2H-4-fluorophenyl-(5,6,7,8-tetrahydrobenzo(b)thieno[2,3-d]pyrimidin-4-yl)amine | 70059-65-3

• 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: 2H-4-fluorophenyl-(5,6,7,8-tetrahydrobenzo(b)thieno[2,3-d]pyrimidin-4-yl)amine
• 英文别名: N-(4-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine；(4-fluoro-phenyl)-(5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-amine；(4-fluoro-phenyl)-(5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-amine；(4-fluoro-phenyl)-(5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)amine；(4-fluorophenyl)-(5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl)amine；N-(4-fluorophenyl)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-amine
• CAS: 70059-65-3
• 化学式: C₁₆H₁₄FN₃S
• 分子量: 299.372
• InChiKey: DMMQHQTWNBAIGS-UHFFFAOYSA-N

物化性质

• 熔点：
  167-169 °C(Solv: isopropanol (67-63-0))
• 沸点：
  490.7±45.0 °C(Predicted)
• 密度：
  1.382±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,6,7,8-四氢-[1]-苯并噻吩[2,3-d]嘧啶-4(1h)-酮 在 N,N-二甲基苯胺 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 生成 2H-4-fluorophenyl-(5,6,7,8-tetrahydrobenzo(b)thieno[2,3-d]pyrimidin-4-yl)amine
  参考文献：
  名称：

  Thieno [2,3-d] 嘧啶作为潜在的化疗药物

  摘要：

  为了研究其杀虫活性，合成了一系列在 5 和 6 位具有稠合碳环的噻吩并 [2,3-d] 嘧啶衍生物。一些化合物表现出显着的生物活性。

  DOI：

  10.1002/ardp.19793120105

文献信息

• TRICYCLIC BENZO[4,5]THIENO-[2,3-D]PYRIMIDINE-4-YL-AMIN DERIVATIVES, THEIR SALTS, PROCESS FOR PRODUCING THE COMPOUNDS AND THEIR PHARMACEUTICAL USE
  申请人：Bánhegyi Pèter

  公开号：US20110015214A1

  公开（公告）日：2011-01-20

  The invention relates to novel tricyclic benzo[4,5]thieno-[2,3-d]pyrimidine-4-yl-amin derivatives, as well as their pharmaceutically acceptable salts. The subject of the invention too the process for producing the compounds and their use as a pharmaceutically active agent and as pharmaceutical compositions for prophylaxis and/or treatment of proliferative diseases such as cancer.

  该发明涉及新颖的三环苯并[4,5]噻吩-[2,3-d]嘧啶-4-基-氨基衍生物，以及它们的药学上可接受的盐。该发明还涉及制备这些化合物的方法，以及它们作为药用活性剂和用于预防和/或治疗增殖性疾病如癌症的药物组合物。
• [EN] TRICYCLIC BENZO[4,5]THIENO-[2,3-D]PYRIMIDINE-4-YL-AMIN DERIVATIVES, THEIR SALTS, PROCESS FOR PRODUCING THE COMPOUNDS AND THEIR PHARMACEUTICAL USE<br/>[FR] DÉRIVÉS TRICYCLIQUES DE BENZO[4,5]THIÉNO-[2,3-D]PYRIMIDIN-4-YLAMINE, LEURS SELS, PROCÉDÉ DE FABRICATION DES COMPOSÉS ET LEUR UTILISATION PHARMACEUTIQUE
  申请人：VICHEM CHEMIE KUTATO KFT

  公开号：WO2009104026A1

  公开（公告）日：2009-08-27

  The invention relates to novel tricyclic benzo[4,5]thieno-[2,3-d]pyrimidine-4-yl-amin derivatives, as well as their pharmaceutically acceptable salts. The subject of the invention too the process for producing the compounds and their use as a pharmaceutically active agent and as pharmaceutical compositions for prophylaxis and/or treatment of proliferative diseases such as cancer.

  本发明涉及新型三环苯并[4,5]噻吩-[2,3-d]嘧啶-4-基氨基衍生物，以及其药学上可接受的盐。本发明还涉及生产该化合物的方法，以及将其用作药学活性剂和制备用于预防和/或治疗增殖性疾病如癌症的药物组合物。
• Green catalyst access to thieno [2, 3‐b] pyridines derivatives
  作者：Nawel Mehaoui、Souheyla Boudjema、Zahira Kibou、Noureddine Choukchou‐Braham、Abderrahim Choukchou‐Braham

  DOI：10.1002/jhet.4635

  日期：——

  benefits including a quicker reaction time, an easy set-up, and high yields. Spectroscopic data (IR, +H and 13C NMR spectra) have revealed the structural details of all target compounds. The catalyst was characterized by X-ray diffraction, BET and Fourier-transformed infrared spectroscopy. X-ray diffraction showed that PVW was correctly incorporated on an acid activated clays support. In comparison

  目前的研究重点是使用具有 Keggin 结构并负载在酸活化 (PVW/AAM) 上的钨钒磷酸杂多酸 H 4 PW 11 VO 40 ·8 H 2 O (PVW) 合成新取代的 Thieno [2, 3- b] 吡啶衍生物。建议的协议是一种简单、环保的方法，用于在无溶剂反应条件下合成从 3-cyano-2-aminothiopene 获得的 thieno [2,3-b] 嘧啶衍生物作为构建块。使用合成的 PVW/AAM 催化剂实现了取代的 Thieno [2, 3-b] 吡啶衍生物的优异产率 (60%–97%)。目前的工艺提供的好处包括更快的反应时间、简单的设置和高产率。光谱数据（IR，+ H 和13 C NMR 光谱）揭示了所有目标化合物的结构细节。通过X射线衍射、BET和傅里叶变换红外光谱对催化剂进行了表征。X 射线衍射表明 PVW 正确地结合在酸活化粘土载体上。与母体钨钒磷酸相比，PVW
• Microwave-based synthesis of novel thienopyrimidine bioisosteres of gefitinib
  作者：Manisha S. Phoujdar、Muthu K. Kathiravan、Jitender B. Bariwal、Anamik K. Shah、Kishor S. Jain

  DOI：10.1016/j.tetlet.2007.11.135

  日期：2008.2

  A series of novel 2-unsubstituted 4-(substituted)anilinothieno[2,3-d]pyrimidines is synthesized through the chlorination of the corresponding 2-unsubstituted-thieno[2,3-d]-pyrimidin-4-ones, followed by the nucleophilic displacement of the 4-Cl group of 9, with a variety of anilines. All four steps of this synthesis involve microwave irradiation (MWI) and the entire synthesis requires only 2 h. (c) 2007 Elsevier Ltd. All rights reserved.
• Novel Dual Use of Formamide-POCl₃ Mixture for the Efficient, One-Pot Synthesis of Condensed 2<i>H</i>-Pyrimidin-4-amine Libraries Under Microwave Irradiation
  作者：Kishore S. Jain、Muthu K. Kathiravan、Jitender B. Bariwal、Pratip K. Chaskar、Santosh S. Tompe、Nikhilesh Arya

  DOI：10.1080/00397911.2011.607934

  日期：2013.1.1

  The novel dual use of formamide-POCl3 mixture for the incorporation of a C-N fragment to form the pyrimidine nucleus and its subsequent chlorination in an efficient, one-pot synthesis of potentially bioactive condensed 2H-pyrimidin-4-amine libraries under microwave irradiation (MWI) is reported. The one-pot microwave-assisted synthetic protocol is high-yielding, ecofriendly, rapid, and novel as well as eliminates intermittent work-ups. The protocol can be adapted for the library synthesis of series of a condensed pyrimidines.