4-(1,4,8,11-tetraazacyclotetradec-1-yl)butyric acid tetrahydrobromide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-(1,4,8,11-tetraazacyclotetradec-1-yl)butyric acid tetrahydrobromide
• 英文别名: 4-(1,4,8,11-Tetrazacyclotetradec-1-yl)butanoic acid
• 化学式: C₁₄H₃₀N₄O₂
• 分子量: 286.418
• InChiKey: OLKZGLOYQZSXOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  76.6
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4,8,11-四氮杂环十四烷 在 lithium hydroxide 、 氢溴酸 作用下， 以 乙醇 为溶剂， 生成 4-(1,4,8,11-tetraazacyclotetradec-1-yl)butyric acid tetrahydrobromide
  参考文献：
  名称：

  具有大环配体的金属配合物。第二十五部分。一步合成侧链带有羧基的单N-取代的氮杂大环及其与Cu 2+和Ni 2 + †的配合物

  摘要：

  单Ñ取代azamacrocycles 2 - 7，含有羧基或羧基芳侧链，通过五倍过量大环与1个当量反应得到。在碱性EtOH水溶液中制备合适的卤代羧酸。对于在碱性条件下容易内酯化的卤代羧酸，还描述了用相应的酯或腈作为烷基化剂的变体。该合成的重点在于使用比烷基化剂过量的大环，从而将多烷基化的量减少到最小，并且容易地将过量的未反应的离析物与氨基羧酸分离。这些新的配体形成Ni 2+和Cu 2+配合物，其光谱性质已得到研究。在Cu的情况下2+与配体配合物2，3和6，pH依赖性颜色变化观察到。可以通过一种物质之间的平衡来解释这一点，在该物质中，羧酸盐基团与金属结合；在该物质中，羧酸盐基团被质子化且不配位。在具有相同配体的Ni 2+配合物的情况下，仅观察到具有配位羧酸盐的物质。在具有配体4和5的Cu 2+和Ni 2+配合物中然而，由于链的长度或特殊结构，羧酸根基团根本不配位。

  DOI：

  10.1002/hlca.19860690832

文献信息

• COMPOUND BINDING TO LEUKOCYTES AND MEDICINAL COMPOSITION CONTAINING THE COMPOUND IN LABELED STATE AS THE ACTIVE INGREDIENT
  申请人：Nihon Medi-Physics Co., Ltd.

  公开号：EP1548027A1

  公开（公告）日：2005-06-29

  A compound binding to leukocytes, which comprises Met-Leu-Phe or Nle-Leu-Phe serving as the leukocyte-binding site of a formyl peptide receptor (FPR), a binding part comprising Ser or Thr elevating the binding ratios to monocytes and lymphocytes in all leukocytes, a group which can be labeled with a radioactive metal or a paramagnetic metal, and a spacer binding them shows binding properties specific to all leukocytes, i.e., neutrophils, monocytes and lymphocytes both in vivo and in vitro and can be labeled with a radioactive metal or a paramagnetic metal. Owing to these characteristics, this compound is highly useful in SPECT image diagnosis, PET image diagnosis, MRI image diagnosis and so on wherein imaging is performed in a site with vigorous leukocyte infiltration accompanied by an immune reaction in an individual.

  一种与白细胞结合的化合物，它由 Met-Leu-Phe 或 Nle-Leu-Phe 组成，作为甲酰肽受体（FPR）的白细胞结合位点；由 Ser 或 Thr 组成的结合部分，可提高在所有白细胞中与单核细胞和淋巴细胞的结合率；可用放射性金属或顺磁性金属标记的基团；以及与它们结合的间隔物，显示出与所有白细胞（即中性粒细胞、单核细胞和淋巴细胞）特异的结合特性、中性粒细胞、单核细胞和淋巴细胞，并能用放射性金属或顺磁性金属标记。由于具有这些特性，这种化合物在 SPECT 图像诊断、PET 图像诊断、MRI 图像诊断等方面非常有用，因为这些图像诊断是在白细胞大量浸润并伴有免疫反应的部位进行的。
• Compound binding to leukocytes and medicinal composition containing the compound in labeled state as the active ingredient
  申请人：Seki Ikuya

  公开号：US20060057064A1

  公开（公告）日：2006-03-16

  A compound binding to leukocytes, which comprises Met-Leu-Phe or Nle-Leu-Phe serving as the leukocyte-binding site of a formyl peptide receptor (FPR), a binding part comprising Ser or Thr elevating the binding ratios to monocytes and lymphocytes in all leukocytes, a group which can be labeled with a radioactive metal or a paramagnetic metal, and a spacer binding them shows binding properties specific to all leukocytes, i.e., neutrophils, monocytes and lymphocytes both in vivo and in vitro and can be labeled with a radioactive metal or a paramagnetic metal. Owing to these characteristics, this compound is highly useful in SPECT image diagnosis, PET image diagnosis, MRI image diagnosis and so on wherein imaging is performed in a site with vigorous leukocyte infiltration accompanied by an immune reaction in an individual.
• US7220827B2
  申请人：——

  公开号：US7220827B2

  公开（公告）日：2007-05-22