[2-(1H-吲哚-3-基)-乙基]-硫脲 | 312751-53-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: [2-(1H-吲哚-3-基)-乙基]-硫脲
• 英文名称: [2-(1H-indol-3-yl)-ethyl]-thiourea
• 英文别名: 2-(1H-indol-3-yl)ethylthiourea
• CAS: 312751-53-4
• 化学式: C₁₁H₁₃N₃S
• mdl: MFCD06796529
• 分子量: 219.31
• InChiKey: HRBGONPRSGPFMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  85.9
• 氢给体数：
  3
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-溴苯丙酮 、 [2-(1H-吲哚-3-基)-乙基]-硫脲 以 甲醇 为溶剂， 反应 2.0h， 以94%的产率得到[2-(1H-Indol-3-yl)-ethyl]-(5-methyl-4-phenyl-thiazol-2-yl)-amine hydrobromide
  参考文献：
  名称：

  Five-membered heterocyclic compounds as inhibitors of SRC family protein kinase.

  摘要：

  本发明涉及公式（I）的新型取代芳香杂环衍生物，其中A、L1、L2、G、J、X和Y的定义如权利要求1所述。这些新型化合物对蛋白激酶的抑制具有用处，特别是对Src家族蛋白激酶的抑制。公开了通过将这些新型化合物与激酶接触来抑制激酶的方法。在另一实施方式中，本发明涉及含有这些新型化合物的药物组合物，以及它们用于制备用于治疗体内激酶非生理活性相关疾病或紊乱的药物，特别是用于癌症、免疫抑制和骨质疏松症的治疗。

  公开号：

  EP1555264A1
• 作为产物：
  描述：

  色胺盐酸盐 、 potassium thioacyanate 以 四氢呋喃 为溶剂， 以73%的产率得到[2-(1H-吲哚-3-基)-乙基]-硫脲
  参考文献：
  名称：

  一种制备初级和对称 N,N'-二取代硫脲的简便方法

  摘要：

  本研究开发了一种便捷的合成方法，通过胺的氢卤酸盐5与硫氰酸钾的缩合反应，可以制备初级硫脲2和对称的N,N'-二取代硫脲6。这种方法适用于空间位阻大的初级胺底物（包括手性和非手性），并且通常通过简单的反应混合物过滤即可分离产物。当相应的异硫氰酸酯无法获得或难以制备时，这种方法是合成硫脲的特别有吸引力的替代方案。值得注意的是，在该方法中使用的多种胺的氢卤酸盐在商业上是可获得的。

  DOI：

  10.1055/s-2000-7607

文献信息

• Enantioselective Michael Addition/Iminium Ion Cyclization Cascades of Tryptamine-Derived Ureas
  作者：Isabelle Aillaud、David M. Barber、Amber L. Thompson、Darren J. Dixon

  DOI：10.1021/ol401039h

  日期：2013.6.21

  A Michael addition/iminium ion cyclization cascade of enones with tryptamine-derived ureas under BINOL phosphoric acid (BPA) catalysis Is reported. The cascade reaction tolerates a wide variety of easily synthesized tryptamine-derived ureas, including those bearing substituents on the distal nitrogen atom of the urea moiety, affording polyheterocyclic products in good yields and good to excellent enantioselectivities.
• FIVE-MEMBERED HETEROCYCLIC COMPOUNDS AS INHIBITORS OF SRC FAMILY PROTEIN KINASE
  申请人：Sirenade Pharmaceuticals AG

  公开号：EP1709040A2

  公开（公告）日：2006-10-11
• [EN] KINASE INHIBITOR COMPOUNDS<br/>[FR] COMPOSES INHIBITEURS DE KINASES
  申请人：SIRENADE PHARMACEUTICALS AG

  公开号：WO2005068458A2

  公开（公告）日：2005-07-28

  The present invention refers to novel substituted aromatic heteroaryl derivatives of formula (I), with the definitions of a, L1, L2, G, J, X and Y according to claim 1. These novel compounds are useful for the inhibition of protein kinases, particularly of the inhibition of Src family protein kinases. Methods for inhibiting kinases by contacting kinases with these novel compounds are disclosed. In another embodiment the present invention refers to pharmaceutical compositions containing these novel compounds and their use of medicaments for treating diseases or disorders associated with unphysiological activity of kinases in the body, particularly for the treatment of cancer, immunosuppression, and osteoporosis.
• Five-membered heterocyclic compounds as inhibitors of SRC family protein kinase.
  申请人：Sireen AG

  公开号：EP1555264A1

  公开（公告）日：2005-07-20

  The present invention refers to novel substituted aromatic heteroaryl derivatives of formula (I). with the definitions of A, L1, L2, G, J, X and Y according to claim 1. These novel compounds are useful for the inhibition of protein kinases, particularly of the inhibition of Src family protein kinases. Methods for inhibiting kinases by contacting kinases with these novel compounds are disclosed. In another embodiment the present invention refers to pharmaceutical compositions containing these novel compounds and their use for the preparation of medicaments for treating diseases or disorders associated with unphysiological activity of kinases in the body, particularly for the treatment of cancer, immunosuppression, and osteoporosis.

  本发明涉及公式（I）的新型取代芳香杂环衍生物，其中A、L1、L2、G、J、X和Y的定义如权利要求1所述。这些新型化合物对蛋白激酶的抑制具有用处，特别是对Src家族蛋白激酶的抑制。公开了通过将这些新型化合物与激酶接触来抑制激酶的方法。在另一实施方式中，本发明涉及含有这些新型化合物的药物组合物，以及它们用于制备用于治疗体内激酶非生理活性相关疾病或紊乱的药物，特别是用于癌症、免疫抑制和骨质疏松症的治疗。
• A Convenient Method for the Preparation of Primary and Symmetrical N,N′-Disubstituted Thioureas
  作者：R. Jason Herr、J. Louise Kuhler、Harold Meckler、Chester J. Opalka

  DOI：10.1055/s-2000-7607

  日期：——

  A convenient process for the preparation of both primary thioureas 2 and symmetrical N,N′-disubstituted thioureas 6 based on the condensation of amine hydrohalides 5 with potassium thiocyanate has been developed. This approach tolerates sterically bulky primary amine substrates (both chiral and achiral), and the products can usually be isolated by a simple filtration of the reaction mixture. This method is an especially attractive alternative for the synthesis of thioureas when the corresponding isothiocyanates are unavailable, or difficult to prepare. It is also worth noting that a wide variety of amine hydrohalides, which are used in this procedure, are commercially available.

  本研究开发了一种便捷的合成方法，通过胺的氢卤酸盐5与硫氰酸钾的缩合反应，可以制备初级硫脲2和对称的N,N'-二取代硫脲6。这种方法适用于空间位阻大的初级胺底物（包括手性和非手性），并且通常通过简单的反应混合物过滤即可分离产物。当相应的异硫氰酸酯无法获得或难以制备时，这种方法是合成硫脲的特别有吸引力的替代方案。值得注意的是，在该方法中使用的多种胺的氢卤酸盐在商业上是可获得的。