N¹,N³-dibutylisophthalamide | 15088-35-4

• 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: N¹,N³-dibutylisophthalamide
• 英文别名: isophthalic acid dibutylamide；N,N'-dibutyl-isophthalamide；Isophthalsaeure-bis-(monobutylamid)；N,N'-Di-n-butylisophthalamid；N,N'-dibutylisophthalamide；1-N,3-N-dibutylbenzene-1,3-dicarboxamide
• CAS: 15088-35-4
• 化学式: C₁₆H₂₄N₂O₂
• mdl: MFCD01213040
• 分子量: 276.379
• InChiKey: UEUJQJBBZXOQII-UHFFFAOYSA-N

物化性质

• 保留指数：
  2746

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N¹,N³-dibutylisophthalamide 在 盐酸 、 硼烷四氢呋喃络合物 作用下， 生成 N,N'-Dibutyl-m-phenylen-dimethanamin-dihydrochlorid
  参考文献：
  名称：

  Aromatic analogs of arcaine inhibit MK-801 binding to the NMDA receptor

  摘要：

  Aromatic analogs of arcaine were shown to have inhibitory effects on the binding of the channel blocking drug [H-3]MK-801 to the NMDA receptor complex. The most potent compound of the series was an N,N'-bis(propyl)guanidinium which inhibited [H-3]MK-801 binding with an IC50 of 0.58 mu M and an IC50 of 12.17 mu M upon addition of 100 mu M spermidine. The increase in IC50 upon addition of spermidine suggests competitive antagonism between the inhibitor and spermidine at the arcaine-sensitive polyamine site of the NMDA receptor complex. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00631-3
• 作为产物：
  描述：

  间苯二甲酸 在 草酰氯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 N¹,N³-dibutylisophthalamide
  参考文献：
  名称：

  Aromatic analogs of arcaine inhibit MK-801 binding to the NMDA receptor

  摘要：

  Aromatic analogs of arcaine were shown to have inhibitory effects on the binding of the channel blocking drug [H-3]MK-801 to the NMDA receptor complex. The most potent compound of the series was an N,N'-bis(propyl)guanidinium which inhibited [H-3]MK-801 binding with an IC50 of 0.58 mu M and an IC50 of 12.17 mu M upon addition of 100 mu M spermidine. The increase in IC50 upon addition of spermidine suggests competitive antagonism between the inhibitor and spermidine at the arcaine-sensitive polyamine site of the NMDA receptor complex. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00631-3

文献信息

• Synthesis and NMR Binding Studies towards Rational Design of a Series of Electron-Withdrawing Diamide Receptors/Organocatalysts
  作者：Michael Kinsella、Patrick G. Duggan、Jimmy Muldoon、Kevin S. Eccles、Simon E. Lawrence、Claire M. Lennon

  DOI：10.1002/ejoc.201001439

  日期：2011.2

  A related series of bisamides have been evaluated for rational correlation between anion complexation and organocatalysis: remarkable enhancement of hydrogen bonding to anions was observed along with significant increases in catalytic activity in the Baylis–Hillman reaction. In addition, X-ray crystallography showed a large degree of pre-organisation was observed in one receptor by incorporation of

  已经评估了一系列相关双酰胺的阴离子络合和有机催化之间的合理相关性：观察到氢键与阴离子的显着增强以及 Baylis-Hillman 反应中催化活性的显着增加。此外，X 射线晶体学表明，通过结合双（三氟甲基）苯胺基团和硫代酰胺官能团，在一个受体中观察到了很大程度的预组织。该系列中的新型双功能酰胺/N-酰基磺酰胺具有最佳催化性能。
• Aromatic isophthalamides aggregate in lipid bilayers: evidence for a cooperative transport mechanism
  作者：Stuart N. Berry、Nathalie Busschaert、Charlotte L. Frankling、Dale Salter、Philip A. Gale

  DOI：10.1039/c4ob02631d

  日期：——

  The synthesis and anion transport properties of a series of transmembrane anion transporters based on an isophthalamide scaffold with phenyl, naphthyl or anthracenyl central rings are reported. Anion transport studies using POPC vesicles, showed that the compounds have Hill coefficients >1. This is indicative of higher order complex formation, evidence that leads us to suggest that the compounds are

  报道了一系列基于间苯二甲酰胺骨架并带有苯基，萘基或蒽基中心环的跨膜阴离子转运蛋白的合成和阴离子转运特性。使用POPC囊泡的阴离子迁移研究表明，该化合物的Hill系数> 1。这表明高阶复合物的形成，证据使我们提出这些化合物并非仅作为移动载体发挥作用，而是正在观察到一种协同转运机制。使用荧光光谱法显示化合物在磷脂双层中聚集，这提供了这些化合物充当自组装阴离子传导聚集体的证据。
• Platelet Aggregation Inhibiting and Anticoagulant Effects of Oligoamines, XXII: Bisoxazol-, Bisimidazol-, Bisthiazol- and Oligo-1,2,4-thiadiazolimines
  作者：Klaus Rehse、Antje Martens

  DOI：10.1002/ardp.19933260706

  日期：——

  for their antiplatelet and anticoagulant activities. The most potent compound was the tris‐thiadiazole derivative 18m which inhibited the aggregation of platelets induced by collagen at a concentration of 10 μmol/L by 50 percent (Born‐test). No anticoagulant effects (Quick‐test) were observed up to 400 μmol/L. In the thiazolamine series combined antiplatelet and anticoagulant activities were seen.

  一个介离子4,4'-丙烯-双-恶唑-5-亚胺（5），两个2,2'-间-亚苯基-双-咪唑-4-亚胺（9a，b），五个4,4'-苯-双-（和三）-噻唑-2-胺（13a、b、14a-c）和 14 3,3'-苯-双-（和三）-1,2,4-噻二唑亚胺（18a-o）合成并测定了它们的抗血小板和抗凝活性。最有效的化合物是三噻二唑衍生物 18m，它在 10 μmol/L 的浓度下抑制了 50% 的胶原蛋白诱导的血小板聚集（Born 试验）。在高达 400 μmol/L 时未观察到抗凝作用（快速测试）。在噻唑胺系列中可以看到抗血小板和抗凝活性的结合。
• Stehlicek, Jaroslav; Sebenda, Jan, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 9, p. 2524 - 2531
  作者：Stehlicek, Jaroslav、Sebenda, Jan

  DOI：——

  日期：——
• INK COMPOSITION AND METHOD OF JETTING INK
  申请人：Morimitsu Kentaro

  公开号：US20140285594A1

  公开（公告）日：2014-09-25

  A phase change ink composition is disclosed. The composition comprises a crystalline component including a diamide compound with an aromatic ring core; an amorphous component; and optionally a colorant. Methods of printing the phase change ink composition are also disclosed.