ethyl 2-oxo-5,6-tetramethylene-3-cyano-1,2-dihydropyridine-4-carboxylate | 361372-03-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 2-oxo-5,6-tetramethylene-3-cyano-1,2-dihydropyridine-4-carboxylate
• 英文别名: ethyl 3-cyano-2-oxo-1,2,5,6,7,8-hexahydroquinoline-4-carboxylate；ethyl 3-cyano-2-oxo-5,6,7,8-tetrahydro-1H-quinoline-4-carboxylate
• CAS: 361372-03-4
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: VVKHXJDIVQKHHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  79.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-oxo-5,6-tetramethylene-3-cyano-1,2-dihydropyridine-4-carboxylate 在 五氯化磷 、 硫酸 、 三氯氧磷 作用下， 生成 methyl 2-chloro-5,6,7,8-tetrahydroquinoline-4-carboxylate
  参考文献：
  名称：

  实验性结核菌糖化学III。衍生物2-甲基-异烟酸酯

  摘要：

  合成了约52个2-甲基异烟酸酰肼衍生物，并测试了它们的抗结核作用。通过2-甲基异烟酰胺酰肼与醛，酮和羧酸氯化物的反应，通过2-甲基异烟酰胺酰氯与二烷基化肼的缩合，以及2-甲基异烟碱酰肼的氢化来制备衍生物。

  DOI：

  10.1002/hlca.19550380425
• 作为产物：
  描述：

  2-amino-3-cyano-5,6,7,8-tetrahydro-quinoline-4-carboxylic acid ethyl ester 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 以65%的产率得到ethyl 2-oxo-5,6-tetramethylene-3-cyano-1,2-dihydropyridine-4-carboxylate
  参考文献：
  名称：

  Alkyl 2-amino-5,6-dialkyl-3-cyanopyridine-4-carboxylates in reactions with electrophilic reagents

  摘要：

  In reaction of alkyl 2-amino-5,6-dialkyl-3-cyanopyridine-4-carboxylates with isocyanates formed unstable ureas, and with nitrous acid at 60-70 C alkyl 5,6-dialkyl-2-oxo-1,2-dihydro-4-pyidinecarboxylates were obtained. It was shown for the latter that their reactions with organic acids and amides occurred at the cyano group, and the alkaline hydrolysis involved the ester group.

  DOI：

  10.1134/s1070428007100223

文献信息

• [EN] GLUCOSE TRANSPORT INHIBITORS<br/>[FR] INHIBITEURS DE TRANSPORT DU GLUCOSE
  申请人：BAYER PHARMA AG

  公开号：WO2016202898A1

  公开（公告）日：2016-12-22

  The present invention relates to chemical compounds that selectively inhibit glucose transporter 1 (GLUT1), to methods of preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds, to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, as well as to intermediate compounds useful in the preparation of said compounds.

  本发明涉及选择性抑制葡萄糖转运蛋白1（GLUT1）的化合物，涉及制备该类化合物的方法，涉及包含该类化合物的药物组合物和药物组合物，涉及利用该类化合物制造用于治疗或预防疾病的药物组合物，以及用于制备该类化合物的中间化合物。
• Antiinflammation agents
  申请人：Syntex (U.S.A.) LLC

  公开号：US20020161004A1

  公开（公告）日：2002-10-31

  Compounds, compositions and methods that are useful in the treatment of inflammatory, immunoregulatory, metabolic and cell proliferative conditions or diseases are provided herein. In particular, the invention provides compounds which modulate the expression and/or function of proteins involved in inflammation, metabolism and cell proliferation. The subject compounds contain fused carbocyclic or heterocyclic rings.

  本文提供了在治疗炎症、免疫调节、代谢和细胞增殖状况或疾病中有用的化合物、组合物和方法。具体来说，本发明提供了调节参与炎症、代谢和细胞增殖的蛋白质表达和/或功能的化合物。这些化合物包含融合的碳环或杂环环。
• Construction and functionalization of fused pyridine ring leading to novel compounds as potential antitubercular agents
  作者：Balakrishna Dulla、Baojie Wan、Scott G. Franzblau、Ravikumar Kapavarapu、Oliver Reiser、Javed Iqbal、Manojit Pal

  DOI：10.1016/j.bmcl.2012.05.096

  日期：2012.7

  A series of fused and functionalized pyridine derivatives were designed, synthesized and tested for their potential antitubercular properties. All these novel compounds were prepared by using multistep methods involving the construction of pyridine ring as a key synthetic step. Some of these compounds were found to be interesting when tested for their antitubercular properties in vitro and one of them appeared as an attractive and potential antitubercular agent. (C) 2012 Elsevier Ltd. All rights reserved.
• Basu, Journal of the Indian Chemical Society, 1930, vol. 7, p. 481,493
  作者：Basu

  DOI：——

  日期：——
• EP1333834A4
  申请人：——

  公开号：EP1333834A4

  公开（公告）日：2007-01-17