N,N'-bis(2,3-dihydroxypropyl)-5-formylamino-2,4,6-triiodoisophthalamide | 186753-11-7

• 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: N,N'-bis(2,3-dihydroxypropyl)-5-formylamino-2,4,6-triiodoisophthalamide
• 英文别名: N,N'-bis(2,3-dihydroxypropyl)-5-formamido-2,4,6-triiodoisophthalamide；N1,N3-bis(2,3-dihydroxypropyl)-5-formylamino-2,4,6-triiodoisophthalamide；1-N,3-N-bis(2,3-dihydroxypropyl)-5-formamido-2,4,6-triiodobenzene-1,3-dicarboxamide
• CAS: 186753-11-7
• 化学式: C₁₅H₁₈I₃N₃O₇
• 分子量: 733.037
• InChiKey: TVCINXHQUODERO-UHFFFAOYSA-N

物化性质

• 沸点：
  762.1±60.0 °C(Predicted)
• 密度：
  2.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  168
• 氢给体数：
  7
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N,N'-bis(2,3-dihydroxypropyl)-5-formylamino-2,4,6-triiodoisophthalamide 在 盐酸 、 硼酸 、 三乙胺 、 1,2-双(二苯基膦)乙烷 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-N-[3-[3,5-bis(2,3-dihydroxypropylcarbamoyl)-N-formyl-2,4,6-triiodoanilino]-2-hydroxypropyl]-3-N-(2,3-dihydroxypropyl)-5-[(2-hydroxyacetyl)amino]-2,4,6-triiodobenzene-1,3-dicarboxamide
  参考文献：
  名称：

  The synthesis and evaluation of unsymmetrical dimeric X-ray contrast agents

  摘要：

  Novel dimeric iodinated contrast agents with low osmolality have been prepared and evaluated with the aim of improving the already good safety profile of such agents. The aim of low osmolality was achieved, and the viscosity of these dimeric agents was also found to be beneficially lower than current dimeric agents in clinical use. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.009
• 作为产物：
  描述：

  甲酸 、 5-氨基-2,4,6-三碘-N,N’-二(2,3-二羟基丙基)-1,3-苯二甲酰胺 在 乙酸酐 作用下， 以81.5%的产率得到N,N'-bis(2,3-dihydroxypropyl)-5-formylamino-2,4,6-triiodoisophthalamide
  参考文献：
  名称：

  JP5830589

  摘要：

  公开号：

文献信息

• [EN] PREPARATION OF INTERMEDIATES OF X-RAY CONTRAST AGENTS<br/>[FR] PRÉPARATION D'INTERMÉDIAIRES D'AGENTS DE CONTRASTE DE RAYONS X
  申请人：GE HEALTHCARE AS

  公开号：WO2014074315A1

  公开（公告）日：2014-05-15

  The present invention relates to a process for the preparation of iodinated X-ray contrast agents and in particular to key intermediates thereof. It particularly relates to an improved process for preparation of 5-acetamido-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (Compound A) or N,N'-bis(2,3-dihydroxypropyl)-5-formamido-2,4,6-triiodoisophthalamide (Compound C), which are intermediates in the industrial preparation of non-ionic X-ray contrast agents. More particularly the invention provides a process for deacylation of the acylated hydroxyl groups of an intermediate compound of Compound A and Compound C.

  本发明涉及碘化X射线造影剂的制备方法，特别是涉及其关键中间体的制备方法。本发明特别涉及一种改进的制备5-乙酰氨基-N,N'-双(2,3-二羟丙基)-2,4,6-三碘异酞酰胺（化合物A）或N,N'-双(2,3-二羟丙基)-5-甲酰氨基-2,4,6-三碘异酞酰胺（化合物C）的方法，这两种化合物是工业制备非离子型X射线造影剂的中间体。更具体地，本发明提供了一种用于脱除化合物A和化合物C中间体中羰基化羟基的工艺。
• Contrast agents
  申请人：Thaning Mikkel

  公开号：US08920780B2

  公开（公告）日：2014-12-30

  The present invention relates to a class of compounds and to diagnostic compositions containing such compounds where the compounds are iodine containing compounds. More specifically the iodine containing compounds are chemical compounds containing two linked iodinated phenyl groups of the general formula R—N(CHO)—X—N(R3)—R wherein X denoted an optionally substituted alkylene group, R3 denotes a hydrogen atom or an acyl function and each R denotes a triiodinated phenyl residue further substituted by hydrophilic moieties. The invention also relates to the use of such diagnostic compositions as contrast agents in diagnostic imaging and in particular in X-ray imaging, and to contrast media containing such compounds.

  本发明涉及一类化合物和包含这些化合物的诊断组成物，其中这些化合物是含有碘的化合物。更具体地，这些含碘化合物是化学化合物，包含两个连接的碘化苯基团，其一般式为R—N(CHO)—X—N(R3)—R，其中X表示可选择的取代的烷基组，R3表示氢原子或酰基功能，每个R表示三碘苯基残基，进一步取代了亲水基团。本发明还涉及将这样的诊断组成物用作对比剂在诊断成像中的应用，特别是在X射线成像中，以及含有这些化合物的对比介质。
• CONTRAST AGENTS
  申请人：GE HEALTHCARE AS

  公开号：US20150191422A1

  公开（公告）日：2015-07-09

  The present invention relates to a class of compounds and to diagnostic compositions containing such compounds where the compounds are iodine containing compounds. More specifically the iodine containing compounds are chemical compounds containing two linked iodinated phenyl groups of the general formula R—N(CHO)—X—N(R 3 )—R wherein X denoted an optionally substituted alkylene group, R 3 denotes a hydrogen atom or an acyl function and each R denotes a triiodinated phenyl residue further substituted by hydrophilic moieties. The invention also relates to the use of such diagnostic compositions as contrast agents in diagnostic imaging and in particular in X-ray imaging, and to contrast media containing such compounds.

  本发明涉及一类化合物以及含有这些化合物的诊断组合物，其中这些化合物是含碘化合物。更具体地，这些含碘化合物是化学化合物，包含两个连接的碘化苯基团，其通式为R—N(CHO)—X—N(R3)—R，其中X表示可选的取代烷基基团，R3表示氢原子或酰基功能基团，每个R表示三碘苯基残基，进一步取代亲水性基团。本发明还涉及将这种诊断组合物用作对比剂，在诊断成像中特别是X射线成像中使用，并涉及含有这些化合物的对比介质。
• Organic Process Research and Development 2001, 5, 472-478
  作者：

  DOI：——

  日期：——
• PREPARATION OF INTERMEDIATES OF X-RAY CONTRAST AGENTS
  申请人：GE HEALTHCARE AS

  公开号：EP2917174B1

  公开（公告）日：2018-09-12