4-(4-methoxyphenyl)-2-sulfanylidene-1H,2H,5H,6H,7H-cyclopenta[b]pyridine-3-carbonitrile | 120517-49-9

• 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: 4-(4-methoxyphenyl)-2-sulfanylidene-1H,2H,5H,6H,7H-cyclopenta[b]pyridine-3-carbonitrile
• 英文别名: 4-(4-methoxyphenyl)-2-sulfanylidene-1,5,6,7-tetrahydrocyclopenta[b]pyridine-3-carbonitrile
• CAS: 120517-49-9
• 化学式: C₁₆H₁₄N₂OS
• mdl: MFCD00731566
• 分子量: 282.366
• InChiKey: IVCIQZKVLKGZAG-UHFFFAOYSA-N

物化性质

• 沸点：
  459.5±55.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-methoxyphenyl)-2-sulfanylidene-1H,2H,5H,6H,7H-cyclopenta[b]pyridine-3-carbonitrile 在 sodium ethanolate 、 sodium acetate 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 13.08h， 生成 10-(p-methoxyphenyl)-4-oxo-3-phenyl-1,2,3,4-tetrahydro-2-thioxocyclopenta-[5',6']pyrido[3',2':4,5]thieno[3,2-d]pyrimidine
  参考文献：
  名称：

  一些新的噻吩并[2,3-b]吡啶、吡啶并[3′,2′:4,5]-噻吩并[3,2-d]吡啶和吡啶并[3′,2′:4,5]噻吩的合成[3,2-d][1,2,3]-三嗪

  摘要：

  摘要 4-芳基-3-氰基-2-取代-甲基硫代环戊基[b]吡啶(3a-c和4a-i)是由4-芳基-3-氰基环戊基[b]吡啶-2(1H)-硫酮反应制备的。 (2a-c) 分别与氯乙腈或氯-N-芳基乙酰胺。在沸腾的乙醇中用乙醇钠处理这些产物后，它们进行分子内 Thorpe-Ziegler 环化，得到相应的 3-amino-4-aryl-2-functionalized-cyclopenta[e]thieno [2,3-b]pyridines (5a -c 和 6a-i)。大多数后者的噻吩并吡啶被用作目标环戊二烯[5',6']吡啶并[3',2':4.5]噻吩并[3,2-d]嘧啶和环戊二烯[5',6']的合成子。吡啶并[3',2':4,5]噻吩并[3,2-d][1,2,3]三嗪。

  DOI：

  10.1080/10426500008076538
• 作为产物：
  描述：

  环戊酮 在 哌啶 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 4-(4-methoxyphenyl)-2-sulfanylidene-1H,2H,5H,6H,7H-cyclopenta[b]pyridine-3-carbonitrile
  参考文献：
  名称：

  Bakhite; Abdel-Rahman; Mohamed, Pharmazie, 2000, vol. 55, # 8, p. 577 - 583

  摘要：

  DOI：

文献信息

• INHIBITORS OF CRL4 UBIQUITIN LIGASE AND USES THEREOF
  申请人：Cornell University

  公开号：US20150196546A1

  公开（公告）日：2015-07-16

  The invention is directed to a method of treating a cancer in an animal and a method of increasing DNA repair activity in an animal. The methods comprise administering to an animal in need thereof an effective amount of a small molecule substance that interferes with the activity of CUL4A, such as a 1,3-benzoxathiol-2-one compound, a pyridine thione compound, a 2,6-diamino-4-thiopyran-3,5-dicarbonitrile compound, or a 1,2,4-triazole-3-thiol compound.

  本发明涉及一种治疗动物癌症和增加动物DNA修复活性的方法。该方法包括向需要治疗的动物中投与有效量的干扰CUL4A活性的小分子物质，比如1,3-苯并噻吩-2-酮化合物、吡啶硫酮化合物、2,6-二氨基-4-硫代吡喃-3,5-二氰基化合物或1,2,4-三唑-3-硫醇化合物。
• Inhibitors of CRL4 ubiquitin ligase and uses thereof
  申请人：Cornell University

  公开号：US10617683B2

  公开（公告）日：2020-04-14

  The invention is directed to a method of treating a cancer in an animal and a method of increasing DNA repair activity in an animal. The methods comprise administering to an animal in need thereof an effective amount of a small molecule substance that interferes with the activity of CUL4A, such as a 1,3-benzoxathiol-2-one compound, a pyridine thione compound, a 2,6-diamino-4-thiopyran-3,5-dicarbonitrile compound, or a 1,2,4-triazole-3-thiol compound.

  本发明涉及一种治疗动物癌症的方法和一种提高动物 DNA 修复活性的方法。这些方法包括向有需要的动物施用有效量的干扰CUL4A活性的小分子物质，如1,3-苯并氧硫醇-2-酮化合物、吡啶硫酮化合物、2,6-二氨基-4-噻喃-3,5-二甲腈化合物或1,2,4-三唑-3-硫醇化合物。
• SYNTHESIS OF SOME NEW FUSED AZINES OF EXPECTED BIO-RESPONSES
  作者：Mohie A. F. Sharaf、Sherif M. Sherif、Nasser A. A. Ibraheim

  DOI：10.1080/10426500490262306

  日期：2004.2.1

  4-Anisy1-5,6-polymethylene-3-cyanopyridine-2(1H)-thiones 1 were reacted with chloroacetonitrile in alcoholic KOH to give theino[2,3b]pyridine derivatives 2. Enaminonitriles 2 were reacted with each of HCOOH, formamide/HCOOH/DMF mixture and cyanamide/HCl to give 3, 4, and 5, respectively, whereas boiling 2 in a proper solvent and basic catalyst with each of CS2 and thiourea yielded 6 and 7 respectively, On the other hand, fused pyridine derivatives 8, 9, and 10 were obtained by refluxing 2 with each of malononitrile, ethyl cyanoacetate, and benzalmalononitrile in alcoholic triethylamine mixture. Also, fused pyrazoles and benzo-1,4-diazepines 12 and 14 were synthesized.
• Elgemeie, Galal E. H.; Attia, Adel M. E.; Farag, Dalia S., Journal of the Chemical Society. Perkin transactions I, 1994, # 10, p. 1285 - 1288
  作者：Elgemeie, Galal E. H.、Attia, Adel M. E.、Farag, Dalia S.、Sherif, Sherif M.

  DOI：——

  日期：——
• [EN] INHIBITORS OF CRL4 UBIQUITIN LIGASE AND USES THEREOF<br/>[FR] INHIBITEURS DE L'UBIQUITINE-LIGASE CRL4 ET SES UTILISATIONS
  申请人：UNIV CORNELL

  公开号：WO2014031759A2

  公开（公告）日：2014-02-27

  The invention is directed to a method of treating a cancer in an animal and a method of increasing DNA repair activity in an animal. The methods comprise administering to an animal in need thereof an effective amount of a small molecule substance that interferes with the activity of CUL4A, such as a 1,3-benzoxathiol-2-one compound, a pyridine thione compound, a 2,6-diamino-4-thiopyran-3,5-dicarbonitrile compound, or a 1,2,4-triazole-3-thiol compound.