N-chloroacetyl-aza-15-crown-5 | 98704-89-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-chloroacetyl-aza-15-crown-5
• 英文别名: N-chloroacetylaza-15-crown-5；1,4,7,10-Tetraoxa-13-azacyclopentadecane, 13-(chloroacetyl)-；2-chloro-1-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-yl)ethanone
• CAS: 98704-89-3
• 化学式: C₁₂H₂₂ClNO₅
• 分子量: 295.763
• InChiKey: DAXMYSVNQAHKPV-UHFFFAOYSA-N

物化性质

• 沸点：
  462.0±45.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-chloroacetyl-aza-15-crown-5 在 硼烷四氢呋喃络合物 、 sodium carbonate 、 potassium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 30.0h， 生成 1-(2-乙基-氮杂-15-冠-5)-4,7,10-三(乙酸)-1,4,7,10-四氮杂环十二烷
  参考文献：
  名称：

  Luminescent heptadentate Tb3+ complex with pendant aza-15-crown-5 showing recognition of lactate and salicylate in aqueous solution

  摘要：

  The coordinatedly unsaturated neutral complex TbL1 that possesses two labile metal-bound water Molecules provides linear response to lactate in the range of 0-3.0 mM at the simulated extracellular background with the variations of Tb luminescence lifetime as output: the maximal amplification of the luminescence intensity of TbL1 reaches a factor of 135 upon titration with aromatic antenna salicylate in the physiological pH window. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.063
• 作为产物：
  描述：

  氯乙酰氯 、 氮杂-15-冠醚-5 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以88%的产率得到N-chloroacetyl-aza-15-crown-5
  参考文献：
  名称：

  1,4-双（叔丁氧基羰基甲基）-四氮杂环十二烷的简单区域选择性合成。

  摘要：

  描述了一种方便的合成路线，该路线具有高收率和优异的区域选择性，从而可以合成1,4-双（叔丁氧基羰基甲基）四氮杂环十二烷（环）（1）。化合物1在两个反应条件下与一系列官能化的烷基卤反应，以高收率得到单-N-烷基化的1，4-双（叔丁氧基羰基甲基）四氮杂环十二烷（2-9）。

  DOI：

  10.1021/jo026436+

文献信息

• Paramagnetic complexes with pendant crown compounds showing improved targeting-specificity as MRI contrast agents
  申请人：Wong Wing-Tak

  公开号：US20060057071A1

  公开（公告）日：2006-03-16

  Potential magnetic resonance imaging (MRI) contrast agents that are functionalized with crown compounds have been synthesized, and show target-specificity to the kidney and liver, along with excellent water solubility, high MR intensity enhancement efficiency, long resident lifetime, low dosage requirement, low cytotoxicity and prolonged excretion rate.

  功能化了冠化合物的潜在磁共振成像（MRI）对比剂已经合成，并显示出对肾脏和肝脏的靶向特异性，以及优异的水溶性、高MR强度增强效率、长期滞留寿命、低剂量需求、低细胞毒性和延长排泄速率。
• Alkali metal recognition induced isomerization of spiropyrans
  作者：Masahiko Inouye、Masaru Ueno、Teijiro Kitao、Kikuo Tsuchiya

  DOI：10.1021/ja00180a051

  日期：1990.11

  We report herein the preliminary results obtained for spiropyrans 4 bearing a monoaza-crown ring (1) as a recognition site, of which isomerization to the colored merocyanines (2) is induced by recognition of alkali-metal cations. This new type of chromoionophore is conceptually different from the crown ether dyes so far synthesized, because in the latter cases, the absorption bands of chromophores

  我们在此报告了对带有单氮杂冠环 (1) 作为识别位点的螺吡喃 4 获得的初步结果，通过识别碱金属阳离子诱导其异构化为有色部花青 (2)。这种新型的发色离子团在概念上与迄今为止合成的冠醚染料不同，因为在后一种情况下，发色团的吸收带仅因阳离子的络合而移动
• Nicotinic acid lariat ethers: syntheses, complexation, and reduction
  作者：George R. Newkome、Charles R. Marston

  DOI：10.1021/jo00222a011

  日期：1985.11
• Luminescent Tb³⁺ Complex with Pendant Crown Ether Showing Dual-Component Recognition of H⁺ and K⁺ at Multiple pH Windows
  作者：Cong Li、Ga-Lai Law、Wing-Tak Wong

  DOI：10.1021/ol048261r

  日期：2004.12.1

  [Graphics]A lanthanide luminescent probe that was functionalized with quinoline-alkylated diaza-18-crown-6 showed dual-component recognition of concentrations of H+ and K+ at four independent pH ranges, including in the physiological pH window. Moreover, it exhibited pH- and [K+]-independent long-lived lanthanicle luminescent lifetimes in aqueous solution.
• Alkali-metal cation recognition induced isomerization of spirobenzopyrans and spironaphthoxazins possessing a crown ring as a recognition site: multifunctional artificial receptors
  作者：Masahiko Inouye、Masaru Ueno、Kikuo Tsuchiya、Naomi Nakayama、Takashi Konishi、Teijiro Kitao

  DOI：10.1021/jo00046a019

  日期：1992.9

  Spirobenzopyrans and spironaphthoxazins possessing a monoaza-crown ring were synthesized. Isomerization of these compounds to the open colored merocyanines was induced by recognition of alkali-metal cations and the selectivity of the coloration was found to be governed by several factors: (1) the size of the crown ring, (2) the position of recognition, (3) electric properties of both the complexed cations and the merocyanine dipoles, and (4) the length of the alkyl chains connecting the spirobenzopyran units and the crown units. The spirobenzopyrans represent rationally designed multifunctional artificial receptors for alkali-metal cations.