3,4,5,6-tetrachloropicolinoyl chloride | 32889-60-4

• 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: 3,4,5,6-tetrachloropicolinoyl chloride
• 英文别名: 3,4,5,6-Tetrachlorpicolinsaeurechlorid；tetrachloro-pyridine-2-carbonyl chloride；3,4,5,6-Tetrachloropyridine-2-carbonyl chloride
• CAS: 32889-60-4
• 化学式: C₆Cl₅NO
• mdl: MFCD06738271
• 分子量: 279.337
• InChiKey: RPBUWNXYNYVENO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4,5,6-tetrachloropicolinoyl chloride 在 potassium fluoride 、 18-冠醚-6 、 三乙胺 作用下， 以 环丁砜 为溶剂， 反应 21.0h， 生成 isopropyl 3,4,5,6-tetrafluoropicolinate
  参考文献：
  名称：

  [EN] FLUOROPICOLINOYL FLUORIDES AND PROCESSES FOR THEIR PREPARATION
  [FR] FLUORURES DE FLUOROPICOLINOYLE ET LEURS PROCÉDÉS DE PRÉPARATION

  摘要：

  本文提供了氟吡啶甲酰氟化物及其制备方法。在某些实施例中，提供了一种从氯吡啶甲酰氯制备5-氟-6-芳基吡啶甲酰氟化物的方法。

  公开号：

  WO2014018506A1
• 作为产物：
  描述：

  四氯吡啶甲酸 在 三乙胺 、 氯甲酸乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 2.08h， 生成 3,4,5,6-tetrachloropicolinoyl chloride
  参考文献：
  名称：

  Novel Tetrahydropyrido[1,2-a]isoindolone Derivatives (Valmerins): Potent Cyclin-Dependent Kinase/Glycogen Synthase Kinase 3 Inhibitors with Antiproliferative Activities and Antitumor Effects in Human Tumor Xenografts

  摘要：

  The development of CDK and GSK3 inhibitors has been regarded as a potential therapeutic approach, and a substantial number-of-diverse structures have been reported to inhibit CDKs and GSK-3 beta. in recent years. Only a few molecules have gone through or are currently undergoing clinical trials as CDK and GSK inhibitors. In this paper, we prepared valmerins, a new family containing the tetrahydropyrido[1,2-a]isoindone core. The fused heterocycle was prepared with a straightforward synthesis that was functionalized by a (het)arylurea. Twelve valmerins inhibited the CDK5 and GSK3 with an IC50 < 100 nM. A semiquantitative kinase scoring was realized, and a cellular screening was done. At the end of study, we investigated the in vivo potency of one valmerin. Mice exhibited good tolerance to our lead, which proved its efficacy and clearly blocked tumor growth. Valmerins appear also as good candidates: for further development as anticancer agents.

  DOI：

  10.1021/jm3008536

文献信息

• FLUOROPICOLINOYL FLUORIDES AND PROCESSES FOR THEIR PREPARATION
  申请人：Dow AgroSciences LLC

  公开号：US20140031558A1

  公开（公告）日：2014-01-30

  Provided herein are fluoropicolinoyl fluorides and processes for their preparation. In some embodiments, provided herein is a process for the preparation of 5-fluoro-6-aryl-picolinoyl fluorides from chloropicolinoyl chlorides.

  本文提供了氟吡啶甲酰氟化物及其制备方法。在某些实施例中，提供了一种从氯吡啶甲酰氯制备5-氟-6-芳基吡啶甲酰氟化物的方法。
• US9045427B2
  申请人：——

  公开号：US9045427B2

  公开（公告）日：2015-06-02
• US9376388B2
  申请人：——

  公开号：US9376388B2

  公开（公告）日：2016-06-28
• Novel Tetrahydropyrido[1,2-<i>a</i>]isoindolone Derivatives (Valmerins): Potent Cyclin-Dependent Kinase/Glycogen Synthase Kinase 3 Inhibitors with Antiproliferative Activities and Antitumor Effects in Human Tumor Xenografts
  作者：Rajâa Boulahjar、Aziz Ouach、Chiurato Matteo、Stephane Bourg、Myriam Ravache、Rémy le Guével、Séverine Marionneau、Thibauld Oullier、Olivier Lozach、Laurent Meijer、Christiane Guguen-Guillouzo、Saïd Lazar、Mohamed Akssira、Yves Troin、Gérald Guillaumet、Sylvain Routier

  DOI：10.1021/jm3008536

  日期：2012.11.26

  The development of CDK and GSK3 inhibitors has been regarded as a potential therapeutic approach, and a substantial number-of-diverse structures have been reported to inhibit CDKs and GSK-3 beta. in recent years. Only a few molecules have gone through or are currently undergoing clinical trials as CDK and GSK inhibitors. In this paper, we prepared valmerins, a new family containing the tetrahydropyrido[1,2-a]isoindone core. The fused heterocycle was prepared with a straightforward synthesis that was functionalized by a (het)arylurea. Twelve valmerins inhibited the CDK5 and GSK3 with an IC50 < 100 nM. A semiquantitative kinase scoring was realized, and a cellular screening was done. At the end of study, we investigated the in vivo potency of one valmerin. Mice exhibited good tolerance to our lead, which proved its efficacy and clearly blocked tumor growth. Valmerins appear also as good candidates: for further development as anticancer agents.
• [EN] FLUOROPICOLINOYL FLUORIDES AND PROCESSES FOR THEIR PREPARATION<br/>[FR] FLUORURES DE FLUOROPICOLINOYLE ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2014018506A1

  公开（公告）日：2014-01-30

  Provided herein are fluoropicolinoyl fluorides and processes for their preparation. In some embodiments, provided herein is a process for the preparation of 5-fluoro-6-aryl- picolinoyl fluorides from chloropicolinoyl chlorides.

  本文提供了氟吡啶甲酰氟化物及其制备方法。在某些实施例中，提供了一种从氯吡啶甲酰氯制备5-氟-6-芳基吡啶甲酰氟化物的方法。