11-bromoundecanoic acid (4-{3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl}phenyl)amide | 374808-68-1

• 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: 11-bromoundecanoic acid (4-{3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl}phenyl)amide
• 英文别名: 11-Bromo-Undecanoic acid (4-{3-[4-(2-benzhydryloxy-ethyl)-piperazine-1-yl]-propyl}-phenyl)-amide；N-[4-[3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl]phenyl]-11-bromoundecanamide
• CAS: 374808-68-1
• 化学式: C₃₉H₅₄BrN₃O₂
• 分子量: 676.781
• InChiKey: JHLRSWQYJABITE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  45
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  44.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  11-bromoundecanoic acid (4-{3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl}phenyl)amide 在 氨 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 11-mercaptoundecanoic acid (4-{3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl}phenyl)amide
  参考文献：
  名称：

  The design and synthesis of novel derivatives of the dopamine uptake inhibitors GBR 12909 and GBR 12935. High-affinity dopaminergic ligands for conjugation with highly fluorescent cadmium selenide/zinc sulfide core/shell nanocrystals

  摘要：

  There is a growing demand for compounds with very high affinities for the dopamine transporter protein (DAT) that can be conjugated to fluorescent markers such as cadmium selenide/zinc sulfide core/shell nanocrystals. This paper describes the design and synthesis of two derivatives of the DAT antagonists GBR 12935 and GBR 12909. These compounds have a high biological affinity for DAT and may be conjugated to nanocrystals via a thiol linkage without a significant reduction in their biological activity. Such conjugates may be used in fluorescent imaging studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01179-7
• 作为产物：
  描述：

  3-(4-硝基苯基)丙酸 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 、 N,N'-羰基二咪唑 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 120.5h， 生成 11-bromoundecanoic acid (4-{3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl}phenyl)amide
  参考文献：
  名称：

  The design and synthesis of novel derivatives of the dopamine uptake inhibitors GBR 12909 and GBR 12935. High-affinity dopaminergic ligands for conjugation with highly fluorescent cadmium selenide/zinc sulfide core/shell nanocrystals

  摘要：

  There is a growing demand for compounds with very high affinities for the dopamine transporter protein (DAT) that can be conjugated to fluorescent markers such as cadmium selenide/zinc sulfide core/shell nanocrystals. This paper describes the design and synthesis of two derivatives of the DAT antagonists GBR 12935 and GBR 12909. These compounds have a high biological affinity for DAT and may be conjugated to nanocrystals via a thiol linkage without a significant reduction in their biological activity. Such conjugates may be used in fluorescent imaging studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01179-7

文献信息

• Linker arms for nanocrystals and compounds thereof
  申请人：——

  公开号：US20030129591A1

  公开（公告）日：2003-07-10

  Nanocrystal compounds and nanocrystal compound linker arm of the following formula: 1 wherein Y is the attachment point for a nanocrystal, X is an attachment point of an organic compound. R 2 is a bond or selected from the group consisting of carbonyl, O, NH, S, CONH, COO, S, C 1-10 alkyl, carbamate, and thiocarbamate. R 3 is selected from the group consisting of: SH, O(CH 2(n) O) n SH, NH(CH 2(n) O) n SH, NH(CH 2(n) NH)SH, S(CH 2(n) O) n SH, S(CH 2(n) S)SH, and a polyether chain. n is 1-10. S is attached to the nanocrystal.

  以下是纳米晶化合物和纳米晶化合物连接臂的化学式： 其中，Y是纳米晶的连接点，X是有机化合物的连接点。R2是键或从羰基，O，NH，S，CONH，COO，S，C1-10烷基，碳酸酯和硫代碳酸酯中选择的一种。R3是从SH，O(CH2(n)O)nSH，NH(CH2(n)O)nSH，NH(CH2(n)NH)SH，S(CH2(n)O)nSH，S(CH2(n)S)SH和聚醚链中选择的一种。n为1-10。S连接到纳米晶上。
• The design and synthesis of novel derivatives of the dopamine uptake inhibitors GBR 12909 and GBR 12935. High-affinity dopaminergic ligands for conjugation with highly fluorescent cadmium selenide/zinc sulfide core/shell nanocrystals
  作者：Ian D Tomlinson、John Mason、Jon N Burton、Randy Blakely、Sandra J Rosenthal

  DOI：10.1016/s0040-4020(03)01179-7

  日期：2003.9

  There is a growing demand for compounds with very high affinities for the dopamine transporter protein (DAT) that can be conjugated to fluorescent markers such as cadmium selenide/zinc sulfide core/shell nanocrystals. This paper describes the design and synthesis of two derivatives of the DAT antagonists GBR 12935 and GBR 12909. These compounds have a high biological affinity for DAT and may be conjugated to nanocrystals via a thiol linkage without a significant reduction in their biological activity. Such conjugates may be used in fluorescent imaging studies. (C) 2003 Elsevier Ltd. All rights reserved.