1,1-Dimethoxy-2-(3'-methylthioanilino)-propan | 57330-54-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,1-Dimethoxy-2-(3'-methylthioanilino)-propan
• 英文别名: N-(1,1-dimethoxypropan-2-yl)-3-methylsulfanylaniline
• CAS: 57330-54-8
• 化学式: C₁₂H₁₉NO₂S
• 分子量: 241.354
• InChiKey: CYSSAHMIAAZJRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-Dimethoxy-2-(3'-methylthioanilino)-propan 在 三氟化硼 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 生成
  参考文献：
  名称：

  Rational design of 6-methylsulfonylindoles as selective cyclooxygenase-2 inhibitors

  摘要：

  The introduction of 3-arylmethyl, 3-aryloxy and 3-arylthio moieties into a 6-methylsulfonylindole framework using rational drug design led to potent, selective COX-2 inhibitors having efficacy in a rat carrageenan air pouch model. Incorporation of a conformationally more rigid 3-aroyloxy substituent onto the 6-methylsulfonylindole scaffold led to selective, but considerably less potent COX-2 inhibitors. Variation of the hydrophilicity and size of the indole 2-substituent of 3-arylthio-6-methylsulfonylindole inhibitors led to modulation of the COX-2 human whole blood (HWB) potency and selectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.075
• 作为产物：
  描述：

  1,1-二甲氧基丙酮 在 sodium tetrahydroborate 、 碘 作用下， 以 甲醇 、 苯 为溶剂， 生成 1,1-Dimethoxy-2-(3'-methylthioanilino)-propan
  参考文献：
  名称：

  Rational design of 6-methylsulfonylindoles as selective cyclooxygenase-2 inhibitors

  摘要：

  The introduction of 3-arylmethyl, 3-aryloxy and 3-arylthio moieties into a 6-methylsulfonylindole framework using rational drug design led to potent, selective COX-2 inhibitors having efficacy in a rat carrageenan air pouch model. Incorporation of a conformationally more rigid 3-aroyloxy substituent onto the 6-methylsulfonylindole scaffold led to selective, but considerably less potent COX-2 inhibitors. Variation of the hydrophilicity and size of the indole 2-substituent of 3-arylthio-6-methylsulfonylindole inhibitors led to modulation of the COX-2 human whole blood (HWB) potency and selectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.075

文献信息

• Allais; Meier; Mathieu, European Journal of Medicinal Chemistry, 1975, vol. 10, # 2, p. 187 - 199
  作者：Allais、Meier、Mathieu、et al.

  DOI：——

  日期：——
• Rational design of 6-methylsulfonylindoles as selective cyclooxygenase-2 inhibitors
  作者：Jeffrey A. Campbell、Viola Bordunov、Chris A. Broka、Michelle F. Browner、James M. Kress、Tara Mirzadegan、Chakk Ramesha、Bong F. Sanpablo、Russell Stabler、Patricia Takahara、Armando Villasenor、Keith A.M. Walker、Jin-Hai Wang、Mary Welch、Paul Weller

  DOI：10.1016/j.bmcl.2004.06.075

  日期：2004.9

  The introduction of 3-arylmethyl, 3-aryloxy and 3-arylthio moieties into a 6-methylsulfonylindole framework using rational drug design led to potent, selective COX-2 inhibitors having efficacy in a rat carrageenan air pouch model. Incorporation of a conformationally more rigid 3-aroyloxy substituent onto the 6-methylsulfonylindole scaffold led to selective, but considerably less potent COX-2 inhibitors. Variation of the hydrophilicity and size of the indole 2-substituent of 3-arylthio-6-methylsulfonylindole inhibitors led to modulation of the COX-2 human whole blood (HWB) potency and selectivity. (C) 2004 Elsevier Ltd. All rights reserved.