1-(4-Chloro-phenyl)-3-[(3,5-dimethyl-pyrazol-1-yl)-imino-methyl]-thiourea | 196877-91-5

• 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: 1-(4-Chloro-phenyl)-3-[(3,5-dimethyl-pyrazol-1-yl)-imino-methyl]-thiourea
• 英文别名: 1-[Amino-(3,5-dimethylpyrazol-1-yl)methylidene]-3-(4-chlorophenyl)thiourea；1-[amino-(3,5-dimethylpyrazol-1-yl)methylidene]-3-(4-chlorophenyl)thiourea
• CAS: 196877-91-5
• 化学式: C₁₃H₁₄ClN₅S
• 分子量: 307.807
• InChiKey: IMLUCRNZBJPBSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-Chloro-phenyl)-3-[(3,5-dimethyl-pyrazol-1-yl)-imino-methyl]-thiourea 在 一水合肼 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以59%的产率得到N3-(4-氯苯基)-2H-1,2,4-噻唑-3,5-二胺
  参考文献：
  名称：

  1-(N-Arylthiocarbamoyl)amidino-3,5-dimethyl Pyrazoles-Preparation and Use in Heterocycle Synthesis

  摘要：

  On reaction with alpha-haloketones or hydrazine, 1-(N-arylthiocarbamoyl)amidino-3,5-dimethylpyrazoles (I) afford 2,4-diaminothiazoles and 3,5-diamino-1,2,4-triazoles in good yield. A convenient route to 1 is also reported.

  DOI：

  10.1080/00397919708005647
• 作为产物：
  描述：

  3,5-二甲基吡唑-1-硝酸咪 、 4-氯异硫氰酸苯酯 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-(4-Chloro-phenyl)-3-[(3,5-dimethyl-pyrazol-1-yl)-imino-methyl]-thiourea
  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

文献信息

• An efficient protocol for solid phase aminothiazole synthesis
  作者：Kumaran G. Sreejalekshmi、Satyabhama K.C. Devi、Kallikat N. Rajasekharan

  DOI：10.1016/j.tetlet.2006.06.169

  日期：2006.8

  An efficient synthesis of 2,4-diamino-5-ketothiazoles under solid phase conditions has been achieved by the reaction of polymer supported amidinothioureas with α-haloketones. This novel synthetic approach involving traceless cleavage from the support is suited for automation, and allows solid phase combinatorial synthesis of 2,4-diamino-5-ketothiazoles in good yields and purities.

  在固相条件下，通过聚合物负载的mid基硫脲与α-卤代酮的反应已实现了2,4-二氨基-5-酮噻唑的有效合成。这种涉及从载体上无痕裂解的新颖合成方法适用于自动化，并允许以良好的收率和纯度进行固相组合合成2,4-二氨基-5-酮噻唑。
• Conversion of Alkylamines to Thiocarbamoylguanidines
  作者：M. Francis、S. Deepa、S. Sreekala、K. N. Rajasekharan

  DOI：10.1080/00397919708005648

  日期：1997.10

  N-Alkyl-, N, N-dialkyl- or N-unsubstituted-N'-(arylthiocarbamoyl)guanidines are prepared in very good yield from amines and 1-(N-arylthiocarbamoyl)-amidino3, 5-dimethylpyrazoles.