2-amino-3-cyano-4-methyl-7-oxo-9-phenyl-6,7,8,9-tetrahydropyrido[3',2':4,5]thieno[3,2-b]pyridine

• 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: 2-amino-3-cyano-4-methyl-7-oxo-9-phenyl-6,7,8,9-tetrahydropyrido[3',2':4,5]thieno[3,2-b]pyridine
• 英文别名: 2-Amino-4-methyl-7-oxo-9-phenyl-6,7,8,9-tetrahydrothieno[2,3-b:4,5-b']dipyridine-3-carbonitrile；4-amino-6-methyl-11-oxo-13-phenyl-8-thia-3,10-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5-tetraene-5-carbonitrile
• 化学式: C₁₈H₁₄N₄OS
• 分子量: 334.401
• InChiKey: SVSTYSYPFVAERR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙酮 、 丙二腈 、 N-methylmorpholinium 5-cyano-2-oxo-4-phenyl-1,2,3,4-tetrahydropyridine-6-thiolate 以 乙醇 为溶剂， 以51%的产率得到2-amino-3-cyano-4-methyl-7-oxo-9-phenyl-6,7,8,9-tetrahydropyrido[3',2':4,5]thieno[3,2-b]pyridine
  参考文献：
  名称：

  摘要：

  The reactions of N-methylmorpholinium 4-aryl(hetaryl)-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolates with malononitrile and acetone in ethanol afforded substituted tetrahydropyridothienopyridinones. In the absence of acetone, tetrahydropyridothiopyranopyridinones were isolated as the major reaction products. The latter were also synthesized independently by the reactions of the above-mentioned thiolates with 2-amino-1,1,3-tricyanopropene. The structure of 2,4-diamino-10-(2-chlorophenyl)-3-cyano-5-imino-8-oxo-7,8,9,10-tetrahydro-5H-pyrido[2',3':2,3]thiopyrano[4,5-b]pyridine was established by X-ray diffraction analysis.

  DOI：

  10.1023/a:1024420930528

文献信息

• 2-Amino-9-aryl-3-cyano-4-methyl-7-oxo-6,7,8,9-tetrahydropyrido[2′,3′:4,5]thieno[2,3-b]pyridine derivatives as selective progesterone receptor agonists
  作者：Yonghui Wang、Chaya Duraiswami、Kevin P. Madauss、Thuy B. Tran、Shawn P. Williams、Su-Jun Deng、Todd L. Graybill、Marlys Hammond、David G. Jones、Eugene T. Grygielko、Jeffrey D. Bray、Scott K. Thompson

  DOI：10.1016/j.bmcl.2009.07.100

  日期：2009.9

  High throughput screening of the corporate compound collection led to the identification of a novel series of 2-amino-9-aryl-3-cyano-4-methyl-7-oxo-6,7,8,9-tetrahydropyrido[2',3':4,5]thieno[2,3-b]pyridine derivatives as selective PR agonists. Initial SAR exploration leading to potent and selective agonists 9 and 11, X-ray crystal structure of 9 bound to PR-LBD and preliminary developability data are described. (C) 2009 Elsevier Ltd. All rights reserved.