1-acetyl-4,4-bis<4-(3-bromopropoxy)-3,5-dimethoxyphenyl>piperidine | 134665-82-0

• 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-acetyl-4,4-bis<4-(3-bromopropoxy)-3,5-dimethoxyphenyl>piperidine
• 英文别名: 1-{4,4-Bis[4-(3-bromopropoxy)-3,5-dimethoxyphenyl]piperidin-1-yl}ethan-1-one；1-[4,4-bis[4-(3-bromopropoxy)-3,5-dimethoxyphenyl]piperidin-1-yl]ethanone
• CAS: 134665-82-0
• 化学式: C₂₉H₃₉Br₂NO₇
• 分子量: 673.439
• InChiKey: ORKPZXRIMWOLKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  39
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  75.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-acetyl-4,4-bis<4-(3-bromopropoxy)-3,5-dimethoxyphenyl>piperidine 、 3,3-bis(4-hydroxyphenyl)propan-1-ol 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以32%的产率得到1-(10'-(3-hydroxypropyl)-3',3',5',5'-tetramethoxyspiro[piperidine-4,2'-4,8,12,16-tetraoxa-1,3,9,11(1,4)-tetrabenzenacyclohexadecaphan]-1-yl)ethan-1-one
  参考文献：
  名称：

  Host−[2]Rotaxanes as Cellular Transport Agents

  摘要：

  Host-[2)rotaxanes, containing a diarginine-derivatized dibenzo-24-crown-8 (DB24C8) ether as the ring and a cyclophane pocket or an aromatic cleft as one blocking group, are cell transport agents. These hosts strongly associate with a variety of amino acids, dipeptides, and fluorophores in water (1 mM phosphate buffer, pH 7.0), DMSO, and a 75/25 (v/v) buffer to DMSO solution. All peptidic guests in all solvent systems have association constants (K-A's) in the range of 1 x 10(4) to 5 x 104 M-1, whereas the K-A range for the fluorophores is 1 x 10(4) to 9 x 10(5) m(-1). Association constants for the cyclophane itself, cyclophane 3, are smaller. These values are in the 1 x 10(3) to 5 x 10(3) m(-1) range, which shows that the rotaxane architecture is advantageous for guest binding. Cyclophane-[2]rotaxane 1 efficiently transports fluorescein and a fluorescein-protein kinase C (PKC) inhibitor into eukaryotic COS-7 cells, including the nucleus. Interestingly, cleft-[2)rotaxane 2 does not transport fluorescein as efficiently, even though the results from the fluorescence assays show that both [2]rotaxanes bind fluorescein with the same ability.

  DOI：

  10.1021/ja034918c
• 作为产物：
  描述：

  2,6-二甲氧基苯酚 在 硫酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 生成 1-acetyl-4,4-bis<4-(3-bromopropoxy)-3,5-dimethoxyphenyl>piperidine
  参考文献：
  名称：

  Porphyrin-cyclophanes: Inclusion complexation and x-ray crystal structure of a zinc octamethyldiphenylporphyrin

  摘要：

  The synthesis, characterization, and complexation properties of two novel porphyrincyclophanes are reported. In the first system, one face of an octamethyldiphenylporphyrin is capped by one diphenylmethane unit. In the second system, both faces of a tetraphenylporphyrin are strapped by diphenylmethane units. The X-ray crystal structure has been determined for the singly-capped zinc octamethyldiphenylporphyrin.

  DOI：

  10.1016/s0040-4020(01)81777-4

文献信息

• Host−[2]Rotaxanes as Cellular Transport Agents
  作者：Vadims Dvornikovs、Brian E. House、Marcia Kaetzel、John R. Dedman、David B. Smithrud

  DOI：10.1021/ja034918c

  日期：2003.7.1

  Host-[2)rotaxanes, containing a diarginine-derivatized dibenzo-24-crown-8 (DB24C8) ether as the ring and a cyclophane pocket or an aromatic cleft as one blocking group, are cell transport agents. These hosts strongly associate with a variety of amino acids, dipeptides, and fluorophores in water (1 mM phosphate buffer, pH 7.0), DMSO, and a 75/25 (v/v) buffer to DMSO solution. All peptidic guests in all solvent systems have association constants (K-A's) in the range of 1 x 10(4) to 5 x 104 M-1, whereas the K-A range for the fluorophores is 1 x 10(4) to 9 x 10(5) m(-1). Association constants for the cyclophane itself, cyclophane 3, are smaller. These values are in the 1 x 10(3) to 5 x 10(3) m(-1) range, which shows that the rotaxane architecture is advantageous for guest binding. Cyclophane-[2]rotaxane 1 efficiently transports fluorescein and a fluorescein-protein kinase C (PKC) inhibitor into eukaryotic COS-7 cells, including the nucleus. Interestingly, cleft-[2)rotaxane 2 does not transport fluorescein as efficiently, even though the results from the fluorescence assays show that both [2]rotaxanes bind fluorescein with the same ability.
• Porphyrin-cyclophanes: Inclusion complexation and x-ray crystal structure of a zinc octamethyldiphenylporphyrin
  作者：David R. Benson、Robert Valentekovich、Carolyn B. Knobler、François Diederich

  DOI：10.1016/s0040-4020(01)81777-4

  日期：1991.1

  The synthesis, characterization, and complexation properties of two novel porphyrincyclophanes are reported. In the first system, one face of an octamethyldiphenylporphyrin is capped by one diphenylmethane unit. In the second system, both faces of a tetraphenylporphyrin are strapped by diphenylmethane units. The X-ray crystal structure has been determined for the singly-capped zinc octamethyldiphenylporphyrin.