Methanesulfonic acid 3-[(R)-5-(3,4-dichloro-phenyl)-3-(3,4,5-trimethoxy-benzoyl)-oxazolidin-5-yl]-propyl ester | 191673-48-0

• 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: Methanesulfonic acid 3-[(R)-5-(3,4-dichloro-phenyl)-3-(3,4,5-trimethoxy-benzoyl)-oxazolidin-5-yl]-propyl ester
• 英文别名: 3-[(5R)-5-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)-1,3-oxazolidin-5-yl]propyl methanesulfonate
• CAS: 191673-48-0
• 化学式: C₂₃H₂₇Cl₂NO₈S
• 分子量: 548.441
• InChiKey: XYIBDZDPRLQHLJ-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-carbamoyl-4-phenylpiperidine 、 Methanesulfonic acid 3-[(R)-5-(3,4-dichloro-phenyl)-3-(3,4,5-trimethoxy-benzoyl)-oxazolidin-5-yl]-propyl ester 在 碳酸氢钠 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-{3-[(R)-5-(3,4-Dichloro-phenyl)-3-(3,4,5-trimethoxy-benzoyl)-oxazolidin-5-yl]-propyl}-4-phenyl-piperidine-4-carboxylic acid amide
  参考文献：
  名称：

  Combined NK1 and NK2 tachykinin receptor antagonists: Synthesis and structure-activity relationships of novel oxazolidine analogues

  摘要：

  We report herein the synthesis and structure-activity relationships of a series of novel oxazolidine analogues with regards to NK1 and NK2 tachykinin receptor binding affinity. Among this series of oxazolidine analogues, some compounds exhibited excellent high binding affinities for both NK1 and NK2 receptors. In addition, we describe the inhibitory effect in vivo on SP-induced airway vascular hyperpermeability and NKA-induced bronchoconstriction in guinea pigs. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00093-1
• 作为产物：
  描述：

  [(R)-5-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-5-(3,4-dichloro-phenyl)-oxazolidin-3-yl]-(3,4,5-trimethoxy-phenyl)-methanone 在 吡啶 、 4-二甲氨基吡啶 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 Methanesulfonic acid 3-[(R)-5-(3,4-dichloro-phenyl)-3-(3,4,5-trimethoxy-benzoyl)-oxazolidin-5-yl]-propyl ester
  参考文献：
  名称：

  Combined NK1 and NK2 tachykinin receptor antagonists: Synthesis and structure-activity relationships of novel oxazolidine analogues

  摘要：

  We report herein the synthesis and structure-activity relationships of a series of novel oxazolidine analogues with regards to NK1 and NK2 tachykinin receptor binding affinity. Among this series of oxazolidine analogues, some compounds exhibited excellent high binding affinities for both NK1 and NK2 receptors. In addition, we describe the inhibitory effect in vivo on SP-induced airway vascular hyperpermeability and NKA-induced bronchoconstriction in guinea pigs. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00093-1

文献信息

• Azaheterocyclic compounds having tachykinin receptor antagonist activity; Nk1 and NK2
  申请人：SANKYO COMPANY LIMITED

  公开号：EP0776893B1

  公开（公告）日：2002-02-27
• US6159967A
  申请人：——

  公开号：US6159967A

  公开（公告）日：2000-12-12
• US6448247B1
  申请人：——

  公开号：US6448247B1

  公开（公告）日：2002-09-10
• Combined NK1 and NK2 tachykinin receptor antagonists: Synthesis and structure-activity relationships of novel oxazolidine analogues
  作者：Takahide Nishi、Tetsuya Fukazawa、Koki Ishibashi、Katsuyoshi Nakajima、Yuki Sugioka、Yukiko Iio、Hitoshi Kurata、Kazuhiro Itoh、Osamu Mukaiyama、Yumiko Satoh、Takeshi Yamaguchi

  DOI：10.1016/s0960-894x(99)00093-1

  日期：1999.3

  We report herein the synthesis and structure-activity relationships of a series of novel oxazolidine analogues with regards to NK1 and NK2 tachykinin receptor binding affinity. Among this series of oxazolidine analogues, some compounds exhibited excellent high binding affinities for both NK1 and NK2 receptors. In addition, we describe the inhibitory effect in vivo on SP-induced airway vascular hyperpermeability and NKA-induced bronchoconstriction in guinea pigs. (C) 1999 Elsevier Science Ltd. All rights reserved.