2-(2-Nitro-benzoyl)-2-aza-bicyclo[2.2.2]octane-3-carboxylic acid ethyl ester | 521970-28-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-(2-Nitro-benzoyl)-2-aza-bicyclo[2.2.2]octane-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 2-(2-nitrobenzoyl)-2-azabicyclo[2.2.2]octane-3-carboxylate
• CAS: 521970-28-5
• 化学式: C₁₇H₂₀N₂O₅
• 分子量: 332.356
• InChiKey: ZKPKILUQWDBGAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  92.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-Nitro-benzoyl)-2-aza-bicyclo[2.2.2]octane-3-carboxylic acid ethyl ester 在 lithium aluminium tetrahydride 、 铁粉 、 氯化铵 、 溶剂黄146 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 (4-amino-2-chlorophenyl)(6,6a,7,8,9,10-hexahydro-7,10-ethanobenzo[e]pyrido[1,2-a][1,4]diazepin-5(12H)-yl)methanone
  参考文献：
  名称：

  Bridged bicyclic vasopressin receptor antagonists with V2-Selective or dual V1a/V2 activity

  摘要：

  The synthesis and biological testing of a novel series of nonpeptide vasopressin receptor antagonists, containing a bridged bicyclic nucleus, are reported. Variation of substituents (R-1-R-3) in general formula 3, and the configuration of the stereo-center, resulted in potent V-2-selective (e.g., 4) and balanced dual V-1a/V-2 (e.g., 10) compounds. Data from receptor binding, cell-based functional, and in vivo assays are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00649-2
• 作为产物：
  描述：

  2-aza-2-(1-phenylethyl)-3-ethoxycarbonyl-<2,2,2>-bicyclooct-5-ene 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 2-(2-Nitro-benzoyl)-2-aza-bicyclo[2.2.2]octane-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Bridged bicyclic vasopressin receptor antagonists with V2-Selective or dual V1a/V2 activity

  摘要：

  The synthesis and biological testing of a novel series of nonpeptide vasopressin receptor antagonists, containing a bridged bicyclic nucleus, are reported. Variation of substituents (R-1-R-3) in general formula 3, and the configuration of the stereo-center, resulted in potent V-2-selective (e.g., 4) and balanced dual V-1a/V-2 (e.g., 10) compounds. Data from receptor binding, cell-based functional, and in vivo assays are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00649-2

文献信息

• Bridged bicyclic vasopressin receptor antagonists with V2-Selective or dual V1a/V2 activity
  作者：Alexey B Dyatkin、William J Hoekstra、Dennis J Hlasta、Patricia Andrade-Gordon、Lawrence de Garavilla、Keith T Demarest、Joseph W Gunnet、William Hageman、Richard Look、Bruce E Maryanoff

  DOI：10.1016/s0960-894x(02)00649-2

  日期：2002.11

  The synthesis and biological testing of a novel series of nonpeptide vasopressin receptor antagonists, containing a bridged bicyclic nucleus, are reported. Variation of substituents (R-1-R-3) in general formula 3, and the configuration of the stereo-center, resulted in potent V-2-selective (e.g., 4) and balanced dual V-1a/V-2 (e.g., 10) compounds. Data from receptor binding, cell-based functional, and in vivo assays are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.