2-methyl-3,3-diphenyl-2-propen-1-amine | 144477-54-3

• 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-methyl-3,3-diphenyl-2-propen-1-amine
• 英文别名: 2-methyl-3,3-diphenylprop-2-en-1-amine；2-Methyl-3.3-diphenylallylamin；1.1-Diphenyl-2-methyl-3-amino-1-propen
• CAS: 144477-54-3
• 化学式: C₁₆H₁₇N
• 分子量: 223.318
• InChiKey: WQIGTUUZYNHKAV-UHFFFAOYSA-N

物化性质

• 沸点：
  361.1±31.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.02
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2-methyl-3,3-diphenylpropanenitrile 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 2-methyl-3,3-diphenyl-2-propen-1-amine
  参考文献：
  名称：

  Synthesis and histamine H2 agonistic activity of arpromidine analogues: replacement of the pheniramine-like moiety by non-heterocyclic groups

  摘要：

  Analogues of the potent histamine H-2 agonist arpromidine, characterized by non-heterocyclic groups (phenyl, cyclo-hexyl, alkyl) instead of the pheniramine-like portion, were prepared and tested for their H-2 agonistic and H-1 antagonistic activity in the isolated guinea pig right atrium and ileum, respectively. In the diphenylpropylguanidine series an increase in H-2 agonistic potency resulted from mono- or difluorination at one or both phenyl rings in the meta and/or para position (pD2 less-than-or-equal-to 7.75 vs pD2 = 7.15 for the unsubstituted parent compound). Compounds chlorinated at both phenyl rings were considerably less potent. Highest combined H-2 agonistic/H-1 antagonistic potency was found in the 4-fluorophenyl series. The arpromidine analogue with cyclohexyl and methyl group instead of phenyl and pyridine ring proved to be 30 times more potent than histamine in the atrium. The H-1 antagonistic potency in cyclohexyl compounds was lower than in the diaryl series. Thus, aromatic rings appear not to be required for high H-2 agonistic potency but are useful for combined H-2 agonistic/H-1 antagonistic activity.

  DOI：

  10.1016/0223-5234(92)90145-q

文献信息

• An Electrochemical Cinnamyl C—H Amination Reaction Using Carbonyl Sulfamate
  作者：Shuai Liu、Jin Li、Dalin Wang、Feng Liu、Xu Liu、Yongyuan Gao、Dai Jie、Xu Cheng

  DOI：10.1002/cjoc.201900028

  日期：2019.6

  An electrochemical cinnamyl C—H amination reaction in the absence of transition metal catalyst and oxidant was reported. The choice of carbonyl sulfamate as nitrogen source is the key to achieve desired chemoselectivity. A series of terminal amine derivatives are prepared using this protocol and the sulfonyl group can be removed with basic hydrolysis. The reaction is suggested to proceed via a continuous

  报道了在不存在过渡金属催化剂和氧化剂的情况下的电化学肉桂基CH胺化反应。选择氨基磺酸羰基酯作为氮源是实现所需化学选择性的关键。使用该方案制备了一系列末端胺衍生物，并且可以通过碱性水解除去磺酰基。建议该反应通过连续的阳极氧化，去质子化，阳极氧化和分子间亲核加成途径进行，这证明了电化学肉桂酸CH胺化的第一个例子。