2-amino-3-(4-(dimethylamino)phenyl)propan-1-ol | 887405-41-6

• 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: 2-amino-3-(4-(dimethylamino)phenyl)propan-1-ol
• 英文别名: 2-Amino-3-(4-dimethylamino-phenyl)-propan-1-OL；2-amino-3-[4-(dimethylamino)phenyl]propan-1-ol
• CAS: 887405-41-6
• 化学式: C₁₁H₁₈N₂O
• mdl: MFCD03840513
• 分子量: 194.277
• InChiKey: ZTOHUVFPVDSUPB-UHFFFAOYSA-N

物化性质

• 沸点：
  360.7±27.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  49.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2-(2-呋喃基)-4-喹啉羧酸 、 2-amino-3-(4-(dimethylamino)phenyl)propan-1-ol 在 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以2.3 mg的产率得到N-(1-(4-(dimethylamino)phenyl)-3-hydroxypropan-2-yl)-2-(furan-2-yl)quinoline-4-carboxamide
  参考文献：
  名称：

  [EN] CHROMOBOX PROTEIN INHIBITORS AND USES THEREOF
  [FR] INHIBITEURS DE PROTÉINE CHROMOBOX ET LEURS UTILISATIONS

  摘要：

  本文提供了作为CBX抑制剂有用的化合物。同时描述了这些化合物的药物组成和医药用途。

  公开号：

  WO2018058029A1

文献信息

• Structure–Activity Relationship Study of Indole-2-carboxamides Identifies a Potent Allosteric Modulator for the Cannabinoid Receptor <b>1</b> (CB1)
  作者：Mariam M. Mahmoud、Hamed I. Ali、Kwang H. Ahn、Aparna Damaraju、Sushma Samala、Venkata K. Pulipati、Srikanth Kolluru、Debra A. Kendall、Dai Lu

  DOI：10.1021/jm4009828

  日期：2013.10.24

  The cannabinoid CB1 receptor is involved in complex physiological functions. The discovery of CB1 allosteric modulators generates new opportunities for drug discovery targeting the pharmacologically important CB1 receptor. 5-Chloro-3-ethyl-N-(4-(piperidin-1-yl)phenethyl)-1H-indole-2-carboxamide (ORG27569; 1) represents a new class of indole-2-carboxamides that exhibit allostery of CBI. To better understand 0 the SAR, a group of indole-2-carboxamide analogues were synthesized and assessed for allostery of the CB1 receptor. We found that within the structure of indole-2-carboxamides, the presence of the indole ring is preferred for maintaining the modulator's high binding affinity for the allosteric site but not for generating allostery on the orthosteric site. However, the C3 substituents of the indole-2-carboxamides significantly impact the allostery of the ligand. A robust CBI allosteric modulator 5-chloro-N-(4-(dimethylamino)phenethyl)-3-pentyl-1H-indole-2-carboxamide (11j) was identified. It showed an equilibrium dissociation constant (K-B) of 167.3 nM with a markedly high binding cooperativity factor (alpha = 16.55) and potent antagonism of agonist-induced GTP gamma S binding.