2-benzyl-3-phenyl-1-(pyridin-2-yl)propan-1-amine | 1247821-54-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-benzyl-3-phenyl-1-(pyridin-2-yl)propan-1-amine
• 英文别名: 2-benzyl-3-phenyl-1-pyridin-2-ylpropan-1-amine
• CAS: 1247821-54-0
• 化学式: C₂₁H₂₂N₂
• 分子量: 302.419
• InChiKey: UDHWJIVGDWTFTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.91
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-benzyl-3-phenyl-1-(pyridin-2-yl)propan-1-amine 在 D-酒石酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙腈 、 乙酸乙酯 为溶剂， 以2.1 g的产率得到
  参考文献：
  名称：

  吡啶甲基胺作为高度非对映和对映选择性的水性羟醛反应的有机催化剂模板†

  摘要：

  一种 吡啶 基于 1,2-二胺已确定仅包含一个立体定向中心可进行快速的羟醛反应（16-48小时）。使用2–5 mol％的（R）-或（S）-PicAm- 2， 环己酮（3.3当量）容易经历与羟醛缩合反应ö - ，米- ，和p取代的芳族醛伙伴（限定试剂），包括较差的亲电4-甲基苯甲醛（95-99％ee）。此外，迄今为止，功能化的环状酮底物已使用最低的催化剂负载量（5.0 mol％）以最高的收率和对映选择性转化为四种羟醛产物9-12。

  DOI：

  10.1039/c0ob00049c
• 作为产物：
  描述：

  2-乙酰基吡啶 在 18-冠醚-6 、 盐酸羟胺 、 ammonium acetate 、 sodium hydride 、 三乙胺 、 锌 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 96.33h， 生成 2-benzyl-3-phenyl-1-(pyridin-2-yl)propan-1-amine
  参考文献：
  名称：

  用于迈克尔和醛醇缩合反应的手性吡啶甲基胺：探查底物边界†

  摘要：

  在这里，我们报告了有关通过吡啶甲基胺有机催化剂模板（基于吡啶-伯胺基序的邻位手性二胺）增加底物宽度的研究。的加法环己酮 到 β-硝基苯乙烯 有很多催化剂溶液，但是 环戊酮异丁醛的添加仍然具有挑战性。PicAm- 3（10 mol％）允许迈克尔添加环戊酮 或者 异丁醛（5.0当量）β-硝基苯乙烯衍生物。相比之下，PicAm- 1（7.0 mol％）最适合催化Aldol反应环己酮 或者 环庚酮（3.3当量）与芳族醛。报告了18种产品，每种反应类型都报告了新产品（4b–d，9c）。通常注意到非常好的产率和立体选择性。需要酸添加剂的反应通过瞬时手性烯胺进行，并提出了双功能催化模型的机理实例。

  DOI：

  10.1039/c2ob26382c

文献信息

• <p>Enzyme Inhibitory, Antioxidant And Antibacterial Potentials Of Synthetic Symmetrical And Unsymmetrical Thioureas</p>
  作者：Sumaira Naz、Muhammad Zahoor、Muhammad Naveed Umar、Barkat Ali、Riaz Ullah、Abdelaaty A Shahat、Hafiz Majid Mahmood、Muhammad Umar Khayam Sahibzada

  DOI：10.2147/dddt.s225311

  日期：——

  Background: In this study, 2 symmetrical and 3 unsymmetrical thioureas were synthesized to evaluate their antioxidant, antibacterial, antidiabetic, and anticholinesterase potentials.Methods: The symmetrical thioureas were synthesized in aqueous media in the presence of sunlight, using amines and CS2 as starting material. The unsymmetrical thioureas were synthesized using amines as a nucleophile to attack the phenyl isothiocyanate (electrophile). The structures of synthesized compounds were confirmed through H-1 NMR. The antioxidant potential was determined using DPPH and ABTS assays. The inhibition of glucose-6-phosphatase, alpha amylase, and alpha glucosidase by synthesized compounds was used as an indication of antidiabetic potential. Anticholinesterase potential was determined from the inhibition of acetylcholinesterase and butyrylcholinesterase by the synthesized compounds.Results: The highest inhibition of glucose-6-phosphatase was shown by compound V (03.12 mg of phosphate released). Alpha amylase was most potently inhibited by compound IV with IC50 value of 62 mu g/mL while alpha glucosidase by compound III with IC50 value of 75 mu g/mL. The enzymes, acetylcholinesterase, and butyrylcholinesterase were potently inhibited by compound III with IC50 of 63 mu g/mL and 80 mu g/mL respectively. Against DPPH free radical, compound IV was more potent (IC50 = 64 mu g/mL) while ABTS was more potently scavenged by compound I with IC50 of 66 mu g/mL. The antibacterial spectrum of synthesized compounds was determined against Gram-positive bacteria (Staphylococcus aureus) and Gram-negative bacteria (Agrobacterium tumefaction and Proteus vulgaris). Compound I and compound II showed maximum activity against A. tumefaction with MIC values of 4.02 and 4.04 mu g/mL respectively. Against P. vulgaris, compound V was more active (MIC = 8.94 mu g/mL) while against S. aureus, compound IV was more potent with MIC of 4.03 mu g/mL.Conclusion: From the results, it was concluded that these compounds could be used as antibacterial, antioxidant, and antidiabetic agents. However, further in vivo studies are needed to determine the toxicological effect of these compounds in living bodies. The compounds also have potential to treat neurodegenerative diseases.