2-(2-chloro-6-fluorophenyl)-2,3-dihydro-1H-perimidine | 307330-08-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(2-chloro-6-fluorophenyl)-2,3-dihydro-1H-perimidine
• 英文别名: ZINC00028673
• CAS: 307330-08-1
• 化学式: C₁₇H₁₂ClFN₂
• 分子量: 298.747
• InChiKey: RZKKGVHUAWXVGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯-6-氟-苯甲醛 、 1,8-二氨基萘 以 水 为溶剂， 反应 0.5h， 以60%的产率得到2-(2-chloro-6-fluorophenyl)-2,3-dihydro-1H-perimidine
  参考文献：
  名称：

  一种新型的无催化剂，环境友好的水方案，可用于合成2,3-二氢-1 H-亚氨基吡啶

  摘要：

  描述了在水上合成2,3-二氢-1 H-亚氨基吡啶的第一种最绿色的方法。使1,8-二氨基萘与不同类型的醛在室温下反应，以在30分钟内以中等至极好的收率提供该产品。还进行了克级反应，以确保反应的可扩展性。

  DOI：

  10.1016/j.tetlet.2019.150946

文献信息

• A novel catalyst-free, eco-friendly, on water protocol for the synthesis of 2,3-dihydro-1H-perimidines
  作者：Nissy Ann Harry、Reeba Mary Cherian、S. Radhika、Gopinathan Anilkumar

  DOI：10.1016/j.tetlet.2019.150946

  日期：2019.8

  The first greenest methodology for the synthesis of 2,3-dihydro-1H-perimidines on water is described. 1,8-Diamino naphthalene was reacted with different types of aldehydes at room temperature to furnish the product in moderate to excellent yields in 30 min. A multi-gram scale reaction is also performed to ensure the scalability of the reaction.

  描述了在水上合成2,3-二氢-1 H-亚氨基吡啶的第一种最绿色的方法。使1,8-二氨基萘与不同类型的醛在室温下反应，以在30分钟内以中等至极好的收率提供该产品。还进行了克级反应，以确保反应的可扩展性。
• Compositions and Methods Related to Fructosamine-3-Kinase Inhibitors
  申请人：Schwartz Michael

  公开号：US20100297046A1

  公开（公告）日：2010-11-25

  The invention relates to compounds and methods for inhibiting production and function of 3-deoxyglucosone and other alpha-dicarbonyl sugars in skin, by way of fructosamine-3-kinase inhibition, thereby treating or prevention various diseases, disorders or conditions. Additionally, the invention relates to treatment of various diseases, disorders or conditions associated with or mediated by oxidative stress since 3DG induces ROS and AGEs, which are associated with the inflammatory response caused by oxidative stress.
• [EN] COMPOSITIONS AND METHODS RELATED TO FRUCTOSAMINE-3-KINASE INHIBITORS<br/>[FR] COMPOSITIONS ET PROCEDES RELATIFS AUX INHIBITEURS DE LA FRUCTOSAMINE-3-KINASE
  申请人：DYNAMIS THERAPEUTICS INC

  公开号：WO2007117394A2

  公开（公告）日：2007-10-18

  [EN] The invention relates to compounds and methods for inhibiting production and function of 3-deoxyglucosone and other alpha-dicarbonyl sugars in skin, by way of fructosamine-3-kinase inhibition, thereby treating or prevention various diseases, disorders or conditions. Additionally, the invention relates to treatment of various diseases, disorders or conditions associated with or mediated by oxidative stress since 3DG induces ROS and AGEs, which are associated with the inflammatory response caused by oxidative stress.
  [FR] La présente invention concerne des composés et procédés d'inhibition de la production et de la fonction de la 3-désoxyglucosone et d'autres sucres alpha-dicarbonyle dans la peau, par le biais de l'inhibition de la fructosamine-3-kinase, ce qui permet de traiter ou de prévenir divers troubles, maladies ou états pathologiques. En outre, la présente invention concerne le traitement de divers troubles, maladies ou états pathologiques associés à ou induits par le stress oxydant, car 3DG induit des ROS (espèces oxygénées radicalaires) et des AGE (produits terminaux de glycation), lesquels sont associés à la réponse inflammatoire provoquée par le stress oxydant.
• A novel catalyst‐free mechanochemical protocol for the synthesis of 2,3‐dihydro‐1<i>H</i>‐perimidines
  作者：Nissy Ann Harry、Sankaran Radhika、Mohan Neetha、Gopinathan Anilkumar

  DOI：10.1002/jhet.3880

  日期：2020.4

  A rapid, efficient, and green grinding assisted method for the synthesis of 2,3‐dihydro‐1H‐perimidines has been developed. 1,8‐Diaminonaphthalene and aldehydes were ground using mortar and pestle for 5 minutes affording the product in moderate to excellent yields. The methodology minimises the use of conventional workup and column chromatographic techniques.

  已经开发了一种快速，高效且绿色的研磨辅助方法，用于合成2,3-二氢-1 H-亚氨基吡啶。用研钵和研杵将1,8-二氨基萘和醛研磨5分钟，使产品收率适中至优异。该方法最大限度地减少了传统的后处理和柱色谱技术的使用。