N-(2-chloroethyl)picolinamide

• 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: N-(2-chloroethyl)picolinamide
• 英文别名: N-(2-chloroethyl)-2-pyridinecarboxamide；N-(2-chloroethyl)pyridine-2-carboxamide
• 化学式: C₈H₉ClN₂O
• 分子量: 184.625
• InChiKey: PAEWUPLHSBIJMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-chloroethyl)picolinamide 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 24.0h， 以0.89 g的产率得到2-(4,5-二氢-1,3-恶唑-2-基)吡啶
  参考文献：
  名称：

  Pyridine–oxazoline and quinoline–oxazoline ligated cobalt complexes: Synthesis, characterization, and 1,3-butadiene polymerization behaviors

  摘要：

  A series of cobalt complexes supported by pyridine-oxazoline (Pyox) and quinoline-oxazoline (Quox) were synthesized. Determined by single crystal X-ray crystallography, complexes 6a and 7c adopted distorted octahedron and trigonal bipyramid geometries, respectively, while complex 6b existed as an ion pair comprised of [CoL2](2+) and [CoCl4](2-), in which the cationic and anionic moieties displayed distorted octahedron and tetrahedral geometries, respectively. Upon activation with ethylaluminium sesquichloride (EASC), these cobalt complexes exhibited high catalytic activity and cis-1,4-selectivity toward 1,3-butadiene polymerization. The selectivity of the catalytic system could be switched from cis-1,4 to 1,2-fashion via the addition of PPh3. The effects of ligand environment, polymerization temperature, and [Al]/[Co] ratio on the polymerization were investigated in detail. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.07.013
• 作为产物：
  描述：

  2-吡啶甲酸 在 氯化亚砜 、 potassium hydroxide 作用下， 以 氯仿 、 水 为溶剂， 反应 1.0h， 生成 N-(2-chloroethyl)picolinamide
  参考文献：
  名称：

  Pyridine–oxazoline and quinoline–oxazoline ligated cobalt complexes: Synthesis, characterization, and 1,3-butadiene polymerization behaviors

  摘要：

  A series of cobalt complexes supported by pyridine-oxazoline (Pyox) and quinoline-oxazoline (Quox) were synthesized. Determined by single crystal X-ray crystallography, complexes 6a and 7c adopted distorted octahedron and trigonal bipyramid geometries, respectively, while complex 6b existed as an ion pair comprised of [CoL2](2+) and [CoCl4](2-), in which the cationic and anionic moieties displayed distorted octahedron and tetrahedral geometries, respectively. Upon activation with ethylaluminium sesquichloride (EASC), these cobalt complexes exhibited high catalytic activity and cis-1,4-selectivity toward 1,3-butadiene polymerization. The selectivity of the catalytic system could be switched from cis-1,4 to 1,2-fashion via the addition of PPh3. The effects of ligand environment, polymerization temperature, and [Al]/[Co] ratio on the polymerization were investigated in detail. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.07.013

文献信息

• New 5-HT1A, 5HT2A and 5HT2C receptor ligands containing a picolinic nucleus: Synthesis, in vitro and in vivo pharmacological evaluation
  作者：Ferdinando Fiorino、Elisa Magli、Ewa Kędzierska、Antonio Ciano、Angela Corvino、Beatrice Severino、Elisa Perissutti、Francesco Frecentese、Paola Di Vaio、Irene Saccone、Angelo A. Izzo、Raffaele Capasso、Paola Massarelli、Ilaria Rossi、Jolanta Orzelska-Gòrka、Jolanta Helena Kotlińska、Vincenzo Santagada、Giuseppe Caliendo

  DOI：10.1016/j.bmc.2017.09.018

  日期：2017.10

  Picolinamide derivatives, linked to an arylpiperazine moiety, were prepared and their affinity to 5-HT1A, 5-HT2A and 5-HT2C receptors was evaluated. The combination of structural elements (heterocyclic nucleus, alkyl chain and 4-substituted piperazine), known to play critical roles in affinity for serotoninergic receptors, and the proper selection of substituents led to compounds with high specificity

  制备了连接至芳基哌嗪部分的吡啶甲酸酰胺衍生物，并评估了它们对5-HT 1A，5-HT 2A和5-HT 2C受体的亲和力。结构元件的组合（杂环核，烷基链和4-取代的哌嗪），已知在对血清素受体的亲和力以发挥关键作用，并导致以高特异性和亲和力向血清素受体的化合物的取代基的正确选择。在结合研究中，几个分子在5-HT 1A，5-HT 2A和5-HT 2C受体的纳摩尔和亚纳摩尔范围内显示出高亲和力，而对其他相关受体（D 1，D 2，α 1和α 2）。Ki = 0.046 nM的N-（2-（4-（嘧啶-2-基）哌嗪-1-基）乙基）吡啶啉酰胺（3o）是5-HT 1A受体的亲和力和选择性最高的衍生物5-羟色胺能的多巴胺能和肾上腺素能受体。N-（2-（4-（2-（2-甲氧基苯基）哌嗪-1-基）乙基）吡啶啉酰胺（3b）显示对5-HT 2A的亚纳摩尔亲和力，Ki = 0.0224 nM，而N-（2-（ 4-（双（
• N-[(1-piperidinyl)alkyl]arylcarboxamide derivatives
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04031226A1

  公开（公告）日：1977-06-21

  Compounds of the class of N-[(1-piperidinyl)alkyl]arylcarboxamides, useful as antiemetic and psychotropic agents.

  这是一种N-[(1-哌啶基)烷基]芳基羧酰胺类化合物，可用作抗恶心和精神药物。
• US4031226A
  申请人：——

  公开号：US4031226A

  公开（公告）日：1977-06-21
• Pyridine–oxazoline and quinoline–oxazoline ligated cobalt complexes: Synthesis, characterization, and 1,3-butadiene polymerization behaviors
  作者：Jun Guo、Heng Liu、Jifu Bi、Chunyu Zhang、Hexin Zhang、Chenxi Bai、Yanming Hu、Xuequan Zhang

  DOI：10.1016/j.ica.2015.07.013

  日期：2015.8

  A series of cobalt complexes supported by pyridine-oxazoline (Pyox) and quinoline-oxazoline (Quox) were synthesized. Determined by single crystal X-ray crystallography, complexes 6a and 7c adopted distorted octahedron and trigonal bipyramid geometries, respectively, while complex 6b existed as an ion pair comprised of [CoL2](2+) and [CoCl4](2-), in which the cationic and anionic moieties displayed distorted octahedron and tetrahedral geometries, respectively. Upon activation with ethylaluminium sesquichloride (EASC), these cobalt complexes exhibited high catalytic activity and cis-1,4-selectivity toward 1,3-butadiene polymerization. The selectivity of the catalytic system could be switched from cis-1,4 to 1,2-fashion via the addition of PPh3. The effects of ligand environment, polymerization temperature, and [Al]/[Co] ratio on the polymerization were investigated in detail. (C) 2015 Elsevier B.V. All rights reserved.