1,3-二硫烷,2-(3-甲氧苯基)-2-甲基- | 139214-49-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1,3-二硫烷,2-(3-甲氧苯基)-2-甲基-
• 英文名称: 2-(3-methoxyphenyl)-2-methyl-1,3-dithiane
• CAS: 139214-49-6
• 化学式: C₁₂H₁₆OS₂
• 分子量: 240.39
• InChiKey: BNJXVSTXGWMDLX-UHFFFAOYSA-N

物化性质

• 沸点：
  371.2±42.0 °C(Predicted)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-二硫烷,2-(3-甲氧苯基)-2-甲基- 在 N-溴代丁二酰亚胺(NBS) 、 1,8-二(甲基氨基)萘 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 2-(3-Methoxy-phenyl)-6,7-dihydro-5H-[1,4]dithiepine
  参考文献：
  名称：

  2,3-Dihydro-dithiin and -dithiepine-1,1,4,4-tetroxides: small molecule non-peptide antagonists of the human galanin hGAL-1 receptor

  摘要：

  The neuropeptide galanin modulates several physiological functions such as cognition, learning, feeding behavior, and depression, probably via the galanin 1 receptor(GAL-R1). Using an HTS assay based on I-125-human galanin binding to the human galanin-l receptor (hGAL-R1), we discovered a series of 1,4-dithiin and dithiipine-1,1,4,4-tetroxides that exhibited binding affinity IC50's to hGAL-R1 ranging from 190 to 2700 nM. Two of the dithiepin analogues, 7 and 23, behaved pharmacologically as hGAL-R1 antagonists in secondary assays involving adenylate cyclase activity and GTP binding to G-proteins. Analogues 7 and 23 were also active in functional assays involving galanin, reversing the inhibitory effect of galanin on acetylcholine (ACh) release in rat brain hippocampal slices and electrically-stimulated guinea pig ileum twitch. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00062-6
• 作为产物：
  描述：

  1,3-丙二硫醇 、 3-甲氧基苯乙酮 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 1,3-二硫烷,2-(3-甲氧苯基)-2-甲基-
  参考文献：
  名称：

  2,3-Dihydro-dithiin and -dithiepine-1,1,4,4-tetroxides: small molecule non-peptide antagonists of the human galanin hGAL-1 receptor

  摘要：

  The neuropeptide galanin modulates several physiological functions such as cognition, learning, feeding behavior, and depression, probably via the galanin 1 receptor(GAL-R1). Using an HTS assay based on I-125-human galanin binding to the human galanin-l receptor (hGAL-R1), we discovered a series of 1,4-dithiin and dithiipine-1,1,4,4-tetroxides that exhibited binding affinity IC50's to hGAL-R1 ranging from 190 to 2700 nM. Two of the dithiepin analogues, 7 and 23, behaved pharmacologically as hGAL-R1 antagonists in secondary assays involving adenylate cyclase activity and GTP binding to G-proteins. Analogues 7 and 23 were also active in functional assays involving galanin, reversing the inhibitory effect of galanin on acetylcholine (ACh) release in rat brain hippocampal slices and electrically-stimulated guinea pig ileum twitch. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00062-6

文献信息

• Enantioselective Vanadium-Catalyzed Oxidation of 1,3-Dithianes from Aldehydes and Ketones using β-Amino Alcohol Derived Schiff Base Ligands
  作者：Yinuo Wu、Fei Mao、Fanchao Meng、Xingshu Li

  DOI：10.1002/adsc.201000803

  日期：2011.7

  and ketones by β‐amino alcohol‐derived Schiff base ligands with two stereogenic centers was investigated. Using aqueous hydrogen peroxide as the oxidant and the Schiff base 3b as a chiral ligand, a variety of 1,3‐dithianes derived from aldehydes were easily converted into the corresponding mono‐sulfoxides in good yields (81–88%) with excellent enantioselectivities (up to 99% ee). Additionally, 99% ee

  研究了由β-氨基醇衍生的席夫碱配体与两个立体生成中心的不对称钒催化醛和酮催化的1,3-二硫杂环丁烷的氧化。使用过氧化氢水溶液作为氧化剂和席夫碱3b作为手性配体，可以将各种衍生自醛的1,3-二硫杂环丁烷以良好的对映选择性（81-88％）轻松转化为相应的单亚砜（高达99％ee）。此外，ee为99％可以通过对映体钒催化从酮中衍生的1,3-二硫杂环丁烷进行氧化。当在醛衍生的1,3-二噻吩类化合物的氧化过程中使用较高比例的过氧化氢时，而在酮衍生的1,3-二噻吩类化合物中，则没有发现动力学分解。
• Wong, Ken-Tsung; Ni, Zhi-Jie; Luh, Tien-Yau, Journal of the Chemical Society. Perkin transactions I, 1991, # 12, p. 3113 - 3116
  作者：Wong, Ken-Tsung、Ni, Zhi-Jie、Luh, Tien-Yau

  DOI：——

  日期：——