1-azido-4-fluorobutane | 1158998-65-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-azido-4-fluorobutane
• 英文别名: 1-fluoro-4-azidobutane；4-Fluorobutylazide
• CAS: 1158998-65-2
• 化学式: C₄H₈FN₃
• mdl: MFCD24457562
• 分子量: 117.126
• InChiKey: QVZDOKNWDIGOII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-1-(4-fluorobenzyl)-5-(2-(1-((2-fluoroethyl)-1H-[1,2,3]triazol-4-yl)methoxymethyl)pyrrolidine-1-sulfonyl)isatin 、 1-azido-4-fluorobutane 生成 (S)-1-(4-Fluorobenzyl)-5-(2-((1-(4-fluorobutyl)-1H-[1,2,3]-triazol-4-yl)methoxymethyl)-pyrrolidine-1-sulfonyl)isatin
  参考文献：
  名称：

  Isatin derivatives for use as in vivo imaging agents

  摘要：

  本发明公开了5-磺酰胺基异喹啉衍生物、包含该衍生物的制药组合物、其作为分子成像剂的应用、其用于诊断或治疗与细胞凋亡失调相关的疾病或疾病的方法、合成该衍生物的方法、测定caspase活性和细胞凋亡的分子成像方法以及评估测试物质对caspase活性的治疗效果的方法。

  公开号：

  US08961930B2
• 作为产物：
  描述：

  1-溴-4-氟丁烷 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-azido-4-fluorobutane
  参考文献：
  名称：

  氟化胆汁酸衍生物作为PET示踪剂的设计，合成，体外表征和初步成像研究，以研究肝转运蛋白

  摘要：

  为了鉴定可以用作[ 18 F]标记的正电子发射断层扫描（PET）示踪剂的氟化胆汁酸衍生物，以对肝转运蛋白，特别是OATP1B1的体内功能成像，三种氟化胆汁酸三唑衍生物合成了胆酸，脱氧胆酸和石胆酸（分别为CATD，DCATD和LCATD 4a – c）并用with标记。使用基于细胞的测定法研究了体外转运特性，以确定OATP1B1的最佳底物。此外，铅化合物LCATD（4c）作为其他肝脏吸收转运蛋白OATP1B3，NTCP和外排转运蛋白BSEP的底物进行了测试，以评估其肝脏转运的特异性。结果表明4c是OATP1B1和NTCP的良好底物，而4c是OATP1B3的较差底物。外排转运蛋白BSEP似乎也参与了肝细胞中4c的排泄。所述的自动放射合成[ 18 F] -图4c是在一个多吉贝尺度和在野生型老鼠的导频成像实验完成静脉内施用后，进行以评估示踪剂的生物分布和清除。PET成像显示放射性主要位于肝脏中（t

  DOI：

  10.1016/j.bmc.2016.12.008

文献信息

• Phosphoramidite accelerated copper(i)-catalyzed [3 + 2] cycloadditions of azides and alkynes
  作者：Lachlan S. Campbell-Verduyn、Leila Mirfeizi、Rudi A. Dierckx、Philip H. Elsinga、Ben L. Feringa

  DOI：10.1039/b822994e

  日期：——

  Monodentate phosphoramidite ligands are used to accelerate the copper(i)-catalyzed 1,3-dipolar cycloaddition of azides and alkynes (CuAAC) rapidly yielding a wide variety of functionalized 1,4-disubstituted-1,2,3-triazoles; Cu(i) and Cu(ii) salts both function as the copper source in aqueous solution to provide excellent yields.

  单齿亚磷酰胺配体可用于加速铜（i）催化的叠氮化物和炔烃（CuAAC）的1,3-偶极环加成反应，从而迅速生成各种官能化的1,4-二取代-1,2,3-三唑。Cu（i）和Cu（ii）盐均充当水溶液中的铜源，以提供优异的收率。
• ISATIN DERIVATIVES FOR USE AS IN VIVO IMAGING AGENTS
  申请人：Aboabye Eric Ofori

  公开号：US20110195024A1

  公开（公告）日：2011-08-11

  Isatin 5-sulfonamide derivatives, pharmaceutical compositions comprising the derivatives, their use as molecular imaging agents, their use for the diagnosis or treatment of diseases or disorders associated with dysregulation of apoptosis, methods for synthesizing the derivatives, methods for the molecular imaging of caspase activity and apoptosis, and methods of assessing the therapeutic effect of a test substance on caspase activity are disclosed.

  本发明公开了Isatin 5-磺酰胺衍生物，包括该衍生物的制药组合物，其作为分子成像剂的用途，其用于诊断或治疗与凋亡失调相关的疾病或障碍的用途，制备该衍生物的方法，评估试验物质对caspase活性的治疗效果的方法，以及评估凋亡的分子成像和caspase活性的方法。
• Multifunctional Deuterated and Tritiated ‘Click’ Molecular Probes via ­Palladium-Mediated Reductive Deiodination of 5-Iodo-1,2,3-Triazoles
  作者：Andrea Testa、Matteo Zanda、Monica Piras、Mike Hickey、Ian Fleming、Nicholas Bushby、Eva Lenz、Charles Elmore

  DOI：10.1055/s-0033-1340940

  日期：——

  Tritiated compounds are invaluable tools for in vitro and in vivo studies on bioactive molecules. Here we describe a click-chemistry'-based strategy for deuteration and tritiation of multifunctional compounds and multimodal molecular imaging probes. The method relies on a palladium-mediated reductive deiodination of 5-iodo-1,2,3-triazoles in the presence of NaBD4, deuterium or tritium gas.
• Novel Fluorinated 8-Hydroxyquinoline Based Metal Ionophores for Exploring the Metal Hypothesis of Alzheimer’s Disease
  作者：Steven H. Liang、Adam G. Southon、Benjamin H. Fraser、Anwen M. Krause-Heuer、Bo Zhang、Timothy M. Shoup、Rebecca Lewis、Irene Volitakis、Yifeng Han、Ivan Greguric、Ashley I. Bush、Neil Vasdev

  DOI：10.1021/acsmedchemlett.5b00281

  日期：2015.9.10

  Zinc, copper, and iron ions are involved in amyloid-beta (A beta) deposition and stabilization in Alzheimer's disease (AD). Consequently, metal binding agents that prevent metal-A beta interaction and lead to the dissolution of A beta deposits have become well sought therapeutic and diagnostic targets. However, direct intervention between diseases and metal abnormalities has been challenging and is partially attributed to the lack of a suitable agent to determine and modify metal concentration and distribution in vivo. In the search of metal ionophores, we have identified several promising chemical entities by strategic fluorination of 8-hydroxyquinoline drugs, clioquinol, and PBT2. Compounds 15-17 and 28-30 showed exceptional metal ionophore ability (6-40-fold increase of copper uptake and >2-fold increase of zinc uptake) and inhibition of zinc induced A beta oligomerization (EC(50)s < similar to 5 mu M). These compounds are suitable for further development as drug candidates and/or positron emission tomography (PET) biomarkers if radiolabeled with F-18.
• Pyrazoles with a “click” 4-[N-(4-fluorobutyl)-1,2,3-triazole] substituent in position 3 are nanomolar CB1 receptor ligands
  作者：Rita Distinto、Chiara Zanato、Serena Montanari、Maria Grazia Cascio、Paolo Lazzari、Roger Pertwee、Matteo Zanda

  DOI：10.1016/j.jfluchem.2014.07.010

  日期：2014.11

  Replacement of the 3-carbonylaminopiperidine substitutent with a "click" 4-[N-(4-fluorobutyl)-(1,2,3-triazolyl)] group in Rimonabant-type pyrazoles produced a novel class of nanomolar CB1 receptor ligands. Molecule 1d is the most promising lead with a K-i=23 nM for CB1, which is very close to that displayed by Rimonabant (SR141716), and fairly good CB1/CB2 selectivity (K-i CB2/K-i CB1 = 35.5), thus representing a promising candidate for [F-18]radiolabeling and PET Imaging studies of the CB1 receptor. (C) 2014 Elsevier B.V. All rights reserved.