1,3,5-tri-N-hexyl-2,4,6-triiodobenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3,5-tri-N-hexyl-2,4,6-triiodobenzene
• 英文别名: 1,3,5-trihexyl-2,4,6-triiodobenzene
• 化学式: C₂₄H₃₉I₃
• 分子量: 708.287
• InChiKey: VXASFQSIPJYMSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.8
• 重原子数：
  27
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-硝基苯基硼酸 、 1,3,5-tri-N-hexyl-2,4,6-triiodobenzene 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 18.0h， 以77%的产率得到1,3,5-trihexyl-2,4,6-tris(4-nitrophenyl)benzene
  参考文献：
  名称：

  具有高选择性的形状持久性有机分子笼，用于在N2上吸附CO2

  摘要：

  在有机笼中捕获碳：一步法合成了形状持久的有机棱柱形分子笼（参见结构），并通过动态共价化学从易于获得的原料中高收率地合成了碳。所得的笼状分子对CO 2在N 2上的吸附表现出很高的选择性，因此有望作为一种碳捕获材料。

  DOI：

  10.1002/anie.201001517
• 作为产物：
  描述：

  1,3,5-三氯苯 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 碘 、 magnesium 作用下， 以 乙醚 、 1,2-二氯乙烷 为溶剂， 反应 5.0h， 生成 1,3,5-tri-N-hexyl-2,4,6-triiodobenzene
  参考文献：
  名称：

  1,3,5-Trialkyl-2,4,6-triiodobenzenes:  Novel X-ray Contrast Agents for Gastrointestinal Imaging

  摘要：

  Examination of the gastrointestinal (GI) tract has been performed for decades using barium sulfate. Although this agent has many recognized limitations including extreme radiopacity, poor intrinsic affinity for the GI mucosa, and very high density, no alternative contrast agents have emerged which produce comparable or better contrast visualization. In fact, the various techniques of the GI radiologic examination (i.e., single contrast, double contrast, biphasic) were developed to compensate for its limitations. Each of these techniques requires complex patient manipulation to achieve adequate mucosal coating or compression to overcome the marked radiopacity of barium sulfate in order to obtain a diagnostically useful examination. A Series of novel radiopaque oils, the 1,3,5-trialkyl-2,4,6-triiodobenzenes, was designed to improve the efficacy, stability, and safety of barium formulations. These substances were prepared in two steps from 1,3,5-trichlorobenzene. Compound 17 (1,3,5-tri-n-hexyl-2,4,6-triiodobenzene) formulated as an oil-in-water emulsion, was found to be well-tolerated in rodents (mice, hamsters, rats) following acute oral and/or intraperitoneal administrations at 4 times the anticipated human clinical dose. No metabolism of 17 was detected in rat, hamster, dog, monkey, or human hepatic microsomes, suggesting the lack of oral toxicity was a consequence of poor absorption.

  DOI：

  10.1021/jm990407i

文献信息

• Compositions of alkylbenzenes for visualization of the gastrointestinal
  申请人：Sterling Winthrop Inc.

  公开号：US05308607A1

  公开（公告）日：1994-05-03

  Disclosed are contrast agents of the formula ##STR1## contained in aqueous compositions and methods for their use in diagnostic radiology of the gastrointestinal tract wherein R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, unsaturated allyl or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q; R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently H, lower-alkyl, optionally substituted with halo; n is 1-5; m is 1-5; p is 1-10; and Q is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl.

  揭示了公式##STR1##中的造影剂，其含于水性组合物中，并且揭示了它们在胃肠道诊断放射学中的使用方法，其中R=C.sub.1 -C.sub.25烷基，环烷基，不饱和烯丙基或卤代较低烷基，可选择地取代有卤素，氟代较低烷基，芳基，较低烷氧基，羟基，羧基，较低烷氧基羰基或较低烷氧基羰氧基，(CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q，或(CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q；R.sub.1，R.sub.2，R.sub.3和R.sub.4独立地为H，较低烷基，可选择地取代有卤素；n为1-5；m为1-5；p为1-10；Q为H，较低烷基，较低烯烃基，较低炔基，较低烷基烯，芳基或芳基-较低烷基。
• Compositions of alkylbenzenes in film-forming materials for
  申请人：Sterling Winthrop Inc.

  公开号：US05334370A1

  公开（公告）日：1994-08-02

  Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a polymeric material capable of forming a coating on the gastrointestinal tract and an x-ray producing agent of the formula ##STR1## and methods for their use in diagnostic radiology of the gastrointestinal tract wherein R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, unsaturated allyl or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q; R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently H, lower-alkyl, optionally substituted with halo; n is 1-5; m is 1-5; p is 1-10; and Q is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl.

  揭示了用于口服或逆行检查消化道的X射线造影剂，包括能够在消化道形成涂层的聚合物材料和具有以下结构的X射线产生剂的方法：##STR1##以及它们在消化道诊断放射学中的使用方法，其中R = C.sub.1 -C.sub.25烷基，环烷基，不饱和烯丙基或卤代较低烷基，可选择地用卤素，氟代较低烷基，芳基，较低烷氧基，羟基，羧基，较低烷氧基羰基或较低烷氧基羰氧基取代，(CR.sub.1 R.sub.2).sub.p--(CR.sub.3.dbd.CR.sub.4).sub.m Q，或(CR.sub.1 R.sub.2).sub.p--C.tbd.C--Q；R.sub.1，R.sub.2，R.sub.3和R.sub.4独立地为H，较低烷基，可选择地取代卤素；n为1-5；m为1-5；p为1-10；Q为H，较低烷基，较低烯烃基，较低炔烃基，较低烷基，芳基或芳基-较低烷基。
• Highly CO₂-Selective Organic Molecular Cages: What Determines the CO₂ Selectivity
  作者：Yinghua Jin、Bret A. Voss、Athena Jin、Hai Long、Richard D. Noble、Wei Zhang

  DOI：10.1021/ja110846c

  日期：2011.5.4

  4-diethynylbenzene linker molecule. Cage compounds 1-4 and framework 14 exhibited exceptional high ideal selectivity (36/1-138/1) in adsorption of CO(2) over N(2) under the standard temperature and pressure (STP, 20 °C, 1 bar). Gas adsorption studies indicate that the high selectivity is provided not only by the amino group density (mol/g), but also by the intrinsic pore size of the cage structure (distance between

  通过动态共价化学方法（亚胺缩合反应），从现成的起始原料中成功合成了一系列新型有机笼状化合物 1-4，产率相当高（46-90%）。共价交联的笼框架 14 是通过笼对框架策略通过笼 4 与 1,4-二乙炔基苯连接分子的 Sonogashira 偶联获得的。在标准温度和压力（STP，20 °C，1 bar）下，笼状化合物 1-4 和骨架 14 在 N(2) 上吸附 CO(2) 时表现出极高的理想选择性 (36/1-138/1) . 气体吸附研究表明，高选择性不仅由氨基密度 (mol/g) 提供，还由笼结构的固有孔径（顶板和底板之间的距离）提供，可以通过明智地选择不同大小的构建块来调整。本文首次报道了对这类新型有机笼具结构-性能关系的系统研究；它们提供了关于这些笼基多孔材料的合理设计原理的关键知识，这些材料在气体分离和碳捕获应用中显示出巨大的潜力。
• Compositions of alkylbenzenes in film-forming materials for visualization of the gastrointestinal tract
  申请人：NYCOMED IMAGING AS

  公开号：EP0609589A2

  公开（公告）日：1994-08-10

  Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a polymeric material capable of forming a coating on the gastrointestinal tract, said polymeric material having atoms containing polarizable electrons thereon, in combination with a divalent cation, and an x-ray producing agent of the formula or a pharmaceutically acceptable salt thereof, and methods for their use in diagnostic radiology of the gastrointestinal tract wherein R= C1-C25 alkyl, cycloalkyl, unsaturated allyl or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxycarbonyl or lower-alkoxycarbonyloxy, (CRi R2)p-(CR3 =CR4)mQ, or (CR1 R2)p-C=C-Q; Ri, R2, R3 and R4 are independently H, lower-alkyl, optionally substituted with halo; n is 1-5; m is 1-5; p is 1-10; and Q is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl.

  本发明公开了用于胃肠道口腔或逆行检查的 X 射线造影剂组合物，该组合物包含一种可在胃肠道上形成涂层的聚合材料，所述聚合材料上有含有可极化电子的原子，该聚合材料与二价阳离子和一种式中的 X 射线产生剂相结合 或其药学上可接受的盐、 及其在胃肠道放射诊断中的使用方法，其中 R= C1-C25 烷基、环烷基、不饱和烯丙基或卤代低烷基，任选被卤、氟代低烷基、芳基、低烷氧基、羟基、羧基、低烷氧基羰基或低烷氧基羰氧基取代、 (CRi R2)p-(CR3 =CR4)mQ 或 (CR1 R2)p-C=C-Q ； Ri、R2、R3 和 R4 独立地是 H、低级烷基，可选择被卤素取代； n 为 1-5； m 是 1-5 p 是 1-10；以及 Q 是 H、低级烷基、低级烯基、低级炔基、低级亚烷基、芳基或芳基-低级烷基。
• Compositions of alkylbenzenes for visualization of the gastrointestinal tract
  申请人：NYCOMED IMAGING AS

  公开号：EP0609588A2

  公开（公告）日：1994-08-10

  Disclosed are contrast agents of the formula or pharmaceutically acceptable salts thereof, contained in aqueous compositions and methods for their use in diagnostic radiology of the gastrointestinal tract wherein R = C1-C25 alkyl, cycloalkyl, unsaturated allyl or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxycarbonyl or lower-alkoxycarbonyloxy, (CRi R2)p-(CR3 =CR4)mQ, or (CR1 R2)p-C=C-Q; Ri, R2, R3 and R4 are independently H, lower-alkyl, optionally substituted with halo; n is 1-5; m is 1-5; p is 1-10; and Q is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl.

  公开了式中的造影剂 或其药学上可接受的盐、 及其在胃肠道放射诊断中的使用方法，其中包括 R = C1-C25 烷基、环烷基、不饱和烯丙基或卤代低烷基，任选被卤、氟代低烷基、芳基、低烷氧基、羟基、羧基、低烷氧基羰基或低烷氧基羰基氧基、(CRi R2)p-(CR3 =CR4)mQ 或 (CR1 R2)p-C=C-Q 取代； Ri、R2、R3 和 R4 独立地是 H、低级烷基，可选择被卤素取代； n 为 1-5； m 是 1-5 p 是 1-10；以及 Q 是 H、低级烷基、低级烯基、低级炔基、低级亚烷基、芳基或芳基-低级烷基。