2-(trifluoromethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one | 215928-53-3

• 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: 2-(trifluoromethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
• 英文别名: 2-(trifluoromethyl)-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one
• CAS: 215928-53-3
• 化学式: C₁₁H₉F₃N₂OS
• 分子量: 274.266
• InChiKey: FRQPGEZXQNGIIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(trifluoromethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one 在 N-氨基羟胺 、 三氯氧磷 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 7.0h， 生成 benzaldehyde (E)-2-[2-(trifluoromethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl]hydrazone
  参考文献：
  名称：

  Synthesis and Biological Activity of New Fluorinated Thieno[2,3-d]pyrimidinyl Hydrazone Derivatives

  摘要：

  通过三氟乙酰化、环化、氯化、肼取代和缩合反应等五个步骤合成了一系列含有腙亚结构的氟化噻吩并[2,3-d]嘧啶新衍生物。红外光谱、核磁共振、电离质谱、元素分析和单晶 X 射线衍射证实了这些新合成化合物的结构。初步生物测定结果表明，一些标题化合物在 50 μgmL-1 浓度下对氧孢镰刀菌（Fusarium oxysporium f.sp.vasinfectum ）具有较好的杀菌活性，尤其是化合物 6b 的抑菌率达到 90% 以上。

  DOI：

  10.2174/1570178611666140207220959
• 作为产物：
  描述：

  2-氨基-4,5,6,7-四氢苯并[b]噻吩-3-甲酰胺 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 1.67h， 生成 2-(trifluoromethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
  参考文献：
  名称：

  Synthesis and Biological Activity of New Fluorinated Thieno[2,3-d]pyrimidinyl Hydrazone Derivatives

  摘要：

  通过三氟乙酰化、环化、氯化、肼取代和缩合反应等五个步骤合成了一系列含有腙亚结构的氟化噻吩并[2,3-d]嘧啶新衍生物。红外光谱、核磁共振、电离质谱、元素分析和单晶 X 射线衍射证实了这些新合成化合物的结构。初步生物测定结果表明，一些标题化合物在 50 μgmL-1 浓度下对氧孢镰刀菌（Fusarium oxysporium f.sp.vasinfectum ）具有较好的杀菌活性，尤其是化合物 6b 的抑菌率达到 90% 以上。

  DOI：

  10.2174/1570178611666140207220959

文献信息

• Novel therapeutic targets for the treatment of mycobacterial infections and compounds useful therefor
  申请人：——

  公开号：US20040171603A1

  公开（公告）日：2004-09-02

  Described herein is the discovery that certain mycobacterial serine/threonine protein kinases, particularly protein kinase G (PknG), are effective therapeutic targets for the treatment of mycobacterial infections. Furthermore, the present application refers to the use of mycobacterial serine/threonine protein kinases for developing methods for detection and determination of these kinases for recognizing and monitoring diseases and for controlling therapy of diseases. Additionally disclosed are novel 4,5,6,7-tetrahydrobenzo[b]thiophene compounds, benzo(g)quinoxaline compounds, and pharmaceutically acceptable salts thereof, and methods of using such compounds and salts thereof for the prophylaxis and/or treatment of virally and/or bacterially induced infections, particularly mycobacteria-induced infections, including opportunistic infections, as well as pharmaceutical compositions containing at least one 4,5,6,7-tetrahydrobenzo[b]thiophene compound and/or benzo(g)quinoxaline compound and/or pharmaceutically acceptable salts thereof in a pharmaceutically acceptable carrier.

  本文描述的是发现某些分枝杆菌丝氨酸/苏氨酸蛋白激酶，特别是蛋白激酶 G (PknG)，是治疗分枝杆菌感染的有效治疗靶点。此外，本申请还涉及利用分枝杆菌丝氨酸/苏氨酸蛋白激酶开发检测和测定这些激酶的方法，用于识别和监测疾病以及控制疾病的治疗。此外，还公开了新型 4,5,6,7-四氢苯并[b]噻吩化合物、苯并（g）喹喔啉化合物及其药学上可接受的盐，以及使用此类化合物及其盐预防和/或治疗病毒和/或细菌引起的感染，特别是分枝杆菌引起的感染（包括机会性感染）的方法，以及含有至少一种 4,5,6,7-四氢苯并&lsqb；b]噻吩化合物和/或苯并(g)喹喔啉化合物和/或其药学上可接受的盐，并将其置于药学上可接受的载体中。
• 4,5,6,7-TRETRAHYDROBENZO(B) THIOPHENE DERIVATIVES AND METHODS FOR MEDICAL INTERVENTION AGAINST MYCROBACTERIAL INFECTIONS
  申请人：Axxima Pharmaceuticals AG

  公开号：EP1492783A1

  公开（公告）日：2005-01-05
• 4,5,6,7-tetrahydrobenzo[b]thiophene derivatives and methods for medical intervention against mycobacterial infections
  申请人：Missio Andrea

  公开号：US20090018149A1

  公开（公告）日：2009-01-15

  Described are 4,5,6,7-tetrahydrobenzo[b]thiophene derivatives and pharmaceutically acceptable salts thereof, the use of these derivatives for the prophylaxis and/or treatment of mycobacteria-induced infections and opportunistic infections, as well as compositions containing at least one 4,5,6,7-tetrahydrobenzo[b]thiophene derivative and/or pharmaceutically acceptable salts thereof. Furthermore, the present application refers to the use of mycobacterial protein serine/threonine kinases for developing methods for detection and determination of these kinases for recognising and monitoring diseases and for controlling therapy of diseases.
• [EN] 4,5,6,7-TRETRAHYDROBENZO[B] THIOPHENE DERIVATIVES AND METHODS FOR MEDICAL INTERVENTION AGAINST MYCROBACTERIAL INFECTIONS<br/>[FR] DERIVES DE 4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE ET METHODES D'INTERVENTION MEDICALE CONTRE LES INFECTIONS MYCOBACTERIENNES
  申请人：AXXIMA PHARMACEUTICALS AG

  公开号：WO2003084947A1

  公开（公告）日：2003-10-16

  Described are 4,5,6,7-tetrahydrobenzo[b]thiophene derivatives and pharmaceutically acceptable salts thereof, the use of these derivatives for the prophylaxis and/or treatment of mycobacteria-induced infections and opportunistic infections, as well as compositions containing at least one 4,5,6,7-tetrahydrobenzo[b]thiophene derivative and/or pharmaceutically acceptable salts thereof. Furthermore, the present developing methods for detection and determination of these kinases for recognising and monitoring diseases and for controlling therapy of diseases.
• Synthesis and Biological Activity of New Fluorinated Thieno[2,3-d]pyrimidinyl Hydrazone Derivatives
  作者：Xin-Jian Song、Ping Yang、Dai-Fu Wang、Zhi-Dou Tan

  DOI：10.2174/1570178611666140207220959

  日期：2014.4

  A series of new fluorinated thieno[2,3-d]pyrimidine derivatives containing hydrazone substructure was synthesized by a five-step procedure, including trifluoroacetylation, cyclization, chlorination, substitution by hydrazine, and condensation reaction. The structures of these newly synthesized compounds were confirmed by IR, NMR, EI-MS, elemental analysis and single-crystal X-ray diffraction. The preliminary bioassay result showed that some title compounds exhibited relatively good fungicidal activity against Fusarium oxysporium f.sp.vasinfectum at the concentration of 50 μgmL-1, especially the inhibition rate of compound 6b reached above 90%.

  通过三氟乙酰化、环化、氯化、肼取代和缩合反应等五个步骤合成了一系列含有腙亚结构的氟化噻吩并[2,3-d]嘧啶新衍生物。红外光谱、核磁共振、电离质谱、元素分析和单晶 X 射线衍射证实了这些新合成化合物的结构。初步生物测定结果表明，一些标题化合物在 50 μgmL-1 浓度下对氧孢镰刀菌（Fusarium oxysporium f.sp.vasinfectum ）具有较好的杀菌活性，尤其是化合物 6b 的抑菌率达到 90% 以上。