(propionate d'ethyle-3)(pyridyl-2) sulfure | 89407-42-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (propionate d'ethyle-3)(pyridyl-2) sulfure
• 英文别名: 2-(2-(ethoxycarbonyl)ethylthio)pyridine；ethyl 3-(pyridin-2-ylthio)propanoate；Propanoic acid, 3-(2-pyridinylthio)-, ethyl ester；ethyl 3-pyridin-2-ylsulfanylpropanoate
• CAS: 89407-42-1
• 化学式: C₁₀H₁₃NO₂S
• mdl: MFCD03760948
• 分子量: 211.285
• InChiKey: IVAPRNFKTHBHCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  329.2±22.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (propionate d'ethyle-3)(pyridyl-2) sulfure 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以31%的产率得到2-<2-(ethoxycarbonyl)ethylsulphinyl>pyridine
  参考文献：
  名称：

  Crich, David; Lin, Linda B. L., Journal of Chemical Research, Miniprint, 1987, # 11, p. 2928 - 2941

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2-(ethoxycarbonyl)ethylthio)pyridine N-oxide 生成 (propionate d'ethyle-3)(pyridyl-2) sulfure
  参考文献：
  名称：

  CRICH, DAVID;LIM, LINDA B. L., J. CHEM. RES. SYNOP.,(1987) 353

  摘要：

  DOI：

文献信息

• PYRIDIN-2YL SULFANYL ACID ESTERS AND PROCESS FOR THE PREPARATION THEREOF
  申请人：Sarma Jadab Chandra

  公开号：US20130131350A1

  公开（公告）日：2013-05-23

  The present invention relates to Pyridin-2-yl sulfanyl acid ester compounds having antiinflammatory properties. The present invention particularly relates to novel anti-inflammatory heterocyclic acid esters of Pyridin-2-yl sulfanyl having the structure of general formula 1 which have been screened for their antiinflammatory activity with respect to inhibition of adhesion of neutrophils, isolated from human peripheral blood, onto the surface of human umbilical vein endothelial cells (HU-VEC) as a result of inhibition of the cytokine-stimulated expression of cell adhesion molecule ICAM-1. The compound RS—Z, 3-(Pyridin-2-yl sulfanyl)-propionic acid pentyl ester (structure 1a, R 1 =H, R 2 =H, R 3 =CH2-COOC5H 11 ) was found to be most effective for ICAM-1 and neutrophil adhesion inhibition and was found to effectively alleviate inflammation mediated by excessive leukocyte infiltration leading to inflammatory disorders or like conditions, such as acute lung injury and acute respiratory distress syndrome in mice.

  本发明涉及具有抗炎性能的吡啶-2-基硫醇酸酯化合物。本发明特别涉及吡啶-2-基硫醇的新型抗炎杂环酸酯，其具有通式1的结构，已经针对其抗炎活性进行了筛选，以抑制从人类外周血液中分离出的中性粒细胞粘附到人脐静脉内皮细胞（HU-VEC）表面，结果是通过抑制细胞粘附分子ICAM-1的细胞因子刺激表达来实现。化合物RS—Z，3-(吡啶-2-基硫醇)-丙酸戊酯（结构1a，R1=H，R2=H，R3=CH2-COOC5H11）被发现对ICAM-1和中性粒细胞粘附抑制效果最显著，并且被发现有效缓解由过度白细胞浸润引起的炎症，导致炎症性疾病或类似症状，如小鼠的急性肺损伤和急性呼吸窘迫综合征。
• [EN] PYRIDIN- 2 - YL SULFANYL ACID ESTERS AND PROCESS FOR THE PREPARATION THEREOF<br/>[FR] ESTERS DE PYRIDIN-2-YLSULFANYLACIDES ET LEUR PROCÉDÉ DE SYNTHÈSE
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2012011123A1

  公开（公告）日：2012-01-26

  The present invention relates to Pyridin-2-yl sulfanyl acid ester compounds having antiinflammatory properties. The present invention particularly relates to novel anti-inflammatory heterocyclic acid esters of Pyridin-2-yl sulfanyl having the structure of general formula 1 which have been screened for their antiinflammatory activity with respect to inhibition of adhesion of neutrophils, isolated from human peripheral blood, onto the surface of human umbilical vein endothelial cells (HUVEC) as a result of inhibition of the cytokine-stimulated expression of cell adhesion molecule ICAM-1. The compound RS-Z, 3-(Pyridin-2-yl sulfanyl)-propionic acid pentyl ester (structure la, R1 = H, R2 = H, R3 = CH2COOC5H11) was found to be most effective for ICAM-1 and neutrophil adhesion inhibition and was found to effectively alleviate inflammation mediated by excessive leukocyte infiltration leading to inflammatory disorders or like conditions, such as acute lung injury and acute respiratory distress syndrome in mice.

  本发明涉及具有抗炎性质的吡啶-2-基巯酸酯化合物。本发明特别涉及一类新型的抗炎杂环酸酯，其具有通用公式1的结构，并且已经通过抑制从人外周血中分离的中性粒细胞粘附到人脐静脉内皮细胞（HUVEC）表面的能力来筛选其抗炎活性，这是通过抑制细胞粘附分子ICAM-1的细胞因子刺激表达的结果。发现化合物RS-Z，3-(吡啶-2-基巯基)-丙酸戊酯（结构la，R1 = H，R2 = H，R3 = CH2COOC5H11）对ICAM-1和中性粒细胞粘附抑制最有效，并且发现它有效地缓解了由过度白细胞浸润导致的炎症介导的炎症疾病或类似状况，例如小鼠的急性肺损伤和急性呼吸窘迫综合征。
• One-pot odorless thia-Michael reaction by copper ferrite nanoparticle-catalyzed reaction of elemental sulfur, aryl halides and electron-deficient alkenes
  作者：Mohammad Gholinejad、Habib Firouzabadi

  DOI：10.1039/c5nj00867k

  日期：——

  In this article we report a non-odorous protocol for the high yield formation of aryl–alkyl sulfides by the reaction of aryl iodides, bromides and boronic acids with elemental sulfur and electron-deficient alkenes, catalyzed by copper ferrite nanoparticles. The catalyst was easily separated using an external magnetic bar and recycled for subsequent runs, its catalytic activity being preserved.

  在本文中，我们报告了一种无味的方案，该方案通过芳族碘化物，溴化物和硼酸与元素硫和缺电子的烯烃（由铜铁氧体纳米粒子催化）反应，以高收率形成芳基烷基硫化物。使用外部磁棒可轻松分离催化剂，并循环用于后续运行，从而保留了其催化活性。
• CuI‐catalyzed tandem synthesis of thioethers using aryl halides, electron‐deficient alkenes, and sodium <i>iso</i> ‐propyl xanthogenate
  作者：Mohammad Abbasi、Najmeh Nowrouzi、Rahimeh Khezri

  DOI：10.1002/aoc.5553

  日期：2020.4

  A ligand‐free, CuI‐catalyzed protocol was developed for the one‐step preparation of Michael adducts of aromatic thiols in high yields by reacting a mixture of an aryl halide and an electron‐deficient alkene with sodium iso‐propyl xanthogenate.

  甲无配体，碘化亚铜催化的协议是用于通过与芳基卤化物的混合物与钠缺电子烯烃反应以高产率芳族硫醇的迈克尔加成物的一步制备开发的异-丙基黄原酸盐。
• Etude des reactions de srn1—partie 10
  作者：René Beugelmans、Michèle Bois-Choussy、Bernard Boudet

  DOI：10.1016/s0040-4020(01)88635-x

  日期：1983.1

  Functionalized aromatic halides Ar1XY (Ar1 = C6H4, Y = OCH3, CONH2, CN, COCH3, CHO, COC6H5) undergo SRN1 reactions with sulphur anions -SR, either simple (R=C2H5, CH2C6H5) or functionalized (R = (CH2)2OH, (CH2)2CO2Et, CH2CO2Et). Products Ar1YS- formed from the fragmentation of the radical anion Ar1YSR- are related to the redox potential of the aryl moiety Ar1Y and with the energy of the bond S-R. In

  官能化的芳族卤化物的Ar 1 XY（AR 1 = C 6 H ^ 4，Y = OCH 3，CONH 2，CN，COCH 3，CHO，COC 6 H ^ 5）经历小号RN 1个反应用硫阴离子- SR，无论是简单的（R ＝ C 2 H 5，CH 2 C 6 H 5）或官能化的（R ＝（CH 2）2 OH，（CH 2）2 CO 2 Et，CH 2 CO 2 Et）。产品Ar1个YS -从阴离子自由基的Ar的碎片形成1 YSR -都与芳基部分Ar的氧化还原电位1 Y和与接合SR的能量。在杂环系列（Ar 2 =吡啶，Ar 3 =喹啉）中，出现了相似的关系，但带有吸电子基团的吡啶底物发生竞争性S N（Ar）反应。据报道，通过S RN 1反应可直接合成苯并噻吩，并基于S N（Ar）反应可改进噻吩并吡啶的合成。