1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine | 1357390-58-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine
• 英文别名: [4-[2-[1,1-Dioxo-5-[(3-phenoxyphenyl)methyl]-1,2,5-thiadiazolidin-2-yl]ethyl]piperazin-1-yl]-(4-fluorophenyl)methanone
• CAS: 1357390-58-9
• 化学式: C₂₈H₃₁FN₄O₄S
• 分子量: 538.643
• InChiKey: ALUWLRFPKAHWAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  81.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.17h， 生成 1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine hydrochloride
  参考文献：
  名称：

  Cyclosulfamide-based derivatives as inhibitors of noroviruses

  摘要：

  An optimization campaign focused on improving pharmacological activity and physicochemical properties of a recently-identified class of cyclosulfamide-based norovirus inhibitors has been carried out. Dimeric compound 4 was found to be a similar to 10-fold more potent norovirus inhibitor (ED50 0.4 mu M) compared to the original hit, however, isonipecotic acid ester derivatives 7e and 10a were shown to have superior therapeutic indices. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.10.019
• 作为产物：
  描述：

  methyl [1,1-dioxido-5-(3-phenoxybenzyl)-1,2,5-thiadiazolidin-2-yl]acetate 在 锂硼氢 、 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 20.0 ℃ 、137.9 kPa 条件下， 反应 49.33h， 生成 1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine
  参考文献：
  名称：

  Cyclosulfamide-based derivatives as inhibitors of noroviruses

  摘要：

  An optimization campaign focused on improving pharmacological activity and physicochemical properties of a recently-identified class of cyclosulfamide-based norovirus inhibitors has been carried out. Dimeric compound 4 was found to be a similar to 10-fold more potent norovirus inhibitor (ED50 0.4 mu M) compared to the original hit, however, isonipecotic acid ester derivatives 7e and 10a were shown to have superior therapeutic indices. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.10.019

文献信息

• Cyclosulfamide-based derivatives as inhibitors of noroviruses
  作者：Dengfeng Dou、Sivakoteswara R. Mandadapu、Kevin R. Alliston、Yunjeong Kim、Kyeong-Ok Chang、William C. Groutas

  DOI：10.1016/j.ejmech.2011.10.019

  日期：2012.1

  An optimization campaign focused on improving pharmacological activity and physicochemical properties of a recently-identified class of cyclosulfamide-based norovirus inhibitors has been carried out. Dimeric compound 4 was found to be a similar to 10-fold more potent norovirus inhibitor (ED50 0.4 mu M) compared to the original hit, however, isonipecotic acid ester derivatives 7e and 10a were shown to have superior therapeutic indices. (C) 2011 Elsevier Masson SAS. All rights reserved.