(R)-5-(3-Chloro-phenyl)-3-[(R)-2-(4-hydroxy-phenyl)-1-methyl-ethyl]-oxazolidin-2-one | 176495-23-1

• 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: (R)-5-(3-Chloro-phenyl)-3-[(R)-2-(4-hydroxy-phenyl)-1-methyl-ethyl]-oxazolidin-2-one
• 英文别名: (5R)-5-(3-chlorophenyl)-3-[(2R)-1-(4-hydroxyphenyl)propan-2-yl]-1,3-oxazolidin-2-one
• CAS: 176495-23-1
• 化学式: C₁₈H₁₈ClNO₃
• 分子量: 331.799
• InChiKey: HCRIICHWWWMMFR-PXAZEXFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-5-(3-Chloro-phenyl)-3-[(R)-2-(4-hydroxy-phenyl)-1-methyl-ethyl]-oxazolidin-2-one 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (4-{(R)-2-[(R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-phenoxymethyl)-methyl-phosphinic acid
  参考文献：
  名称：

  Carboxyl-promoted enhancement of selectivity for the β3 adrenergic receptor. Negative charge of the sulfonic acid BMS-187413 introduces-β3 binding selectivity

  摘要：

  Carboxyl and other negatively charged groups were found to be most effective at producing human beta(3) adrenergic receptor binding selectivity in 1 (BRL 37344) and related compounds. The sulfonic acid analog 7 (BMS-187413) is a novel and potent beta(3) adrenergic agonist that binds selectively, and thus has an in vitro profile that compares favorably with that of BRL 37344. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00266-7
• 作为产物：
  描述：

  (R)-(-)-2-(4-甲氧基苯基)-1-甲基乙胺 在 盐酸 、 三溴化硼 、 三乙胺 、 N-三甲基硅基乙酰胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 生成 (R)-5-(3-Chloro-phenyl)-3-[(R)-2-(4-hydroxy-phenyl)-1-methyl-ethyl]-oxazolidin-2-one
  参考文献：
  名称：

  Carboxyl-promoted enhancement of selectivity for the β3 adrenergic receptor. Negative charge of the sulfonic acid BMS-187413 introduces-β3 binding selectivity

  摘要：

  Carboxyl and other negatively charged groups were found to be most effective at producing human beta(3) adrenergic receptor binding selectivity in 1 (BRL 37344) and related compounds. The sulfonic acid analog 7 (BMS-187413) is a novel and potent beta(3) adrenergic agonist that binds selectively, and thus has an in vitro profile that compares favorably with that of BRL 37344. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00266-7

文献信息

• US5491134A
  申请人：——

  公开号：US5491134A

  公开（公告）日：1996-02-13
• Carboxyl-promoted enhancement of selectivity for the β3 adrenergic receptor. Negative charge of the sulfonic acid BMS-187413 introduces-β3 binding selectivity
  作者：Philip M. Sher、Arvind Mathur、Liesl G. Fisher、Gang Wu、Stephen Skwish、Inge M. Michel、Steven M. Seiler、Kenneth E.J. Dickinson

  DOI：10.1016/s0960-894x(97)00266-7

  日期：1997.6

  Carboxyl and other negatively charged groups were found to be most effective at producing human beta(3) adrenergic receptor binding selectivity in 1 (BRL 37344) and related compounds. The sulfonic acid analog 7 (BMS-187413) is a novel and potent beta(3) adrenergic agonist that binds selectively, and thus has an in vitro profile that compares favorably with that of BRL 37344. (C) 1997 Elsevier Science Ltd.