1-(5'-deoxy-5'-fluoro-β-D-arabinofuranosyl)-2-nitroimidazole | 916040-30-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5'-deoxy-5'-fluoro-β-D-arabinofuranosyl)-2-nitroimidazole
• 英文别名: 1-β-D-(5-deoxy-5-fluoroarabinofuranosyl)-2-nitroimidazole；(2S,3S,4S,5R)-2-(fluoromethyl)-5-(2-nitroimidazol-1-yl)oxolane-3,4-diol
• CAS: 916040-30-7
• 化学式: C₈H₁₀FN₃O₅
• 分子量: 247.183
• InChiKey: LPZSRGRDVVGMMX-MVIOUDGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-β-D-[2-O-acetyl-arabinofuranosyl]-2-nitroimidazole 在 吡啶 、 咪唑 、 sodium methylate 、 [双(2-甲氧基乙基)胺]三氟化硫 作用下， 以 甲醇 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 21.75h， 生成 1-(5'-deoxy-5'-fluoro-β-D-arabinofuranosyl)-2-nitroimidazole
  参考文献：
  名称：

  用于缺氧成像的2-硝基咪唑-呋喃糖苷衍生物—核苷转运蛋白相互作用，18F标签和临床前PET成像的研究

  摘要：

  近年来，许多示例和各种示踪剂已证明了肿瘤缺氧的PET成像在患者管理中的益处。尽管尚未找到最佳的缺氧显像剂，但已证明以[18F] FAZA（[18F]fluoro-azomycin-α-arabinoside）为代表的2-硝基咪唑（azomycin）糖衍生物（模仿核苷）具有潜力。在临床上使用。仍然，对于所有这些示踪剂，假定通过被动扩散吸收细胞具有动力学慢和肿瘤与背景之比低的缺点。我们最近评估了[18F]氟-阿霉素-β-脱氧核糖苷（β-[18F] FAZDR），其结构比[18F] FAZA更类似于核苷，并且可能与核苷转运蛋白相互作用。为了更深入地了解，我们比较研究了FAZA，β-FAZA，α-FAZDR和β-FAZDR在体外具有核苷转运蛋白（SLC29A1 / 2和SLC28A1 / 2/3），显示了化合物之间的可变相互作用。对于β-FAZDR的相互作用最大（对于SLC28A3为IC50 124±33

  DOI：

  10.3390/ph12010031

文献信息

• Novel compounds for hypoxic cell therapy and imaging
  申请人：Wiebe Leonard

  公开号：US20060270610A1

  公开（公告）日：2006-11-30

  The present invention provides for compounds suitable for therapeutic treatment of hypoxic tissues, particularly for application in radiotherapy, chemosensitization, radiosensitization. The present invention further provides for compounds suitable for radioimaging of hypoxic cells.

  本发明提供了适用于治疗低氧组织的化合物，特别适用于放疗、化疗增敏和放疗增敏的应用。本发明还提供了适用于低氧细胞放射性成像的化合物。
• METHOD FOR PREPARING [18F]FALLYPRIDE WITH LOW BASE CONCENTRATION
  申请人：Kim Sang Eun

  公开号：US20120178920A1

  公开（公告）日：2012-07-12

  A method for preparing [ 18 F]fallypride is disclosed, which comprises a first step for trapping a fluorine-18 to a polymer ion exchange cartridge; a second step for extraction of fluorine-18 by inputting low base concentrations: 5.0˜25 μL of 40% TBAHCO 3 or K2.2.2./K 2 CO 3 (5˜25 mg/0.5˜3.0 mg) as a phase-transfer catalyst in a mixture of alcohol/water (1.0/0.2 (v/v)) or alcohol as a solvent into the polymer ion exchange cartridge trapped by the fluorine-18; a third step for preparing a [ 18 F]fallypride product by removing the solvent from the trapped fluorine-18, by inputting tosylate precursor in CH 3 CN as a solvent into a reactor and by reacting the same for 5˜35 minutes at 50˜120° C.; and a fourth step for preparing a pure [ 18 F]fallypride by purifying the prepared [ 18 F]fallypride product.

  本发明公开了一种制备[18F]fallypride的方法，包括以下步骤：第一步，将氟-18捕获到聚合物离子交换柱中；第二步，通过输入低浓度碱基（40％TBAHCO3或K2.2.2./K2CO3（5〜25毫克/0.5〜3.0毫克）作为相转移催化剂在酒精/水（1.0/0.2（v/v））或酒精混合溶剂中，从捕获氟-18的聚合物离子交换柱中提取氟-18；第三步，通过将tosylate前体在CH3CN中作为溶剂输入到反应器中，并在50〜120°C下反应5〜35分钟，从捕获氟-18的聚合物离子交换柱中去除溶剂，制备[18F]fallypride产物；第四步，通过纯化制备的[18F]fallypride产物，制备纯净的[18F]fallypride。
• WO2006/102759
  申请人：——

  公开号：——

  公开（公告）日：——
• POLYMER MONOLITHS FOR SOLVENT EXCHANGE IN CONTINUOUS FLOW MICROFLUIDIC DEVICE
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US20150152206A1

  公开（公告）日：2015-06-04

  The present disclosure relates to the novel multistep procedure for preparation of polymer monoliths for use in solvent exchange, such as methods to exchange and activate fluoride ions on a flow through microfluidic chip for subsequent chemical synthesis. Methods according to the present disclosure include the application of such microfluidic platforms for rapid F18 radiosynthesis on a flow through microfluidic chip with high efficiency, followed by a subsequent nucleophilic fluorination reaction. Various other methods of exchanging and activating fluoride ions on a flow through microfluidic chip are also disclosed. Methods incorporating features of the present invention can be applicable to any flow through microfluidic device in any field, such as radiosyntheses, chemical syntheses, concentration of ions for environmental analyses and sample preparation such as concentrating minute amounts of analyte to improve the downstream detection.
• US8624039B2
  申请人：——

  公开号：US8624039B2

  公开（公告）日：2014-01-07