N-carboxy-2,4,6-triiodophenyl acrylamide | 98085-79-1

• 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-carboxy-2,4,6-triiodophenyl acrylamide
• 英文别名: N-(3-carboxy-2,4,6-triiodophenyl)acrylamide；3-acrylamido-2,4,6-triiodobenzoic acid；N-(3-carboxy-2,4,6-triiodophenyl)-acrylamide；2,4,6-triiodo-3-(prop-2-enoylamino)benzoic acid
• CAS: 98085-79-1
• 化学式: C₁₀H₆I₃NO₃
• 分子量: 568.876
• InChiKey: ZGYBFHCOYIMXGE-UHFFFAOYSA-N

物化性质

• 沸点：
  554.6±50.0 °C(Predicted)
• 密度：
  2.672±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-氨基-2,4,6-三碘苯甲酸 、 N-carboxy-2,4,6-triiodophenyl acrylamide 在 N-羟基丁二酰亚胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 N-[3-(carboxy-2,4,6-triiodophenylcarbamoyl)-2,4,6-triiodophenyl]acrylamide
  参考文献：
  名称：

  Synthesis and properties of radiopaque polymer hydrogels: polyion complexes of copolymers of acrylamide derivatives having triiodophenyl and carboxyl groups and p-styrene sulfonate and polyallylamine

  摘要：

  In order to pursue a possibility of application of radiopaque polymer hydrogels to vascular embolization, studies were done on synthesis of iodine-containing copolyanions and properties of their hydrogels with polycation via formation of polyion complexes. Acrylamide derivatives having triiodophenyl and carboxyl groups were synthesized and copolymerized with sodium styrene sulfonate at various molar ratios of initiator to monomer and temperatures. Hydrogels were prepared by mixing aqueous solutions of the obtained radiopaque copolyanions and polyallylamine. Embolization was examined by injection of these hydrogels into vein of a removed porcine kidney as a preliminary test for transcatheter arterial embolization (TAE) for hepatocellular carcinoma. It was found that the hydrogels prepared from the copolycation obtained under particular conditions give high X-ray contrasts of the vein and remained there, though copolycations with low molecular weights had a tendency to drain through the capillaries to the peripheral tissues. It is therefore concluded that the hydrogels examined in the present study are promising for vascular embolization. (C) 2000 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-2860(00)00557-3
• 作为产物：
  描述：

  丙烯酸酐 、 3-氨基-2,4,6-三碘苯甲酸 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 N-carboxy-2,4,6-triiodophenyl acrylamide
  参考文献：
  名称：

  一种可X射线显影分子、载药栓塞微球及其制备方法

  摘要：

  本发明提出了一种可X射线显影分子、载药栓塞微球及其制备方法，属于医用材料技术领域。首先，制备带有双键的可X射线显影的分子，所述分子由含氨基或羟基的碘苯类衍生物与丙烯酸酐反应得到；进一步，制备聚乙烯醇载药栓塞微球中间体；最后，制备可X射线显影的载药栓塞微球。本发明所制得的可X射线显影的载药栓塞微球，兼具X射线显影性和载药性，且制备方法简单，让医生可在X射线透视下直接观察栓塞材料到达的部位，便于术中操作，容易掌握栓塞程度，有效避免血管内治疗过程中各种并发症的发生。

  公开号：

  CN114057600A

文献信息

• Synthesis and properties of radiopaque polymer hydrogels II: copolymers of 2,4,6-triiodophenyl- or N-(3-carboxy-2,4,6-triiodophenyl)- acrylamide and p-styrene sulfonate
  作者：Masahiko Okamura、Takeshi Yamanobe、Tomohiro Arai、Hiroki Uehara、Tadashi Komoto、Seiichi Hosoi、Tatsuo Kumazaki

  DOI：10.1016/s0022-2860(01)00710-4

  日期：2002.1

  In order to pursue a possibility of application of radiopaque polymer hydrogels to vascular embolization, studies were made on synthesis of iodine containing copolyanions and properties of their hydrogels with polycation via formation of polyion complexes (PIC). Acrylamide derivatives having triiodophenyl groups were synthesized and copolymerized with sodium styrene sulfonate (SS) under several conditions

  摘要 为了探索不透射线聚合物水凝胶在血管栓塞中应用的可能性，研究了含碘共聚阴离子的合成及其与聚阳离子形成聚离子复合物（PIC）的水凝胶的性质。合成了具有三碘苯基的丙烯酰胺衍生物，并在几种条件下与苯乙烯磺酸钠 (SS) 共聚。发现 N-(3-羧基-2,4,6-三碘苯基)-丙烯酰胺 (CIPA) 和 2,4,6-三碘苯基丙烯酰胺 (TIPA) 单体与 SS 有效共聚，而 N-烯丙基-2,3 ,5-三碘苯甲酰胺 (ATIBA) 很难共聚。通过混合聚阴离子的水溶液制备水凝胶，即共聚物（PCIPA 和 PTIPA）和聚烯丙胺（PAAn）。PCIPA/PAAn 和 PTIPA/PAAn 水凝胶的 13 C NMR 光谱给出了聚阴离子和聚阳离子的峰。这意味着仍然存在游离的阴离子和阳离子单体单元，由于空间障碍，它们没有形成离子对。1 HT 2 的时间依赖性显示出PSS/PAAn 的快速增加和平稳，以及PCIPA/PAAn
• [EN] COMPOSITIONS FOR USE IN THE MANUFACTURE OF LENSES<br/>[FR] COMPOSITIONS DESTINEES A LA FABRICATION DE LENTILLES
  申请人：MEDICAL POLYMERS LTD

  公开号：WO2005109041A1

  公开（公告）日：2005-11-17

  The invention relates to a polymeric ophthalmic lens composition suitable for foldable intraocular lens manufacture having a Tg <37 °C derived from one or more monomers of the formula: CH2=C(R)-C(O)-O-(Y)p-(Z)q-Ar wherein: R is selected form H, CH3 or phenyl; Y is an optionally hydroxy-substituted n-alkyl group having (3) or more carbon atoms; p is 0 or 1; Z is an ester or ether linkage; q is 0 or 1; with the proviso that when q is 1, p is also 1 and that when p is 0, q is also 0; and Ar is benzyl, phenyl, or other mono- or polycyclic-aromatic or heteroaromatic group substituted with one or two iodine groups.