1-[(3,5-dimethylpyrazol-1-yl)-imino-methyl]-3-pyridin-3-yl-thiourea | 856008-29-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-[(3,5-dimethylpyrazol-1-yl)-imino-methyl]-3-pyridin-3-yl-thiourea
• 英文别名: (1E)-1-[amino-(3,5-dimethylpyrazol-1-yl)methylidene]-3-pyridin-3-ylthiourea
• CAS: 856008-29-2
• 化学式: C₁₂H₁₄N₆S
• 分子量: 274.349
• InChiKey: LQQGPNLSIWIFOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(3,5-dimethylpyrazol-1-yl)-imino-methyl]-3-pyridin-3-yl-thiourea 、 2-溴-2'-氟苯乙酮 以 N,N-二甲基甲酰胺 为溶剂， 生成 LDN-193594
  参考文献：
  名称：

  Structure–activity relationship study of 2,4-diaminothiazoles as Cdk5/p25 kinase inhibitors

  摘要：

  Cdk5/p25 has emerged as a principle therapeutic target for numerous acute and chronic neurodegenerative diseases, including Alzheimer's disease. A structure-activity relationship study of 2,4-diaminothiazole inhibitors revealed that increased Cdk5/p25 inhibitory activity could be accomplished by incorporating pyridines on the 2-amino group and addition of substituents to the 2- or 3-position of the phenyl ketone moiety. Interpretation of the SAR results for many of the analogs was aided through in silico docking with Cdk5/p25 and calculating protein hydrations sites using WaterMap. Finally, improved in vitro mouse microsomal stability was also achieved. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.140
• 作为产物：
  描述：

  吡啶-3-异硫氰酸酯 、 3,5-二甲基吡唑-1-硝酸咪 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以70%的产率得到1-[(3,5-dimethylpyrazol-1-yl)-imino-methyl]-3-pyridin-3-yl-thiourea
  参考文献：
  名称：

  Plant growth regulation

  摘要：

  本发明涉及一种新型植物生长调节剂。具体来说，本发明涉及一般式（I）的2,4-二氨基-5-取代噻唑衍生物，以及使用这些化合物处理植物的方法，以诱导生长调节反应。

  公开号：

  EP1550372A1

文献信息

• Structure–activity relationship study of 2,4-diaminothiazoles as Cdk5/p25 kinase inhibitors
  作者：Joydev K. Laha、Xuemei Zhang、Lixin Qiao、Min Liu、Snigdha Chatterjee、Shaughnessy Robinson、Kenneth S. Kosik、Gregory D. Cuny

  DOI：10.1016/j.bmcl.2011.01.140

  日期：2011.4

  Cdk5/p25 has emerged as a principle therapeutic target for numerous acute and chronic neurodegenerative diseases, including Alzheimer's disease. A structure-activity relationship study of 2,4-diaminothiazole inhibitors revealed that increased Cdk5/p25 inhibitory activity could be accomplished by incorporating pyridines on the 2-amino group and addition of substituents to the 2- or 3-position of the phenyl ketone moiety. Interpretation of the SAR results for many of the analogs was aided through in silico docking with Cdk5/p25 and calculating protein hydrations sites using WaterMap. Finally, improved in vitro mouse microsomal stability was also achieved. (C) 2011 Elsevier Ltd. All rights reserved.
• Plant growth regulation
  申请人：Bayer CropScience GmbH

  公开号：EP1550372A1

  公开（公告）日：2005-07-06

  The present invention relates to a new class of plant growth regulators. In particular, the invention relates to 2,4-diamino-5-substituted-thiazole derivatives of general formula (I) and a method for treatment of plants with such compounds in order to induce growth regulating responses.

  本发明涉及一种新型植物生长调节剂。具体来说，本发明涉及一般式（I）的2,4-二氨基-5-取代噻唑衍生物，以及使用这些化合物处理植物的方法，以诱导生长调节反应。