  公开（公告）日：2005-12-29

  Disclosed are compounds of formula (I): wherein R 1 and R 2 are defined herein, which are useful as inhibitors of the kinase activity of the IκB kinase (IKK) complex. The compounds are therefore useful in the treatment of IKK mediated diseases including autoimmune diseases inflammatory diseases and cancer. Also disclosed are pharmaceutical compositions comprising these compounds and processes for preparing these compounds.

  本发明涉及化合物(I)的公开，其中R1和R2在此定义，这些化合物可用作IκB激酶（IKK）复合物的激酶活性抑制剂。因此，这些化合物可用于治疗由IKK介导的疾病，包括自身免疫性疾病、炎症性疾病和癌症。还公开了包含这些化合物的药物组合物和制备这些化合物的过程。