thioacetic acid (S)-2-{2-[(4-{3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl}phenylcarbamoyl)methoxy]ethoxy}ethyl ester | 616874-65-8

• 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: thioacetic acid (S)-2-{2-[(4-{3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl}phenylcarbamoyl)methoxy]ethoxy}ethyl ester
• CAS: 616874-65-8
• 化学式: C₃₆H₄₇N₃O₅S
• 分子量: 633.852
• InChiKey: VKBOVHORFUODKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.29
• 重原子数：
  45.0
• 可旋转键数：
  19.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  80.34
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  thioacetic acid (S)-2-{2-[(4-{3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl}phenylcarbamoyl)methoxy]ethoxy}ethyl ester 在 氨 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以94%的产率得到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)丙酰氯 在 4 A molecular sieve 、 三乙胺 、 N,N'-羰基二咪唑 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.5h， 生成 thioacetic acid (S)-2-{2-[(4-{3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]propyl}phenylcarbamoyl)methoxy]ethoxy}ethyl ester
  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