3-[2-[4-(bis(4-fluorophenyl)methylene]piperidin-1-yl]ethyl]thieno[3,4-d]pyrimidine-2,4-dione | 123195-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[2-[4-(bis(4-fluorophenyl)methylene]piperidin-1-yl]ethyl]thieno[3,4-d]pyrimidine-2,4-dione
• 英文别名: 3-[2-[4-[bis(4-fluorophenyl)methylene]piperidin-1-yl]ethyl]thieno[3,4-d]pyrimidine-2,4-dione；3-[2-[4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl]ethyl]-1H-thieno[3,4-d]pyrimidine-2,4-dione
• CAS: 123195-32-4
• 化学式: C₂₆H₂₃F₂N₃O₂S
• 分子量: 479.55
• InChiKey: WNIVMFKJIJMKOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  80.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[2-[4-(bis(4-fluorophenyl)methylene]piperidin-1-yl]ethyl]thieno[3,4-d]pyrimidine-2,4-dione 以 甲醇 、 二氯甲烷 为溶剂， 以37%的产率得到3-[2-[4-[Bis(4-fluorophenyl)methylene]piperidin-1-yl]ethyl]-1-(2,2-dimethyl-1-oxopropyl)thieno[3,4-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  Thieno- and furopyrimidine-2,4-dione piperidine derivatives as serotonin

  摘要：

  本文描述了新型噻吩嘧啶-2,4-二酮哌啶衍生物和新型呋喃[3,4-d]嘧啶-2,4-二酮哌啶衍生物。这些新型哌啶衍生物是选择性5-羟色胺拮抗剂和α肾上腺素受体阻滞剂，具有心血管、胃肠和中枢神经系统活性。

  公开号：

  US04835157A1
• 作为产物：
  描述：

  4-(双(4-氟苯基)亚甲基)哌啶 在 sodium hydroxide 、 碳酸氢钠 、 sodium iodide 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 40.0h， 生成 3-[2-[4-(bis(4-fluorophenyl)methylene]piperidin-1-yl]ethyl]thieno[3,4-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  Thiophene systems. 12. Analogues of ketanserin and ritanserin as selective 5-HT2 antagonists

  摘要：

  A series of thieno[3,2-d]-, [3,4-d]- and [2,3-d]pyrimidinedione derivatives was prepared with N-3 substitution containing the side chains of ketanserin and ritanserin. The best of these thiophene analogues were the isosteres of ketanserin which were up to 20-fold more potent than the standards in 5-HT2 binding assays. More importantly, in addition to their increased potency, these derivatives were more selective than the standards in that they had less affinity for 5-HT1A and alpha-1 binding sites. This selectivity is especially noted as the ratio of alpha-1/5-HT2 wherein the most interesting thiophene isostere (2) in this study had a binding selectivity > 12-fold of ketanserin or ritanserin.

  DOI：

  10.1016/0223-5234(91)90007-a

文献信息

• Ring-fused thienopyrimidinedione derivatives
  申请人：Ortho Pharmaceutical Corporation

  公开号：US04939137A1

  公开（公告）日：1990-07-03

  The synthesis of ring-fused thienopyrimidinedione derivatives is described. The novel ring-fused thienopyrimidinedione derivatives are generally vasodilating agents and antihypertensive agents and as such are useful as cardiovascular agents.

  本文介绍了环融合噻唑嘧啶二酮衍生物的合成方法。这些新型的环融合噻唑嘧啶二酮衍生物通常是血管扩张剂和降压剂，因此可用作心血管药物。
• US4835157A
  申请人：——

  公开号：US4835157A

  公开（公告）日：1989-05-30
• US4939137A
  申请人：——

  公开号：US4939137A

  公开（公告）日：1990-07-03
• Thiophene systems. 12. Analogues of ketanserin and ritanserin as selective 5-HT2 antagonists
  作者：JB Press、RK Russell、JJ McNally、RA Rampulla、R Falotico、C Scott、JB Moore、SJ Offord、J Tobia

  DOI：10.1016/0223-5234(91)90007-a

  日期：1991.11

  A series of thieno[3,2-d]-, [3,4-d]- and [2,3-d]pyrimidinedione derivatives was prepared with N-3 substitution containing the side chains of ketanserin and ritanserin. The best of these thiophene analogues were the isosteres of ketanserin which were up to 20-fold more potent than the standards in 5-HT2 binding assays. More importantly, in addition to their increased potency, these derivatives were more selective than the standards in that they had less affinity for 5-HT1A and alpha-1 binding sites. This selectivity is especially noted as the ratio of alpha-1/5-HT2 wherein the most interesting thiophene isostere (2) in this study had a binding selectivity > 12-fold of ketanserin or ritanserin.
• Thieno- and furopyrimidine-2,4-dione piperidine derivatives as serotonin
  申请人：Ortho Pharmaceutical Corporation

  公开号：US04835157A1

  公开（公告）日：1989-05-30

  Novel thienopyrimidine-2,4-dione piperidine derivatives and novel furo[3,4-d]pyrimidine-2,4-dione piperidine derivatives are described. The novel piperidine derivatives are selective serotonin antagonists and alpha adrenergic blocking agents with cardiovascular, gastrointestinal and central nervous system activites.

  本文描述了新型噻吩嘧啶-2,4-二酮哌啶衍生物和新型呋喃[3,4-d]嘧啶-2,4-二酮哌啶衍生物。这些新型哌啶衍生物是选择性5-羟色胺拮抗剂和α肾上腺素受体阻滞剂，具有心血管、胃肠和中枢神经系统活性。