dimethyl 4-(methylthio)phenylmethylphosphonate | 481679-70-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: dimethyl 4-(methylthio)phenylmethylphosphonate
• 英文别名: dimethyl (4-methylthiobenzyl)phosphonate；dimethyl 4-(methylthio)benzylphosphonate；(4-Methylsulfanyl-benzyl)-phosphonic acid dimethyl ester；1-(dimethoxyphosphorylmethyl)-4-methylsulfanylbenzene
• CAS: 481679-70-3
• 化学式: C₁₀H₁₅O₃PS
• 分子量: 246.267
• InChiKey: NFPIJSPXTOOTDZ-UHFFFAOYSA-N

物化性质

• 沸点：
  363.1±35.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 4-(methylthio)phenylmethylphosphonate 在 oxone(R) 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 Dimethyl {[4-(methanesulfonyl)phenyl]methyl}phosphonate
  参考文献：
  名称：

  Alkyl-bridged substituted 8-arylquinolines as highly potent PDE IV inhibitors

  摘要：

  Substituted 8-arylquinoline analogs bearing alkyl-linked side chain were identified as potent inhibitors of type 4 phophodiesterase. These compounds address the potential liabilities of the clinical candidate L454560. The pharmacokinetic profile of the best analogs and the in vivo efficacy in an ovalbumin-induced bronchoconstriction assay in conscious guinea pigs are reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.105
• 作为产物：
  描述：

  4-(甲基硫醇)溴化苯 在 三甲氧基磷 作用下， 以98%的产率得到dimethyl 4-(methylthio)phenylmethylphosphonate
  参考文献：
  名称：

  Deposition of Ordered Layers of Tetralactam Macrocycles and Ether Rotaxanes on Pyridine-Terminated Self-Assembled Monolayers on Gold

  摘要：

  The deposition of tetralactam macrocycles and the corresponding benzyl ether rotaxanes on gold substrates is investigated for the first time exploiting metallo-supramolecular chemistry. Two pyridine-terminated self-assembled monolayers (SAMs) are developed that are used as well-ordered template layers. The two SAMs differ with respect to the rigidity of the terminal pyridines as shown by angle-resolved near-edge X-ray absorption fine structure (NEXAFS) spectroscopy. The template layers are then used for the metal-mediated self-assembly of macrocylces and rotaxanes on solid supports. The SAM with the more rigid terminal pyridine shows a higher coverage with the macrocycles and is therefore preferable. Angle-resolved NEXAFS spectroscopy also shows the deposited supramolecules to be oriented preferentially upright. This order is only achieved for the macrocycles through the deposition on the more rigid SAM template, whereas rotaxanes form oriented layers on both SAMs. Time-of-flight secondary-ion mass spectrometry analysis was used to determine the deposition time required for the self-assembly process.

  DOI：

  10.1021/ja306212m
• 作为试剂：
  描述：

  4-(甲基硫代)苄氯 、 三甲氧基磷 在 dimethyl 4-(methylthio)phenylmethylphosphonate 作用下， 反应 4.5h， 以Dimethyl (4-methylthiobenzyl)phosphonate was obtained by fractional distillation at reduced pressure的产率得到dimethyl 4-(methylthio)phenylmethylphosphonate
  参考文献：
  名称：

  Optical article exhibiting a large first hyperpolarizability

  摘要：

  一种用于传输电磁辐射的光学物品。该光学物品包括一个介质，该介质具有大于10.sup.-9静电单位的二阶电极化率。介质包括极性对齐的偶极子单元。每个偶极子单元具有多个非中心对称分子偶极子和连接器系统。每个分子偶极子具有电子给体基团、电子受体基团和连接基团。连接基团与连接器系统具有一对共价键。每个分子偶极子具有共轭π键系统，沿连接基团从电子给体基团延伸到电子受体基团，以允许分子偶极子在极性不同的基态和激发态之间振荡。连接器系统将连接基团连接起来，形成一个孤立的环或一组融合的环，使分子偶极子保持相对平行的关系。

  公开号：

  US05501821A1

文献信息

• Quantum Soldering of Individual Quantum Dots
  作者：Xavier Roy、Christine L. Schenck、Seokhoon Ahn、Roger A. Lalancette、Latha Venkataraman、Colin Nuckolls、Michael L. Steigerwald

  DOI：10.1002/anie.201206301

  日期：2012.12.7

  Making contact to a quantum dot: Single quantum‐dot electronic circuits are fabricated by wiring atomically precise metal chalcogenide clusters with conjugated molecular connectors. These wired clusters can couple electronically to nanoscale electrodes and be tuned to control the charge‐transfer characteristics (see picture).

  与量子点接触：通过将原子精确的金属硫族化物簇与共轭分子连接器连接在一起，可以制造单量子点电子电路。这些有线簇可以电子耦合至纳米级电极，并进行调整以控制电荷转移特性（参见图片）。
• Importance of Direct Metal−π Coupling in Electronic Transport Through Conjugated Single-Molecule Junctions
  作者：Jeffrey S. Meisner、Seokhoon Ahn、Sriharsha V. Aradhya、Markrete Krikorian、Radha Parameswaran、Michael Steigerwald、Latha Venkataraman、Colin Nuckolls

  DOI：10.1021/ja308626m

  日期：2012.12.19

  We study the effects of molecular structure on the electronic transport and mechanical stability of single-molecule junctions formed with Au point contacts. Two types of linear conjugated molecular wires are compared: those functionalized with methylsulfide or amine aurophilic groups at (1) both or (2) only one of its phenyl termini. Using scanning tunneling and atomic force microscope break-junction

  我们研究了分子结构对由 Au 点接触形成的单分子结的电子传输和机械稳定性的影响。比较了两种类型的线性共轭分子线：那些在 (1) 两个或 (2) 只有一个苯基末端用甲基硫化物或胺亲金基团官能化的。使用扫描隧道和原子力显微镜断裂连接技术，研究了单和双功能化分子线的电导及其对连接伸长和断裂力的依赖性。当分子桥通过一端的 S-Au 供体-受体键和另一端相对较弱的 Au-π 相互作用耦合时，可以观察到通过单功能化导线的电荷传输。对于单功能化分子线，可以通过在元位置安装第二个亲金基团来机械稳定连接，然而，这本身不会有助于新的传导途径。这些结果揭示了通过金属-π 相互作用产生的电子耦合与共轭体系上化学取代引入的量子力学效应之间的重要相互作用。这项研究提供了一种通过分子线确定性地调整电气和机械性能的策略。
• Efficient and Rapid Synthesis of Oligo(<i>p</i>-phenylenevinylene) via Iterative Coherent Approach
  作者：Cuihua Xue、Fen-Tair Luo

  DOI：10.1021/jo026907s

  日期：2003.5.1

  A general and controlled bidirectional growth strategy enables a very rapid and efficient construction of OPV compounds possessing functional groups such as aldehyde and mercapto groups at both ends. The strategy employs only one reaction type with high yields and stereoselectivities to grow the conjugated chains, eliminating the need for protecting groups in the overall intermediates.

  通用且受控的双向生长策略使得能够非常快速和有效地构建在两个末端均具有醛基和巯基等官能团的OPV化合物。该策略仅使用一种具有高产率和立体选择性的反应类型来生长共轭链，从而消除了在整个中间体中保护基团的需要。
• [EN] SUBSTITUTED 8-ARYLQUINOLINE PDE4 INHIBITORS<br/>[FR] ARYLQUINONES INHIBITEURS DE PDE4 A SUBSTITUTION EN POSITION 8
  申请人：MERCK FROSST CANADA INC

  公开号：WO2003002118A1

  公开（公告）日：2003-01-09

  8-arylquinolines of formula(I) wherein the aryl group at the 8-position contains a meta two atom bridge to an optionally substituted phenyl or pyridyl group, are PDE4 inhibitors useful to treat asthma, chronic bronchitis, chronic obstructive pulmonary disease, arthritis, respiratory distress syndrome, allergic rhinitis, neurogenic inflammation, pain, rheumatoid arthritis, and other diseases. R1-R7 and Ar are as in claim 1.

  公式(I)中的8-arylquinolines，其中8位的芳基基团含有一个与可选取代的苯基或吡啶基团形成的间位两原子桥，是PDE4抑制剂，可用于治疗哮喘、慢性支气管炎、慢性阻塞性肺疾病、关节炎、呼吸窘迫综合症、过敏性鼻炎、神经源性炎症、疼痛、类风湿性关节炎和其他疾病。其中R1-R7和Ar如权利要求1所述。
• Substituted 8-arylquinolune pde4 inhibitors
  申请人：——

  公开号：US20040162314A1

  公开（公告）日：2004-08-19

  8-arylquinolines of formula (I) wherein the aryl group at the 8-position contains a meta two atom bridge to an optionally substituted phenyl or pyridyl group, are PDE4 inhibitors useful to treat asthma, chronic bronchitis, chronic obstructive pulmonary disease, arthritis, respiratory distress syndrome, allergic rhinitis, neurogenic inflammation, pain, rheumatoid arthritis, and other diseases. R 1 -R 7 and Ar are as in claim 1. 1

  公式(I)中的8-芳基喹啉，其中8位处的芳基团含有与可选取代苯基或吡啶基相连接的间位两个原子桥，是PDE4抑制剂，可用于治疗哮喘、慢性支气管炎、慢性阻塞性肺病、关节炎、呼吸窘迫综合症、过敏性鼻炎、神经源性炎症、疼痛、类风湿性关节炎和其他疾病。其中R1-R7和Ar如权利要求1.1所述。