(4-异丙基苯基)氰胺 | 163805-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (4-异丙基苯基)氰胺
• 英文名称: 4-isopropylphenyl cyanamide
• 英文别名: (4-propan-2-ylphenyl)cyanamide
• CAS: 163805-10-5
• 化学式: C₁₀H₁₂N₂
• 分子量: 160.219
• InChiKey: BXPLSQXTEDIXAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  234.4±33.0 °C(Predicted)
• 密度：
  1.051±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-异丙基苯基)氰胺 在 吡啶 、 硫化氢 、 三乙胺 作用下， 反应 72.0h， 生成 1-(对异丙基苯基)-2-硫脲
  参考文献：
  名称：

  Novel selective thiazoleacetic acids as CRTH2 antagonists developed from in silico derived hits. Part 1

  摘要：

  Structure-activity relationships of three related series of 4-phenylthiazol-5-ylacetic acids, derived from two hits emanating from a focused library obtained by in silico screening, have been explored as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. Several compounds with double digit nanomolar binding affinity and full antagonistic efficacy for human CRTH2 receptor were obtained in all subclasses. The most potent compound was [2-(4-chloro-benzyl)-4-(4-phenoxy-phenyl)-thiazol-5-yl] acetic acid having an binding affinity of 3.7 nM and functional antagonistic effect of 66 nM in a BRET and 12 nM in a cAMP assay with no functional activity for the other PGD2 DP receptor (27 mu M in cAMP). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.008
• 作为产物：
  描述：

  1-异氰基-4-异丙基苯 在 bis(π-allylpalladium chloride) 、 bis(η3-allyl-μ-chloropalladium(II)) 、 叠氮基三甲基硅烷 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以84%的产率得到(4-异丙基苯基)氰胺
  参考文献：
  名称：

  Cyanamide Synthesis by the Palladium‐Catalyzed Cleavage of a Si−N Bond

  摘要：

  DOI：

  10.1002/1521-3773(20020517)41:10<1780::aid-anie1780>3.0.co;2-#

文献信息

• Copper-Catalyzed One-Pot Synthesis of Unsymmetrical Arylurea Derivatives via Tandem Reaction of Diaryliodonium Salts with <i>N</i>-Arylcyanamide
  作者：Pengfei Li、Guolin Cheng、Hong Zhang、Xianxiang Xu、Jingyuan Gao、Xiuling Cui

  DOI：10.1021/jo501334u

  日期：2014.9.5

  efficient “one-pot” approach to multiple substituted ureas from N-arylcyanamide and diaryliodonium salts has been presented. The two-step procedure involved the weak base-promoted chemoselective arylation of secondary amines with diaryliodonium and Cu-catalyzed nucleophilic addition of N-arylcyanamide with second diaryliodonium. The diverse unsymmetrical arylureas were obtained in up to 91% yield for 29 examples

  已经提出了一种有效的“一锅法”，用于从N-芳基氰酰胺和二芳基碘鎓盐中制备多种取代的尿素。该两步过程涉及仲胺与二芳基碘鎓的弱碱促进的化学选择性芳基化和第二仲芳基碘鎓的铜催化的N-芳基氰酰胺的亲核加成。对于29个实施例，以高达91％的收率获得了各种不对称的芳基脲。
• Substituted guanidines and derivatives thereof as modulators of
  申请人：Cambridge NeuroScience, Inc.

  公开号：US05403861A1

  公开（公告）日：1995-04-04

  Modulators of neurotransmitter release including substituted guanidines, N"-aminoguanidines, and N,N'N",N"'-tetrasubstituted hydrazinedicarboximidamides, and pharmaceutical compositions thereof are disclosed. Also disclosed are methods involving the use of such neurotransmitter release modulators for the treatment or prevention of pathophysiologic conditions characterized by the release of excessive or inappropriate levels of neurotransmitters. Also disclosed are screening assays for compounds which selectively inhibit glutamate release. Also disclosed are methods of blocking voltage sensitive sodium and calcium channels in mammalian nerve cells.

  揭示了神经递质释放的调节剂，包括取代胍基、N"-氨基胍基和N、N'N"、N"'-四取代的肼二羧亚胍亚胺，以及它们的药物组合物。还揭示了涉及使用这些神经递质释放调节剂治疗或预防由释放过量或不适当水平的神经递质所特征的病理生理条件的方法。还揭示了筛选化合物的方法，这些化合物选择性地抑制谷氨酸的释放。还揭示了在哺乳动物神经细胞中阻断电压敏感的钠和钙通道的方法。
• Acenaphthyl substituted guanidines and methods of use thereof
  申请人：Cambridge NeuroScience, Inc.

  公开号：US05614630A1

  公开（公告）日：1997-03-25

  Modulators of neurotransmitter release including substituted guanidines, N"-aminoguanidines, and N,N'N",N'"-tetrasubstituted hydrazinedicarboximidamides, and pharmaceutical compositions thereof are disclosed. Also disclosed are methods involving the use of such neurotransmitter release modulators for the treatment or prevention of pathophysiologic conditions characterized by the release of excessive or inappropriate levels of neurotransmitters. Also disclosed are screening assays for compounds which selectively inhibit glutamate release. Also disclosed are methods of blocking voltage sensitive sodium and calcium channels in mammalian nerve cells.

  本文披露了神经递质释放的调节剂，包括取代胍、N"-氨基胍和N、N'N"、N'"-四取代的肼二酰胍以及其制药组合物。同时，还披露了使用这些神经递质释放调节剂治疗或预防因神经递质释放过度或不适当而引起的病理生理状况的方法。还披露了筛选选择性抑制谷氨酸释放的化合物的检测方法。还披露了阻断哺乳动物神经细胞电压敏感的钠和钙通道的方法。
• Substituted adamantyl guanidines and methods of use there of
  申请人：Cambridge NeuroScience, Inc.

  公开号：US05637623A1

  公开（公告）日：1997-06-10

  Modulators of neurotransmitter release including substituted guanidines, N"-aminoguanidines, and N,N'N",N"'-tetrasubstituted hydrazinedicarboximidamides, and pharmaceutical compositions thereof are disclosed. Also disclosed are methods involving the use of such neurotransmitter release modulators for the treatment or prevention of pathophysiologic conditions characterized by the release of excessive or inappropriate levels of neurotransmitters. Also disclosed are screening assays for compounds which selectively inhibit glutamate release. Also disclosed are methods of blocking voltage sensitive sodium and calcium channels in mammalian nerve cells.

  本文揭示了神经递质释放的调节剂，包括取代的胍基、N"-氨基胍基和N,N'N",N"'-四取代的肼二酰亚胺以及其制药组合物。还揭示了使用这种神经递质释放调节剂治疗或预防由于神经递质过度或不适当释放而导致的病理生理条件的方法。还揭示了筛选选择性抑制谷氨酸释放的化合物的筛选测定法。还揭示了阻断哺乳动物神经细胞中的电压敏感钠和钙通道的方法。
• Substituted hydrazinecarboximidamides and methods of use thereof
  申请人：Cambridge NeuroScience, Inc.

  公开号：US05652269A1

  公开（公告）日：1997-07-29

  Modulators of neurotransmitter release including substituted guanidines, N"-aminoguanidines, and N,N'N",N"'-tetrasubstituted hydrazinedicarboximidamides, and pharmaceutical compositions thereof are disclosed. Also disclosed are methods involving the use of such neurotransmitter release modulators for the treatment or prevention of pathophysiologic conditions characterized by the release of excessive or inappropriate levels of neurotransmitters. Also disclosed are screening assays for compounds which selectively inhibit glutamate release. Also disclosed are methods of blocking voltage sensitive sodium and calcium channels in mammalian nerve cells.

  本文揭示了神经递质释放的调节剂，包括取代的胍基、N"-氨基胍和N,N'N",N"'-四取代的肼二酰亚胺以及其制备的药物组合物。还揭示了使用这种神经递质释放调节剂治疗或预防由过度或不适当释放神经递质引起的病理生理状况的方法。还揭示了筛选选择性抑制谷氨酸释放的化合物的检测方法。还揭示了阻断哺乳动物神经细胞中电压敏感的钠和钙通道的方法。