4-(chloromethyl)-2-(4-iodophenyl)thiazole | 1589081-34-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(chloromethyl)-2-(4-iodophenyl)thiazole
• 英文别名: chloromethyl-2-(4-iodo-phenyl)-thiazole；4-(chloromethyl)-2-(4-iodophenyl)-1,3-thiazole
• CAS: 1589081-34-4
• 化学式: C₁₀H₇ClINS
• 分子量: 335.596
• InChiKey: DEINGDQCTMURPY-UHFFFAOYSA-N

物化性质

• 沸点：
  406.5±55.0 °C(Predicted)
• 密度：
  1.792±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(chloromethyl)-2-(4-iodophenyl)thiazole 、 6-amino-4-(4-methoxyphenyl)-2-thioxo-1,2-dihydropyridine-3,5-dicarbonitrile 在 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到2-amino-6-{[2-(4-iodophenyl)thiazol-4-yl]methylthio}-4-(4-methoxyphenyl)pyridine-3,5-dicarbonitrile
  参考文献：
  名称：

  Structure-kinetics relationships of Capadenoson derivatives as adenosine A 1 receptor agonists

  摘要：

  We report the synthesis and biological evaluation of new derivatives of Capadenoson, a former drug candidate that was previously advanced to phase Ha clinical trials. 19 of the 20 ligands show an affinity below 100 nM at the human adenosine A(1) receptor (hA(1)AR) and display a wide range of residence times at this target (from approx. 5 min (compound 10) up to 132 min (compound 5)). Structure-affinity and structure-kinetics relationships were established, and computational studies of a homology model of the hA(1)AR revealed crucial interactions for both the affinity and dissociation kinetics of this family of ligands. These results were also combined with global metrics (Ligand Efficiency, cLogP), showing the importance of binding kinetics as an additional way to better select a drug candidate amongst seemingly similar leads. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.07.023
• 作为产物：
  描述：

  4-碘氰基苯 在 吡啶 、 ammonium sulfide 、 三乙胺 作用下， 以 水 、 甲苯 为溶剂， 生成 4-(chloromethyl)-2-(4-iodophenyl)thiazole
  参考文献：
  名称：

  Agonists for the Adenosine A₁ Receptor with Tunable Residence Time. A Case for Nonribose 4-Amino-6-aryl-5-cyano-2-thiopyrimidines

  摘要：

  We report the synthesis and evaluation of previously unreported 4-amino-6-aryl-5-cyano-2-thiopyrimidines as selective human adenosine A(1) receptor (hA(1)AR) agonists with tunable binding kinetics, this without affecting their nanomolar affinity for the target receptor. They show a very diverse range of kinetic profiles (from 1 min (compound 52) to 1 h (compound 43)), and their structure-affinity relationships (SAR) and structure-kinetics relationships (SKR) were established. When put in perspective with the increasing importance of binding kinetics in drug discovery, these results bring new evidence of the consequences of affinity-only driven selection of drug candidates, that is, the potential elimination of slightly less active compounds that may display preferable binding kinetics.

  DOI：

  10.1021/jm401643m

文献信息

• [EN] NOVEL 1,2,3 TRIAZOLE-THIAZOLE COMPOUNDS, PROCESS FOR PREPARATION AND USE THEREOF<br/>[FR] NOUVEAUX COMPOSÉS 1,2,3 TRIAZOLE-THIAZOLE, LEUR PROCÉDÉ DE PRÉPARATION ET D'UTILISATION
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2017109793A1

  公开（公告）日：2017-06-29

  The present invention discloses a novel 1,2,3 triazole-thiazole compound of formula (I) or pharmaceutically acceptable salt thereof, process for its preparation, its pharmaceutical composition and method for the treatment for stalling vitiligo spread or provide prophylactic benefit to individuals with vitiligo predisposition.

  本发明公开了一种新的1,2,3-三唑-噻唑化合物，化学式为(I)，或其药学上可接受的盐，以及其制备方法、药物组合物和用于阻止白癜风扩散或预防易患白癜风的个体的方法。
• 1,2,3 triazole-thiazole compounds, process for preparation and use thereof
  申请人：Council of Scientific & Industrial Research

  公开号：US10246449B2

  公开（公告）日：2019-04-02

  A 1,2,3 triazole-thiazole compound of formula (I) or pharmaceutically acceptable salt thereof, process for its preparation, its pharmaceutical composition and method for the treatment for stalling vitiligo spread or provide prophylactic benefit to individuals with vitiligo predisposition.

  一种式(I)的1,2,3三唑-噻唑化合物或其药学上可接受的盐、其制备工艺、其药物组合物和治疗方法，用于延缓白癜风扩散或为有白癜风倾向的个体提供预防性益处。
• NOVEL 1,2,3 TRIAZOLE-THIAZOLE COMPOUNDS, PROCESS FOR PREPARATION AND USE THEREOF
  申请人：Council of Scientific and Industrial Research

  公开号：EP3394054A1

  公开（公告）日：2018-10-31