2-(4-pyridylmethylthio)benzoic acid | 120003-51-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-pyridylmethylthio)benzoic acid
• 英文别名: 2-(Pyridin-4-ylmethylsulfanyl)benzoic acid
• CAS: 120003-51-2
• 化学式: C₁₃H₁₁NO₂S
• mdl: MFCD02755574
• 分子量: 245.302
• InChiKey: YHTYZFNDEPANRC-UHFFFAOYSA-N

物化性质

• 熔点：
  180 °C (decomp)
• 沸点：
  437.3±35.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  75.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-pyridylmethylthio)benzoic acid 在 锌 作用下， 以 水 为溶剂， 反应 12.0h， 以71%的产率得到2-Pyridin-4-yl-1-benzothiophen-3-ol
  参考文献：
  名称：

  2-取代苯并[b]噻吩-3-醇在水中的简便合成

  摘要：

  摘要 据报道，在一个简单的反应体系中，以水为唯一介质，可以轻松合成 2-取代的苯并 [b] 噻吩-3-醇。密度泛函理论 (DFT) 研究表明，在能量学中存在两种可比的途径：具有协调一致的 CC 键形成和氢转移的中性途径和具有对羰基的阴离子攻击的阴离子途径。研究表明，水在这两种情况下都起着至关重要的机械作用。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要

  DOI：

  10.1080/00397911.2011.633203
• 作为产物：
  描述：

  4-氯甲基吡啶盐酸盐 、 硫代水杨酸 在 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 2-(4-pyridylmethylthio)benzoic acid
  参考文献：
  名称：

  2-取代苯并[b]噻吩-3-醇在水中的简便合成

  摘要：

  摘要 据报道，在一个简单的反应体系中，以水为唯一介质，可以轻松合成 2-取代的苯并 [b] 噻吩-3-醇。密度泛函理论 (DFT) 研究表明，在能量学中存在两种可比的途径：具有协调一致的 CC 键形成和氢转移的中性途径和具有对羰基的阴离子攻击的阴离子途径。研究表明，水在这两种情况下都起着至关重要的机械作用。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要

  DOI：

  10.1080/00397911.2011.633203

文献信息

• Novel compounds having 4-pyridylalkylthio group as substituent
  申请人：Honda Takahiro

  公开号：US20060194836A1

  公开（公告）日：2006-08-31

  A subject of the present invention is to provide a novel aromatic five- or six-memberd heterocyclic derivative having 4-pyridylalkylthio as a substituent or a salt thereof which is useful as a pharmaceutical. Compound represented by the following general formula [I] or salts thereof are useful as therapeutic agents for diseases in which angiogenesis or augmentation of vascular permeability is involved. In the formula, ring “A” is a benzene ring or an aromatic five- or six-memberd heterocycle which can be fused with a cycloalkane ring, “B” is alkylene, R 1 and R 2 , the same or different, are H, OH, substituted or unsubstituted alkoxy and the like, X and Y, the same or different, are group(s) selected from H, halogen, OH, substituted or unsubstituted alkoxy and the like respectively, p is 0, 1 or 2, and q is 0 or 1.

  本发明的目的是提供一种新的芳香性五元或六元杂环衍生物，其具有4-吡啶基烷硫基取代基或其盐，可作为药物使用。以下通式[I]所表示的化合物或其盐可用作治疗涉及血管生成或增强血管渗透性的疾病的治疗剂。其中，环“A”是苯环或芳香性五元或六元杂环，可以与环状烷基环融合，“B”是烷基，R1和R2，相同或不同，是H、OH、取代或未取代的烷氧基等，X和Y，相同或不同，分别是选择自H、卤素、OH、取代或未取代的烷氧基等的基团，p为0、1或2，q为0或1。
• Compounds having a 4-pyridylalkylthio group as a substituent
  申请人：Honda Takahiro

  公开号：US20090286786A1

  公开（公告）日：2009-11-19

  A compound having the following formula [I] or a pharmaceutically acceptable salt thereof: wherein A is benzene or an aromatic five-membered heterocycle which optionally is fused with a cycloalkane ring; B is an alkylene; R 1 and R 2 are hydrogen, hydroxy, alkoxy, aryloxy, alkyl, cycloalkyl, aryl, heterocycle, amino, alkylamino, arylamino or acyl, or R 1 and R 2 join together to form a heterocycle; X and Y are hydrogen, halogen, hydroxy, alkoxy, aryloxy, alkyl, cycloalkyl, aryl, mercapto, alkylthio, arylthio, carboxyl, an ester of carboxyl, an amide of carboxyl, cyano or nitro; p is 0, 1 or 2; and q is 0 or 1. The compound is useful for treating diseases in which angiogenesis or augmentation of vascular permeability is involved.

  一种具有以下式[I]或其药学上可接受的盐的化合物：其中，A是苯或一种芳香五元杂环，该芳香五元杂环可以选择性地与环烷环融合；B是一种烷基；R1和R2是氢、羟基、烷氧基、芳基氧基、烷基、环烷基、芳基、杂环、氨基、烷基氨基、芳基氨基或酰基，或R1和R2结合形成一个杂环；X和Y是氢、卤素、羟基、烷氧基、芳基氧基、烷基、环烷基、芳基、巯基、烷硫基、芳硫基、羧基、羧酸酯、羧酰胺、氰基或硝基；p为0、1或2；q为0或1。该化合物用于治疗与血管生成或血管通透性增加有关的疾病。
• COMPOUNDS HAVING 4-PYRIDYLALKYLTHIO GROUP AS A SUBSTITUENT
  申请人：Honda Takahiro

  公开号：US20120202817A1

  公开（公告）日：2012-08-09

  A compound having the following formula [I] or a pharmaceutically acceptable salt thereof: wherein A is an aromatic five-membered heterocycle which optionally is fused with a cycloalkane ring; B is an alkylene; R 1 and R 2 are hydrogen, hydroxyl, alkoxy, aryloxy, alkyl, cycloalkyl, aryl, heterocycle, amino, alkylamino, arylamino or acyl, or R 1 and R 2 join together to form a heterocycle; X and Y are hydrogen, halogen, hydroxyl, alkoxy, aryloxy, alkyl, cycloalkyl, aryl, mercapto, alkylthio, arylthio, carboxyl, an ester of carboxyl, an amide of carboxyl, cyano or nitro; p is 0, 1 or 2; and q is 0 or 1. The compound is useful for treating diseases in which angiogenesis or augmentation of vascular permeability is involved.

  以下化合物式[I]或其药学上可接受的盐：其中A是一种芳香五元杂环，可选择与环烷基融合；B是一种烷基；R1和R2是氢、羟基、烷氧基、芳氧基、烷基、环烷基、芳基、杂环、氨基、烷基氨基、芳基氨基或酰基，或R1和R2结合形成一个杂环；X和Y是氢、卤素、羟基、烷氧基、芳氧基、烷基、环烷基、芳基、巯基、烷硫基、芳硫基、羧基、羧酸酯、羧酰胺、氰基或硝基；p为0、1或2；q为0或1。该化合物可用于治疗涉及血管生成或增强血管通透性的疾病。
• Synthesis, structure and biological activity of organotin derivatives with pyridylmethylthiobenzoic acid
  作者：Xiao-Yan Zhang、Hai-Bin Song、Qing-Shan Li、Xiu-Feng Liu、Liang-Fu Tang

  DOI：10.1016/j.poly.2007.04.029

  日期：2007.8

  Reaction of 2-(2-pyridylmethylthio)benzoic acid (1) with R2SnO (R = Et or "Bu) in a 1: 1 molar ratio gives the dimeric compounds [(2-PyCH2SC6H4CO2)SnR2](2)O}(2). A similar reaction of 2-(4-pyridylmethylthio)benzoic acid (2) with Et2SnO yields an analogous result. However, treatment of 2 with "Bu2SnO in a 1:1 molar ratio only gives the diorganotin dicarboxylate (4-PyCH2SC6H4CO2)(2)Sn("Bu)(2). X-ray crystal structure analyses indicate that the pyridyl nitrogen atoms do not coordinate to the tin atoms in the dimer, whilst in the diorganotin dicarboxylate the tin atom has a seven-coordinate distorted pentagonal-bipyramidal geometry, and this compound forms a linkage coordination polymer through the interactions of the pyridyl nitrogen atoms with the adjacent tin atoms. In addition, treatment of 1 or 2 with (Ph3Sn)(2)O in a 2:1 molar ratio affords triphenyltin carboxylates, in which the tin atoms also show different coordination environments. In the solid state, triphenyltin 2-(2-pyridylmethylthio)benzoate is a monomer and the pyridyl nitrogen atom does not participate in coordination to the tin atom either, while the interactions between the pyridyl nitrogen atoms and the adjacent tin atoms link triphenyltin 2-(4-pyridylmethylthio)benzoate into a coordination polymer. Preliminary in vitro tests for fungicidal activity show that all these compounds display good activity to Physolospora piricola in a low concentration. Moreover, the triphenyltin carboxylates show a higher inhibition percentage than the diorganotin carboxylates. (c) 2007 Elsevier Ltd. All rights reserved.
• NOVEL COMPOUND HAVING 4-PYRIDYLALKYLTHIO GROUP AS SUBSTITUENT
  申请人：SANTEN PHARMACEUTICAL CO., LTD.

  公开号：EP1602647B1

  公开（公告）日：2013-10-16