[4-(2-pyrrolidin-1-ylethoxy)phenyl]thiourea | 852045-99-9

• 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: [4-(2-pyrrolidin-1-ylethoxy)phenyl]thiourea
• CAS: 852045-99-9
• 化学式: C₁₃H₁₉N₃OS
• 分子量: 265.379
• InChiKey: AZVWJURDZRVBFK-UHFFFAOYSA-N

物化性质

• 沸点：
  427.2±55.0 °C(Predicted)
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  82.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [4-(2-pyrrolidin-1-ylethoxy)phenyl]thiourea 、 苯乙醛 在 三甲基溴硅烷 作用下， 以 二甲基亚砜 、 乙腈 为溶剂， 反应 2.33h， 生成 Flt-3 Inhibitor III
  参考文献：
  名称：

  [EN] THIAZOLE AND PYRAZOLE DERIVATIVES AS FLT-3 KINASE INHIBITORS
  [FR] DERIVES DE THIAZOLE ET DE PYRAZOLE EN TANT QU'INHIBITEURS DE LA KINASE FLT-3

  摘要：

  该发明涉及公式(I)的噻唑和吡唑衍生物，其中Q为S且X为C，或者Q为CH且X为N；R1为未取代或取代的苯基；R2为未取代或取代的芳基或杂环芳基；或者该化合物的盐；以及其制备方法，包括含有这种衍生物的药物组合物，以及利用这种衍生物制备用于治疗增殖性疾病，如肿瘤疾病，特别是对FIt-3激酶抑制有响应的疾病的药物组合物。

  公开号：

  WO2005047273A1
• 作为产物：
  描述：

  4-[2-(吡咯烷-1-基)乙氧基]苯胺 在 氨 、 碳酸氢钠 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 2.0h， 生成 [4-(2-pyrrolidin-1-ylethoxy)phenyl]thiourea
  参考文献：
  名称：

  Aromatic Interactions with Phenylalanine 691 and Cysteine 828:  A Concept for FMS-like Tyrosine Kinase-3 Inhibition. Application to the Discovery of a New Class of Potential Antileukemia Agents

  摘要：

  FLT3 kinase inhibitors are currently under investigation as a new treatment for acute myeloid leukemia. We report here a molecular concept invoking interactions between an aromatic ring and the side chains of Phe691 and Cys828, two residues of the ATP pocket, to obtain potent and specific inhibitors of this kinase. The hypothesis has been validated by the successful design of a new inhibitor prototype showing promising antiproliferative activity in cellular assays.

  DOI：

  10.1021/jm060368s

文献信息

• Thiazole and pyrazole derivatives as flt-3 kinase inhibitors
  申请人：Bold Guido

  公开号：US20070167449A1

  公开（公告）日：2007-07-19

  The invention relates to thiazole and pyrazole derivatives of formula (I) wherein Q is S and X is C, or Q is CH and X is N; R 1 is unsubstituted or substituted phenyl; and R 2 is unsubstituted or substituted aryl or heteroaryl; or a salt of the said compounds, and to processes for the preparation thereof, to pharmaceutical compositions comprising such derivatives and to the use of such derivatives for the preparation of pharmaceutical compositions for the treatment especially of a proliferative disease, such as a tumour disease, in particular such diseases which respond to an inhibition of the Flt-3 kinase.

  本发明涉及式(I)的噻唑和吡唑衍生物，其中Q为S且X为C，或者Q为CH且X为N；R1为未取代或取代的苯基；R2为未取代或取代的芳基或杂环基；或者上述化合物的盐，以及制备这些化合物的方法，包括含有这些衍生物的药物组合物，以及使用这些衍生物制备用于治疗增殖性疾病的药物组合物，如肿瘤疾病，特别是对抑制Flt-3激酶有反应的这种疾病。
• Thiazole and pyrazole derivatives as Flt-3 kinase inhibitors
  申请人：Novartis AG

  公开号：US07795288B2

  公开（公告）日：2010-09-14

  The invention relates to thiazole and pyrazole derivatives of formula (I) wherein Q is S and X is C, or Q is CH and X is N; R1 is unsubstituted or substituted phenyl; and R2 is unsubstituted or substituted aryl or heteroaryl; or a salt of the said compounds, and to processes for the preparation thereof, to pharmaceutical compositions comprising such derivatives and to the use of such derivatives for the preparation of pharmaceutical compositions for the treatment especially of a proliferative disease, such as a tumour disease, in particular such diseases which respond to an inhibition of the Flt-3 kinase.

  本发明涉及式（I）的噻唑和吡唑衍生物，其中Q为S且X为C，或Q为CH且X为N；R1为未取代或取代的苯基；R2为未取代或取代的芳基或杂环基；或者该化合物的盐，以及其制备方法，包括含有这种衍生物的制药组合物，以及使用这种衍生物制备用于治疗增生性疾病，如肿瘤疾病，特别是对抑制Flt-3激酶有反应的这种疾病的制药组合物的用途。
• THIAZOLE AND PYRAZOLE DERIVATIVES AS FLT-3 KINASE INHIBITORS
  申请人：Novartis AG

  公开号：EP1687285A1

  公开（公告）日：2006-08-09
• US7795288B2
  申请人：——

  公开号：US7795288B2

  公开（公告）日：2010-09-14
• Aromatic Interactions with Phenylalanine 691 and Cysteine 828:  A Concept for FMS-like Tyrosine Kinase-3 Inhibition. Application to the Discovery of a New Class of Potential Antileukemia Agents
  作者：Pascal Furet、Guido Bold、Thomas Meyer、Johannes Roesel、Vito Guagnano

  DOI：10.1021/jm060368s

  日期：2006.7.1

  FLT3 kinase inhibitors are currently under investigation as a new treatment for acute myeloid leukemia. We report here a molecular concept invoking interactions between an aromatic ring and the side chains of Phe691 and Cys828, two residues of the ATP pocket, to obtain potent and specific inhibitors of this kinase. The hypothesis has been validated by the successful design of a new inhibitor prototype showing promising antiproliferative activity in cellular assays.