1-(1,3-dithian-2-yl)-2-phenylethan-1-one | 27694-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: 1-(1,3-dithian-2-yl)-2-phenylethan-1-one
• 英文别名: 2-phenylacetyl-1,3-dithiane；1-[1,3]dithian-2-yl-2-phenyl-ethanone；1-(1,3-Dithian-2-yl)-2-phenylethanone
• CAS: 27694-07-1
• 化学式: C₁₂H₁₄OS₂
• 分子量: 238.375
• InChiKey: HSBZINMBPIRWJB-UHFFFAOYSA-N

物化性质

• 熔点：
  79-81 °C
• 沸点：
  387.1±42.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-lithio-1,3-dithiane 、 苯乙酰氯 在 1.) (C₂H₅)2AlCl 作用下， 生成 1-(1,3-dithian-2-yl)-2-phenylethan-1-one
  参考文献：
  名称：

  Tolstikov, G. A.; Spivak, A. Yu.; Kresteleva, I. V., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 11.1, p. 2111 - 2116

  摘要：

  DOI：

文献信息

• Chemistry around imidazopyrazine and ibuprofen: Discovery of novel fatty acid amide hydrolase (FAAH) inhibitors
  作者：Frédéric De Wael、Giulio G. Muccioli、Didier M. Lambert、Thérèse Sergent、Yves-Jacques Schneider、Jean-François Rees、Jacqueline Marchand-Brynaert

  DOI：10.1016/j.ejmech.2010.04.040

  日期：2010.9

  Based on the imidazo-[1,2-a]-pyrazin-3-(7H)-one scaffold, a dual action prodrug has been designed for combining antioxidant and anti-inflammatory activities, possibly unmasked upon oxidation. The construction of the target-molecule requires two building blocks, namely a 2-amino-1,4-pyrazine and a 2-ketoaldehyde. Attempts to synthesize the 2-ketoaldehyde (5a) derived from ibuprofen failed, but led to the corresponding 2-ketoaldoxime (7a) which could not be condensed with the pyrazine synthons. However, a model compound, i.e. phenylglyoxal aldoxime, reacted well under microwave activation to furnish novel imidazo[1,2-a]-pyrazine-3-(7H)-imine derivatives (18a,b). These heterobicycles behave as antioxidants by inhibiting the lipid peroxidation, and one compound (18b) is endowed with a significant anti-inflammatory effect in a cellular test. Unexpectedly, all the synthetic intermediates derived from ibuprofen are good inhibitors of FAAH, the most active compound (4a) featuring the 1,3-dithian-2-yl motif. (C) 2010 Elsevier Masson SAS. All rights reserved.
• TOLSTIKOV, G. A.;SPIVAK, A. YU.;KRESTELEVA, I. V.;VYRYPAEV, E. M., ZH. ORGAN. XIMII, 25,(1989) N1, S. 2342-2348
  作者：TOLSTIKOV, G. A.、SPIVAK, A. YU.、KRESTELEVA, I. V.、VYRYPAEV, E. M.

  DOI：——

  日期：——
• Tolstikov, G. A.; Spivak, A. Yu.; Kresteleva, I. V., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 11.1, p. 2111 - 2116
  作者：Tolstikov, G. A.、Spivak, A. Yu.、Kresteleva, I. V.、Vyrypaev, E. M.

  DOI：——

  日期：——