(9-methyl-9H-carbazol-3-yl)methanamine | 946388-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (9-methyl-9H-carbazol-3-yl)methanamine
• 英文别名: (9-Methylcarbazol-3-yl)methanamine
• CAS: 946388-50-7
• 化学式: C₁₄H₁₄N₂
• 分子量: 210.279
• InChiKey: OPEBJUAQWSGBIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  406.9±27.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  31
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (9-methyl-9H-carbazol-3-yl)methanamine 在 sodium hydroxide 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-1H-indazol-4-yl-1-[(9-methyl-9H-carbazol-3-yl)methyl]urea
  参考文献：
  名称：

  In Vitro Structure−Activity Relationship and In Vivo Characterization of 1-(Aryl)-3-(4-(amino)benzyl)urea Transient Receptor Potential Vanilloid 1 Antagonists

  摘要：

  The synthesis and structure-activity relationship of 1-(aryl)-3-(4-(amino)benzyl)urea transient receptor potential vanilloid 1 (TRPV1) antagonists are described. A variety of cyclic amine substituents are well tolerated at the 4-position of the benzyl group on compounds containing either an isoquinoline or indazole heterocyclic core. These compounds are potent antagonists of capsaicin activation of the TRPV1 receptor in vitro. Analogues, such as compound 45, have been identified that have good in vivo activity in animal models of pain. Further optimization of 45 resulted in compound 58 with substantially improved microsome stability and oral bioavailability, as well as in vivo activity.

  DOI：

  10.1021/jm070276i
• 作为产物：
  描述：

  9-甲基咔唑-3-甲腈 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以376 mg的产率得到(9-methyl-9H-carbazol-3-yl)methanamine
  参考文献：
  名称：

  In Vitro Structure−Activity Relationship and In Vivo Characterization of 1-(Aryl)-3-(4-(amino)benzyl)urea Transient Receptor Potential Vanilloid 1 Antagonists

  摘要：

  The synthesis and structure-activity relationship of 1-(aryl)-3-(4-(amino)benzyl)urea transient receptor potential vanilloid 1 (TRPV1) antagonists are described. A variety of cyclic amine substituents are well tolerated at the 4-position of the benzyl group on compounds containing either an isoquinoline or indazole heterocyclic core. These compounds are potent antagonists of capsaicin activation of the TRPV1 receptor in vitro. Analogues, such as compound 45, have been identified that have good in vivo activity in animal models of pain. Further optimization of 45 resulted in compound 58 with substantially improved microsome stability and oral bioavailability, as well as in vivo activity.

  DOI：

  10.1021/jm070276i

文献信息

• PIGMENT DISPERSIONS, BLOCK POLYMERS AND MANUFACTURING METHOD THEREFOR
  申请人：Dainichiseika Color & Chemicals Mfg. Co., Ltd.

  公开号：EP2311920A1

  公开（公告）日：2011-04-20

  Disclosed is a pigment dispersion containing at least a pigment, a liquid medium and a high-molecular dispersant. The high-molecular dispersant is a block polymer represented by A-B or A-B-C, in which A, B and C each represent a polymer block and the A and C blocks may be the same or different. The block polymer and its production process are also disclosed. The high-molecular dispersant is free of problems of a smell, coloration, a heavy metal and cost, and its use can provide a pigment dispersion excellent in the dispersion stability of a pigment.

  本发明公开了一种颜料分散体，至少含有一种颜料、一种液体介质和一种高分子分散剂。高分子分散剂是以 A-B 或 A-B-C 表示的嵌段聚合物，其中 A、B 和 C 各代表一个聚合物嵌段，A 和 C 嵌段可以相同或不同。还公开了嵌段聚合物及其生产工艺。该高分子分散剂不存在气味、着色、重金属和成本等问题，使用该分散剂可提供颜料分散稳定性极佳的颜料分散体。
• Selective Inhibitors of Monoamine Oxidase. 2. Arylamide SAR
  作者：Morton Harfenist、Charles T. Joyner、Patrick D. Mize、Helen L. White

  DOI：10.1021/jm00039a021

  日期：1994.6

  Monoamine oxidase (MAO) exists in two forms distinguishable by substrate specificity. Inhibition of MAO A is believed to be responsible for the antidepressant activity of MAO inhibitors. A group of N-arylacetamides are highly specific inhibitors of MAO A, some with IC50 values in the 10-100 nM range. The requirements for high activity and specificity include a nearly linear tricyclic aromatic portion but a larger and a smaller central ring component. The amide group, which is best acetamido, is optimally placed para to the smaller central group. The size and shape of the aromatic moiety appear to be the major influence on activity and specificity for MAO A.
• US8822591B2
  申请人：——

  公开号：US8822591B2

  公开（公告）日：2014-09-02
• In Vitro Structure−Activity Relationship and In Vivo Characterization of 1-(Aryl)-3-(4-(amino)benzyl)urea Transient Receptor Potential Vanilloid 1 Antagonists
  作者：Richard J. Perner、Stanley DiDomenico、John R. Koenig、Arthur Gomtsyan、Erol K. Bayburt、Robert G. Schmidt、Irene Drizin、Guo Zhu Zheng、Sean C. Turner、Tammie Jinkerson、Brian S. Brown、Ryan G. Keddy、Kurill Lukin、Heath A. McDonald、Prisca Honore、Joe Mikusa、Kennan C. Marsh、Jill M. Wetter、Karen St. George、Michael F. Jarvis、Connie R. Faltynek、Chih-Hung Lee

  DOI：10.1021/jm070276i

  日期：2007.7.1

  The synthesis and structure-activity relationship of 1-(aryl)-3-(4-(amino)benzyl)urea transient receptor potential vanilloid 1 (TRPV1) antagonists are described. A variety of cyclic amine substituents are well tolerated at the 4-position of the benzyl group on compounds containing either an isoquinoline or indazole heterocyclic core. These compounds are potent antagonists of capsaicin activation of the TRPV1 receptor in vitro. Analogues, such as compound 45, have been identified that have good in vivo activity in animal models of pain. Further optimization of 45 resulted in compound 58 with substantially improved microsome stability and oral bioavailability, as well as in vivo activity.