2-(1-吡咯烷基)-1,3-噻唑-5-甲醛 | 900015-48-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-(1-吡咯烷基)-1,3-噻唑-5-甲醛
• 英文名称: 2-Pyrrolidin-1-yl-1,3-thiazole-5-carbaldehyde
• CAS: 900015-48-7
• 化学式: C₈H₁₀N₂OS
• 分子量: 182.246
• InChiKey: CFFWKLLEEVWNLE-UHFFFAOYSA-N

物化性质

• 沸点：
  328.2±34.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  2-(1-吡咯烷基)-1,3-噻唑-5-甲醛 在 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 生成 (1E,4E)-1-(1-isopropyl-1H-imidazol-2-yl)-5-(2-(pyrrolidin-1-yl)thiazol-5-yl)penta-1,4-dien-3-one
  参考文献：
  名称：

  Asymmetric 1,5-diarylpenta-1,4-dien-3-ones: Antiproliferative activity in prostate epithelial cell models and pharmacokinetic studies

  摘要：

  To further engineer dienones with optimal combinations of potency and bioavailability, thirty-four asymmetric 1,5-diarylpenta-1,4-dien-3-ones (25-58) have been designed and synthesized for the evaluation of their in vitro anti-proliferative activity in three human prostate cancer cell lines and one non-neoplastic prostate epithelial cell line. All these asymmetric dienones are sufficiently more potent than curcumin and their corresponding symmetric counterparts. The optimal dienone 58, with IC50 values in the range of 0.03-0.12 mu M, is 636-, 219-, and 454-fold more potent than curcumin in three prostate cancer cell models. Dienones 28 and 49 emerged as the most promising asymmetric dienones that warrant further preclinical studies. The two lead compounds demonstrated substantially improved potency in cell models and superior bioavailability in rats, while exhibiting no acute toxicity in the animals at the dose of 10 mg/kg. Dienones 28 and 46 can induce PC-3 cell cycle regulation at the G(0)/G(1) phase. However, dienone 28 induces PC-3 cell death in a different way from 46 even though they share the same scaffold, indicating that terminal heteroaromatic rings are critical to the action of mechanism for each specific dienone. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.05.062
• 作为产物：
  描述：

  2-吡咯烷-1-基-噻唑 、 N,N-二甲基甲酰胺 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.67h， 以93%的产率得到2-(1-吡咯烷基)-1,3-噻唑-5-甲醛
  参考文献：
  名称：

  EP2103611

  摘要：

  公开号：

文献信息

• BENZOXAZOLE DERIVATIVES
  申请人：Tohoku University

  公开号：EP2103611A1

  公开（公告）日：2009-09-23

  It is intended to provide a benzoxazole derivative or a pharmaceutically acceptable salt or solvate thereof which is useful in the early diagnosis of a conformation disease; a composition or a kit containing the same for diagnosing a conformation disease; a medical composition for ttreating and/or preventing a conformation disease; and so on.

  本发明旨在提供一种苯并恶唑衍生物或其药学上可接受的盐或溶液，该衍生物或其药学上可接受的盐或溶液可用于构象疾病的早期诊断；一种含有该衍生物或其药学上可接受的盐或溶液的组合物或试剂盒，该组合物或试剂盒可用于构象疾病的诊断；一种用于治疗和/或预防构象疾病的医用组合物，等等。
• NEW COMPOUNDS INHIBITORS OF THE YAP/TAZ-TEAD INTERACTION AND THEIR USE IN THE TREATMENT OF MALIGNANT MESOTHELIOMA.
  申请人：Inventiva

  公开号：EP3606921A1

  公开（公告）日：2020-02-12
• NEW COMPOUNDS INHIBITORS OF THE YAP/TAZ-TEAD INTERACTION AND THEIR USE IN THE TREATMENT OF MALIGNANT MESOTHELIOMA
  申请人：INVENTIVA

  公开号：US20200115353A1

  公开（公告）日：2020-04-16

  The invention relates to compounds of formula: wherein R 1 to R 7 are as defined in the description. These compounds are useful as inhibitors of the YAP/TAZ-TEAD interaction.
• US7910579B2
  申请人：——

  公开号：US7910579B2

  公开（公告）日：2011-03-22
• [EN] NEW COMPOUNDS INHIBITORS OF THE YAP/TAZ-TEAD INTERACTION AND THEIR USE IN THE TREATMENT OF MALIGNANT MESOTHELIOMA.<br/>[FR] NOUVEAUX COMPOSÉS INHIBITEURS DE L'INTERACTION YAP/TAZ-TEAD ET LEUR UTILISATION DANS LE TRAITEMENT DU MÉSOTHÉLIOME MALIN
  申请人：INVENTIVA

  公开号：WO2018185266A1

  公开（公告）日：2018-10-11

  The invention relates to compounds of formula: wherein R1 to R7 are as defined in the description. These compounds are useful as inhibitors of the YAP/TAZ-TEAD interaction.