{2-[2-(4-methoxybenzylsulfanyl)ethoxy]ethoxy}acetic acid | 374808-01-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: {2-[2-(4-methoxybenzylsulfanyl)ethoxy]ethoxy}acetic acid
• 英文别名: 8-(4-methoxybenzylthio)-3,6-dioxaoctanoic acid；2-[2-[2-[(4-methoxyphenyl)methylsulfanyl]ethoxy]ethoxy]acetic acid
• CAS: 374808-01-2
• 化学式: C₁₄H₂₀O₅S
• 分子量: 300.376
• InChiKey: ZUCNAYSACILIPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  90.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  {2-[2-(4-methoxybenzylsulfanyl)ethoxy]ethoxy}acetic acid 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 8-(4-methoxybenzylthio)-3,6-dioxaoctanoyl chloride
  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：

  2-氯乙氧基-2-乙氧基二乙醇 在 chromium (VI) oxide 、 硫酸 、 sodium ethanolate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 36.0h， 生成 {2-[2-(4-methoxybenzylsulfanyl)ethoxy]ethoxy}acetic acid
  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。
• [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.