1-[2-[bis(phenyl)methoxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine | 127139-25-7

• 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-[2-[bis(phenyl)methoxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine
• 英文别名: 1-[2-[bisphenylmethoxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine；4-(3-{4-[2-(Diphenylmethoxy)ethyl]piperazin-1-yl}propyl)aniline；4-[3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl]aniline
• CAS: 127139-25-7
• 化学式: C₂₈H₃₅N₃O
• 分子量: 429.605
• InChiKey: JDSAMOMFSAJDAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  41.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-[bis(phenyl)methoxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine 在 4 A molecular sieve 、 氨 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-(4-(3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl)phenyl)-2-[2-(2-mercaptoethoxy)ethoxy]acetamide
  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 、 tin(ll) chloride 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 23.5h， 生成 1-[2-[bis(phenyl)methoxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine
  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：Rosenthal J. Sandra

  公开号：US20050192430A1

  公开（公告）日：2005-09-01

  A nanocrystal compound comprising: a nanocrystal, and attached thereto a compound of the following formula: n is 0 or an integer from 1 to 48; X and Z are independently O, NH, N—R, S, CH 2 , CO, COHN, NHCO, SO, SO 2 NH, NHSO 2 , carbamate and thio carbamate; R is alkyl or aryl; r is 0 or an integer from 1 to 15; and wherein S is the attachment point to a nanocrystal compound. The nanocrystal compounds of the present invention are useful fluorescent labels.

  一种纳米晶体化合物，包括：纳米晶体，以及连接到其中的以下式子的化合物：n为0或1到48的整数；X和Z分别是O、NH、N—R、S、CH2、CO、COHN、NHCO、SO、SO2NH、NHSO2、carbamate和thio carbamate；R是烷基或芳基；r为0或1到15的整数；其中S是连接到纳米晶体化合物的连接点。本发明的纳米晶体化合物是有用的荧光标记物。
• High affinity inhibitors of the dopamine transporter (DAT): Novel biotinylated ligands for conjugation to quantum dots
  作者：Ian D. Tomlinson、John N. Mason、Randy D. Blakely、Sandra J. Rosenthal

  DOI：10.1016/j.bmcl.2006.05.097

  日期：2006.9

  Compounds capable of inhibiting the dopamine transporter protein (DAT) that can be conjugated to cadmium selenide/zinc sulfide/core shell nanocrystals may be used to image the location and distribution of the DAT in neuronal cell membranes. This letter describes the synthesis of biotinylated analogs of the DAT antagonists GBR 12909 and GBR 12935 that can be attached to streptavidin coated cadmium selenide/zinc sulfide/core shell nanocrystals. (c) 2006 Elsevier Ltd. All rights reserved.
• [EN] LINKER ARMS FOR NANOCRYSTALS AND COMPOUNDS THEREOF<br/>[FR] BRAS DE LIAISON POUR NANOCRISTAUX ET COMPOSES CORRESPONDANTS
  申请人：UNIV VANDERBILT

  公开号：WO2001090717A2

  公开（公告）日：2001-11-29

  This invention generally relates to nanocrystal compounds, and linker arm for nanocrystal compounds that attach the nanocrystals to the organic compounds. The nanocrystal compound comprises a nanocrystal, linker arm, and organic compound. Preferably, the organic compound is a biologically active compound that can provide a fluorescent sensor. Preferably, the linker arm is a carbon chain with an attachment point for the nanocrystal and an attachment point for the organic compound. Specifically, the nanocrystal is attached to the linker arm through a R3 group and the organic compound is attached to the linker arm through a R2 group. R2 is a bond or selected from the group consisting of carbonyl, O, NH, S, CONH, COO, S, C1-10 alkyl, carbamate, and thiocarbamate. R3 is selected from the group consisting of: 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, anda polyether chain. n is 1-10. S is attached to the nanocrystal.
• [EN] LINKER ARMS FOR NANOCRYSTALS AND COMPOUNDS THEREOF<br/>[FR] BRAS DE LIAISON POUR NANOCRISTAUX ET COMPOSES DE CES DERNIERS
  申请人：UNIV VANDERBILT

  公开号：WO2001090716A2

  公开（公告）日：2001-11-29

  This invention generally relates to nanocrystal compounds, and linker arm for nanocrystal compounds that attach the nanocrystals to the organic compounds. The nanocrystal compound comprises a nanocrystal, linker arm, and organic compound. Preferably, the organic compound is a biologically active compound that can provide a fluorescent sensor. Preferably, the linker arm is a polyether chain with an attachment point for the nanocrystal and an attachment point for the organic compound. Specifically, the nanocrystal is attached to the linker arm through a R group and the organic compound is attached to the linker arm through a R2 group.R is a bond or is selected from the group consisting of: SH, O(CH2(n)O)nSH, NH(CH2(n)O)nSH, NH(CH2(n)NH)SH, S(CH2(n)O)nSH, and S(CH2(n)S)SH. n is 1-10, with S being attached to the nanocrystal. R2 is a bond or selected from the group consisting of carbonyl, NH, S, CONH, COO, S, C1-10 alkyl, carbamate, and thiocarbamate.
• 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.