8-(4-methoxybenzylthio)-3,6-dioxaoctanoyl chloride | 374808-02-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 8-(4-methoxybenzylthio)-3,6-dioxaoctanoyl chloride
• 英文别名: 2-[2-[2-[(4-Methoxyphenyl)methylsulfanyl]ethoxy]ethoxy]acetyl chloride
• CAS: 374808-02-3
• 化学式: C₁₄H₁₉ClO₄S
• 分子量: 318.821
• InChiKey: UPHROVZGLFYDNM-UHFFFAOYSA-N

物化性质

• 沸点：
  436.8±40.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 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：
  70.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-(4-methoxybenzylthio)-3,6-dioxaoctanoyl chloride 、 1-[2-[bis(phenyl)methoxy]ethyl]-4-(3-(4-aminophenyl)propyl)piperazine 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 96.0h， 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：

  2-(2-(2-氯乙氧基)乙氧基)乙酸 在 草酰氯 、 sodium ethanolate 、 N,N-二甲基甲酰胺 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 20.0h， 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

文献信息

• 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.