(R)-(-)-1-[1]-naphthyl-2-phenylethylamine | 188927-07-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (R)-(-)-1-[1]-naphthyl-2-phenylethylamine
• 英文别名: (1R)-1-naphthalen-1-yl-2-phenylethanamine
• CAS: 188927-07-3
• 化学式: C₁₈H₁₇N
• 分子量: 247.34
• InChiKey: PXMQLPWDLKAKAK-GOSISDBHSA-N

物化性质

• 沸点：
  395.6±11.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-(-)-1-[1]-naphthyl-2-phenylethylamine 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-{2-Hydroxy-5-[(R)-1-hydroxy-2-((R)-1-naphthalen-1-yl-2-phenyl-ethylamino)-ethyl]-phenyl}-methanesulfonamide
  参考文献：
  名称：

  BMS-196085: A potent and selective full agonist of the human β3 adrenergic receptor

  摘要：

  A series of 4-hydroxy-3-methylsulfonanilido-1,2-diarylethylamines were prepared and evaluated for their human beta (3) adrenergic receptor agonist activity. SAR studies led to the identification of BMS-196085 (25), a potent beta (3) full agonist (K-i = 21 nM, 95% activation) with partial agonist (45%) activity at the beta (1) receptor. Based on its desirable in vitro and in vivo properties, BMS-196085 was chosen for clinical evaluation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00629-1
• 作为产物：
  描述：

  1-萘甲醛 在 lead(IV) acetate 、 盐酸 、 cerium(III) chloride 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 生成 (R)-(-)-1-[1]-naphthyl-2-phenylethylamine
  参考文献：
  名称：

  BMS-196085: A potent and selective full agonist of the human β3 adrenergic receptor

  摘要：

  A series of 4-hydroxy-3-methylsulfonanilido-1,2-diarylethylamines were prepared and evaluated for their human beta (3) adrenergic receptor agonist activity. SAR studies led to the identification of BMS-196085 (25), a potent beta (3) full agonist (K-i = 21 nM, 95% activation) with partial agonist (45%) activity at the beta (1) receptor. Based on its desirable in vitro and in vivo properties, BMS-196085 was chosen for clinical evaluation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00629-1

文献信息

• Stereoselective addition reactions to chiral N-benzylidene-p-toluenesulfinamides. Application to the synthesis of optically active 1,2-diphenylethylamines
  作者：Pascale Moreau、Munir Essiz、Jean-Yves Mérour、Daniel Bouzard

  DOI：10.1016/s0957-4166(96)00541-1

  日期：1997.2

  An efficient and enantiospecific synthesis of Substituted 1,2-diphenylethylamines 5 from benzaldehydes is described using a recyclable chiral auxiliary. (C) 1997 Elsevier Science Ltd.
• BMS-196085: A potent and selective full agonist of the human β3 adrenergic receptor
  作者：A.V. Gavai、P.M. Sher、A.B. Mikkilineni、K.M. Poss、P.J. McCann、R.N. Girotra、L.G. Fisher、G. Wu、M.S. Bednarz、A. Mathur、T.C. Wang、C.Q. Sun、D.A. Slusarchyk、S. Skwish、G.T. Allen、D.E. Hillyer、B.H. Frohlich、B.E. Abboa-Offei、M. Cap、T.L. Waldron、R.J. George、B. Tesfamariam、T.W. Harper、C.P. Ciosek、D.A. Young、K.E. Dickinson、A.A. Seymour、C.M. Arbeeny、W.N. Washburn

  DOI：10.1016/s0960-894x(01)00629-1

  日期：2001.12

  A series of 4-hydroxy-3-methylsulfonanilido-1,2-diarylethylamines were prepared and evaluated for their human beta (3) adrenergic receptor agonist activity. SAR studies led to the identification of BMS-196085 (25), a potent beta (3) full agonist (K-i = 21 nM, 95% activation) with partial agonist (45%) activity at the beta (1) receptor. Based on its desirable in vitro and in vivo properties, BMS-196085 was chosen for clinical evaluation. (C) 2001 Elsevier Science Ltd. All rights reserved.