6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-amine | 199277-87-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-amine
• 英文别名: 7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(12),2(6),8,10-tetraen-12-amine
• CAS: 199277-87-7
• 化学式: C₉H₉N₃S
• mdl: MFCD00203886
• 分子量: 191.257
• InChiKey: VHROFEHOOFIVDR-UHFFFAOYSA-N

物化性质

• 沸点：
  407.2±40.0 °C(Predicted)
• 密度：
  1.461±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  80
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-amine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 3-phenyl-10,11-dihydrocyclopenta[4,5]thieno[3,2-e]pyrimido[1,2-c]pyrimidin-4(9H)-one
  参考文献：
  名称：

  Convenient Synthesis of Novel Phenylpyrimido[1,2-c]thienopyrimidinones as IL-6/STAT3 Inhibitors

  摘要：

  New phenylpyrimido[1,2-c]thienopyrimidinones 4A and 4B were easily prepared in good yields by the one-pot reaction of formamidine derivatives 2 of 4-aminothienopyrimidine 1 with phenylacetyl chlorides. The application of this convenient and reliable method could be used for the synthesis of a variety of pyrimido[1,2-c]thienopyrimidinone derivatives of biological importance. Some of the compounds synthesized showed strong IL-6/STAT3 inhibition.

  DOI：

  10.3987/com-15-13166
• 作为产物：
  描述：

  2-氨基-5,6-二氢-4H-环戊并[b]噻吩-3-甲酸乙酯 在 ammonium hydroxide 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 水 、 formamide 为溶剂， 反应 10.0h， 生成 6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-amine
  参考文献：
  名称：

  鉴定5,6-取代的4-氨基噻吩并[2,3- d ]嘧啶为LIMK1抑制剂

  摘要：

  4-氨基苯并噻吩并[3,2- d ]嘧啶先前在高通量筛选活动中被鉴定为LIMK1抑制剂。支架逆转导致鉴定了一系列简单的5,6-取代的4-氨基噻吩并[2,3- d ]嘧啶，对LIMK1的抑制作用很小。

  DOI：

  10.1016/j.bmcl.2011.07.050

文献信息

• IRAK INHIBITORS AND USES THEREOF
  申请人：Romero Donna L.

  公开号：US20120283238A1

  公开（公告）日：2012-11-08

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用它们的方法。
• Efficient Constructions of the Four Different Thienopyrimidinone Skeletons via Various Cyclocondensation of o-Aminothienonitrile with Carbonyl Compounds
  作者：Jiarong Li、Junjuan Yang、Daxin Shi、Kai Zhang、Zhangtao Zhao、Fadong Qiu、Yujiao Bi

  DOI：10.3987/com-16-13427

  日期：——

  A series of new thienopyrimidinone derivatives were synthesized via a novel, straightforward and efficient tandem cyclo condensation of o-aminothienonitrile 1 and carbonyl compounds 2 in different conditions. The synthesized four thienopyrimidinone skeletons were thieno[2,3-d]pyrimidinone 3, tert-hydroxythieno[2,3-d]pyrimidinone 4, symmetrical tetracycle thienothiophene-pyrimidone 5 and thienopyrimidine 6 respectively. Their plausible mechanisms were proposed. The properties of compound 5 were investigated.
• Hozien, Zeinab A.; Abdel-Wahab; Hassan, Pharmazie, 1997, vol. 52, # 10, p. 753 - 758
  作者：Hozien, Zeinab A.、Abdel-Wahab、Hassan、Atta、Ahmed

  DOI：——

  日期：——
• Gould-Jacob Type of Reaction in the Synthesis of Thieno[3,2-e]pyrimido[1,2-c]pyrimidines: A Comparison of Classical Heating vs Solvent-Free Microwave Irradiation
  作者：Chaitanya G. Dave、Rina D. Shah

  DOI：10.3987/com-99-8545

  日期：——
• [EN] FLT3 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE FLT3 ET LEURS UTILISATIONS
  申请人：NIMBUS IRIS INC

  公开号：WO2014194242A2

  公开（公告）日：2014-12-04

  The present invention provides methods of using compounds of formula I: or compositions thereof for the inhibition of FLT3, and the treatment of FLT3-mediated disorders.