1-(4-methylthiophenyl)-2-phenylpropan-1-one | 141964-51-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-methylthiophenyl)-2-phenylpropan-1-one
• 英文别名: 1-(4-Methylsulfanylphenyl)-2-phenylpropan-1-one；1-(4-methylsulfanylphenyl)-2-phenylpropan-1-one
• CAS: 141964-51-4
• 化学式: C₁₆H₁₆OS
• 分子量: 256.368
• InChiKey: WPEDVYJOYSSIJR-UHFFFAOYSA-N

物化性质

• 熔点：
  76 °C
• 沸点：
  401.5±28.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-methylthiophenyl)-2-phenylpropan-1-one 生成 (+)-1-(4-methylthiophenyl)-2-phenylpropan-1-one
  参考文献：
  名称：

  基于固溶体形成的新光学分辨率方法。与（+）-1-（4-甲氧基苯基）-2-苯基丙烷-1-酮共结晶，得到外消旋1-（4-甲基硫代苯基）-2-苯基丙烷-1-酮的旋光拆分。

  摘要：

  在少量硫类似物（±）-2存在下，使酮S -（+）- 1结晶，得到固溶体，其中含有8％的S-（+）- 2。后者通过柱色谱分离为对映体纯形式。这种简单的光学拆分方法可代表手性HPLC的替代方法，用于制备少量纯对映体，并确定其绝对构型。

  DOI：

  10.1016/s0957-4166(00)80275-x
• 作为产物：
  描述：

  茴香硫醚 、 2-苯基丙酰氯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以89%的产率得到1-(4-methylthiophenyl)-2-phenylpropan-1-one
  参考文献：
  名称：

  基于固溶体形成的新光学分辨率方法。与（+）-1-（4-甲氧基苯基）-2-苯基丙烷-1-酮共结晶，得到外消旋1-（4-甲基硫代苯基）-2-苯基丙烷-1-酮的旋光拆分。

  摘要：

  在少量硫类似物（±）-2存在下，使酮S -（+）- 1结晶，得到固溶体，其中含有8％的S-（+）- 2。后者通过柱色谱分离为对映体纯形式。这种简单的光学拆分方法可代表手性HPLC的替代方法，用于制备少量纯对映体，并确定其绝对构型。

  DOI：

  10.1016/s0957-4166(00)80275-x

文献信息

• A Quadruple Catalysis Enabling Intermolecular Branch‐Selective Hydroacylation of Styrenes
  作者：Yunosuke Takekawa、Masanari Nakagawa、Kazunori Nagao、Hirohisa Ohmiya

  DOI：10.1002/chem.202301484

  日期：2023.8.15

  Quadruple N-heterocyclic carbene/cobalt/photoredox/Brønsted base catalysis is demonstrated, realizing branch-selective hydroacylation of styrenes with aromatic and aliphatic aldehydes. This protocol allows to access branched ketones from readily available materials in an atom-economical manner. The quadruple catalysis can transfer a formyl hydrogen of aldehydes as hydrogen radical equivalent onto terminal

  展示了四重N-杂环卡宾/钴/光氧化还原/布朗斯台德碱催化，实现了苯乙烯与芳香族和脂肪族醛的支链选择性加氢酰化。该协议允许以原子经济的方式从容易获得的材料中获取支链酮。四重催化可以通过受控的电子和质子转移将醛的甲酰基氢作为氢自由基当量转移到烯烃的末端碳上。
• Diaryl-dithiolanes and -isothiazoles: COX-1/COX-2 and 5-LOX-inhibitory, OH scavenging and anti-adhesive activities
  作者：Michael Scholz、Holger K. Ulbrich、Oliver Soehnlein、Lennart Lindbom、Andreas Mattern、Gerd Dannhardt

  DOI：10.1016/j.bmc.2008.11.074

  日期：2009.1

  Three series of non-steroidal anti-inflammatory drugs (NSAIDs) inhibiting the cyclooxygenase/5-lipoxygenase (COX/5-LOX) pathways as such as formation of hydroxyl radicals and adhesion were prepared: 4,5-diaryl isothiazoles, 4,5-diaryl 3H-1,2-dithiole-3-thiones and 4,5-diaryl 3H-1,2-dithiole-3-ones. The aim of the present study was to develop substances which can intervene into the inflammatory processes via different mechanisms of action as multiple target non-steroidal anti-inflammatory drugs (MTNSAIDs) with increased anti-inflammatory potential. The current lead 11a was evaluated in COX-1/2, 5-LOX and (OH)-O-center dot scavenging in vitro assays and in a static adhesion assay where it proved to inhibit adhesion. Moreover, 11a treatment attenuated expression of macrophage adhesion molecule-1 (Mac-1) on extravasated polymorphonuclear leukocytes (PMNs) which indicates that the activation was reduced. The assays used are predictive for the in vivo efficacy of test compounds as shown for 11a in a peritonitis model of acute inflammation in mice. Thus, the novel 5-LOX/COX and (OH)-O-center dot inhibitor 11a possesses anti-inflammatory activity that, in addition to COX/5-LOX inhibition, implicates effects on leukocyte-endothelial interactions. (C) 2008 Elsevier Ltd. All rights reserved.
• New optical resolution method based on the formation of a solid solution. Optical resolution of racemic 1-(4-methylthiophenyl)-2-phenylpropan-1-one by co-crystallization with (+)-1-(4-methoxyphenyl)-2-phenylpropan-1-one.
  作者：Chantal Garcia、André Collet

  DOI：10.1016/s0957-4166(00)80275-x

  日期：1992.1

  solid solution containing 8% of S-(+)-2; the latter was isolated in enantiomerically pure form by column chromatography. This simple optical resolution procedure may represent an alternative to chiral HPLC for the preparation of small quantities of pure enantiomers, and the determination of their absolute configurations.

  在少量硫类似物（±）-2存在下，使酮S -（+）- 1结晶，得到固溶体，其中含有8％的S-（+）- 2。后者通过柱色谱分离为对映体纯形式。这种简单的光学拆分方法可代表手性HPLC的替代方法，用于制备少量纯对映体，并确定其绝对构型。