cis-4-fluoromethylcyclohexylamine | 185815-66-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cis-4-fluoromethylcyclohexylamine
• CAS: 185815-66-1
• 化学式: C₇H₁₄FN
• 分子量: 131.193
• InChiKey: PUADPFVHIOXSAD-KNVOCYPGSA-N

物化性质

• 沸点：
  174.1±5.0 °C(Predicted)
• 密度：
  0.933±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  9.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26.02
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  cis-4-fluoromethylcyclohexylamine 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 18.5h， 生成 VUF 5182
  参考文献：
  名称：

  Evaluation of [ 18 F]VUF 5000 as a potential PET ligand for brain imaging of the histamine H 3 receptor

  摘要：

  [18F]VUF 5000 was evaluated as a potential PET ligand for the histamine H3 receptor. In the rat a high uptake of [18F]VUF 5000 was observed in liver, lung and kidney and a low uptake in the brain. In order to explain these findings we determined the LogD(oct,7.2) of [18F]VUF 5000, studied the biodistribution in the presence of carrier VUF 5000, modified [18F]VUF 5000 chemically and studied the binding of [18F]VUF 5000 to human serum albumin. From the results of these experiments it was concluded that [18F]VUF 5000 is not suitable as a PET ligand for brain imaging of the histamine H3 receptor, since [18F]VUF 5000 hardly penetrates into the brain.

  DOI：

  10.1016/s0968-0896(99)00108-x
• 作为产物：
  描述：

  N-[cis-4-(fluoromethyl)cyclohexyl]-O-t-butylcarbamate 在 三甲基氯硅烷 、 potassium iodide 作用下， 以 乙腈 、 甲醇 为溶剂， 反应 72.0h， 生成 cis-4-fluoromethylcyclohexylamine
  参考文献：
  名称：

  Synthesis,in vitro pharmacology and radiosynthesis ofN-(cis-4-fluoromethylcycloyhexyl)-4-(1(H)-imidazol-4-yl)piperidine-11-thiocarbonamide (VUF 5000), a potential PET ligand for the histamine H3 receptor

  摘要：

  The synthesis of N-(cis-4-fluoromethylcyclohexyl)-4-(1(H)-imidazol-4-yl)piperidine-1-thiocarbonamide (VUF 5000) 3, a fluorinated analogue of the potent (pA(2) value of 8.9 +/- 0.1, K-i = 4.3 +/- 0.9 nM) histamine H-3 receptor antagonist thioperamide 2 is described. After the establishment of the H-3 antagonistic activity of VUF 5000, pA(2) value = 9.0 +/- 0.2, K-i = 2.3 +/- 0.5 nM, a four step synthesis for the radiolabelling of VUF 5000 with F-18 (half life 110 min) was developed. Within 4 hours of the end of the bombartment, [F-18]VUF 5000 was obtained with an average radiochemical yield of 23% (decay corrected) acid a specific activity > 96.2 TBq/mu mol (2.6 Ci/mu mol).

  DOI：

  10.1002/(sici)1099-1344(199903)42:3<293::aid-jlcr191>3.0.co;2-b

文献信息

• Approaches towards the synthesis of fluoro(cyclo)alkylamines
  作者：A.D. Windhorst、L. Bechger、G.W.M. Visser、W.P.M.B. Menge、R. Leurs、H. Timmerman、J.D.M. Herscheid

  DOI：10.1016/s0022-1139(96)03457-4

  日期：1996.9

  The synthesis of fluoro(cyclo)alkylamines 1-amino-6-fluorohexane (1), 1-amino-7-fluoroheptane (2), cis/trans-4-fluorocyclohexylamine (3a,b) and cis-4-fluoromethylcyclohexylamine (4) has been investigated for use as synthons for histamine receptor ligands for use in PET.
• Windhorst; Timmerman; Menge, Journal of labelled compounds and radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S309-S310,S311
  作者：Windhorst、Timmerman、Menge、Leurs、Herscheid

  DOI：——

  日期：——