3-(3-(2-Bromoacetamido)propylcarbamoyl)-proxyl free radical

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-(3-(2-Bromoacetamido)propylcarbamoyl)-proxyl free radical
• 化学式: C₁₄H₂₅BrN₃O₃
• 分子量: 363.275
• InChiKey: HRHTYNXIXOOARI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  62.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  去甲西泮 、 3-(3-(2-Bromoacetamido)propylcarbamoyl)-proxyl free radical 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以72%的产率得到3-{3-[2-(7-chloro-1,3-dihydro-2-oxo-5-phenyl-2H-1,4-benzodiazepinyl)acetamido]propylcarbamoyl}-2,2,5,5-tetramethyl-1-pyrrolidinyloxyl
  参考文献：
  名称：

  Synthesis of Spin Labels for ESR Imaging of Living Rat Head.

  摘要：

  自旋标记物（7、10、13、16、22、27）是由吡啶氧基（1）、吡咯氧基（2）和噁唑啉氧基（3）合成的。这些化合物被注入麻醉大鼠的颈动脉中，并使用L波段电子顺磁共振（ESR）光谱仪立即记录大鼠脑部的ESR光谱。根据获得的谱图，我们考虑了这些自旋标记物是否能够穿透血脑屏障并与脑组织成分结合。

  DOI：

  10.1248/cpb.45.923

文献信息

• Stable Organoplatinum(IV) Complexes with Pendant Free Radicals
  作者：Louis M. Rendina、Jagadese J. Vittal、Richard J. Puddephatt

  DOI：10.1021/om00005a019

  日期：1995.5

  Oxidative addition of 2-bromoacetamido derivatives of the stable, free-radical nitroxides tempo and proxyl (2,2,6,6-tetramethylpiperidinyl-N-oxyl and 2,2,5,5-tetramethylpyrrolidinyl-N-oxyl, respectively) to [PtMe(2)(bpy)] (bpy = 2,2(')-bipyridine) affords the novel organoplatinum-(IV) complexes [PtCH2C(O)NH-tempo}BrMe(2)(bpy)] (1), [PtCH2C(O)NH-proxyl}BrMe(2)(bpy)] (2), [PtCH2C(O)NHCH2-proxyl}BrMe(2)(bpy)] (3), [PtCH2C(O)NHCH2C(O)NH-proxyl}-BrMe(2)(bpy)] (4), and [PtCH2C(O)NH(CH2)(3) NHC(O)-proxyl}BrMe(2)(bpy)] (5) in good yields. The complexes exist as a mixture of trans (a) and cis (b) isomers and are the result of traits and cis oxidative addition, respectively. The broad H-1 NMR spectra and distinctive three-line pattern in the ESR spectra conclusively demonstrate the paramagnetic nature of the complexes. The X-ray structure of la was determined. Crystals of la are monoclinic, space group P2(1)/c, with a = 13.401(2) Angstrom, b = 16.979(1) Angstrom, c = 11.199(1) Angstrom, beta = 93.01(1)degrees, Z = 4, and R = 0.0499. The bromo and Pt-C sigma-bonded 4-(2-acetamido)-tempo ligands occupy a mutually trans arrangement about the octahedral platinum(IV) center. Complexes 1-5 are rare examples of stable organometallic species with pendant free radicals.
• Synthesis of Spin Labels for ESR Imaging of Living Rat Head.
  作者：Ryuji NIWA、Ryusei KONAKA、Midori HIRAMATSU、Hitoshi KAMADA

  DOI：10.1248/cpb.45.923

  日期：——

  Spin labels (7, 10, 13, 16, 22, 27) were synthesized from piperidinyloxyl (1), pyrrolidinyloxyl (2), and oxazolidinyloxyl (3). These compounds were injected into the carotid artery of anesthetized rats, and the ESR spectra of the rat brain were immediately recorded by the use of an L-band ESR spectrometer. Based on the spectra obtained, we considered whether or not these spin labels can pass the blood brain barrier and bind to brain tissue components.

  自旋标记物（7、10、13、16、22、27）是由吡啶氧基（1）、吡咯氧基（2）和噁唑啉氧基（3）合成的。这些化合物被注入麻醉大鼠的颈动脉中，并使用L波段电子顺磁共振（ESR）光谱仪立即记录大鼠脑部的ESR光谱。根据获得的谱图，我们考虑了这些自旋标记物是否能够穿透血脑屏障并与脑组织成分结合。