4-((3-氧代-3,4-二氢-2H-苯并[b][1,4]噁嗪-6-基)甲基)哌啶-1-羧酸叔丁酯 | 420786-32-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 中文名称: 4-((3-氧代-3,4-二氢-2H-苯并[b][1,4]噁嗪-6-基)甲基)哌啶-1-羧酸叔丁酯
• 英文名称: 4-(3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethyl)-piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: 1-Boc-4-((3-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperidine；tert-butyl 4-[(3-oxo-4H-1,4-benzoxazin-6-yl)methyl]piperidine-1-carboxylate
• CAS: 420786-32-9
• 化学式: C₁₉H₂₆N₂O₄
• 分子量: 346.426
• InChiKey: RSNBTGZBKRCCGD-UHFFFAOYSA-N

物化性质

• 沸点：
  510.3±50.0 °C(Predicted)
• 密度：
  1.180±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  4-((3-氧代-3,4-二氢-2H-苯并[b][1,4]噁嗪-6-基)甲基)哌啶-1-羧酸叔丁酯 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 乙醚 、 异丙醇 为溶剂， 反应 66.0h， 生成 SB 649915
  参考文献：
  名称：

  3,4-Dihydro-2H-benzoxazinones are 5-HT1A receptor antagonists with potent 5-HT reuptake inhibitory activity

  摘要：

  Starting from a high throughput screening hit, a series of 3,4-dihydro-2H-benzoxazinones has been identified with both high affinity for the 5-HT1A receptor and potent 5-HT reuptake inhibitory activity. The 5-(2-methyl)quinolinyloxy derivative combined high 5-HT1A/1B/1D receptor affinities with low intrinsic activity and potent inhibition of the 5-HT reuptake site (pK(i) 8.2). This compound also had good oral bioavailability and brain penetration in the rat. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.030
• 作为产物：
  描述：

  4-(4-Hydroxy-3-nitro-benzyl)-piperidine-1-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 50.0 ℃ 、300.0 kPa 条件下， 反应 36.0h， 生成 4-((3-氧代-3,4-二氢-2H-苯并[b][1,4]噁嗪-6-基)甲基)哌啶-1-羧酸叔丁酯
  参考文献：
  名称：

  3,4-Dihydro-2H-benzoxazinones are 5-HT1A receptor antagonists with potent 5-HT reuptake inhibitory activity

  摘要：

  Starting from a high throughput screening hit, a series of 3,4-dihydro-2H-benzoxazinones has been identified with both high affinity for the 5-HT1A receptor and potent 5-HT reuptake inhibitory activity. The 5-(2-methyl)quinolinyloxy derivative combined high 5-HT1A/1B/1D receptor affinities with low intrinsic activity and potent inhibition of the 5-HT reuptake site (pK(i) 8.2). This compound also had good oral bioavailability and brain penetration in the rat. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.030

文献信息

• 3,4-Dihydro-2H-benzoxazinones are 5-HT1A receptor antagonists with potent 5-HT reuptake inhibitory activity
  作者：Peter J. Atkinson、Steven M. Bromidge、Mark S. Duxon、Laramie M. Gaster、Michael S. Hadley、Beverley Hammond、Christopher N. Johnson、Derek N. Middlemiss、Stephanie E. North、Gary W. Price、Harshad K. Rami、Graham J. Riley、Claire M. Scott、Tracey E. Shaw、Kathryn R. Starr、Geoffrey Stemp、Kevin M. Thewlis、David R. Thomas、Mervyn Thompson、Antonio K.K. Vong、Jeannette M. Watson

  DOI：10.1016/j.bmcl.2004.11.030

  日期：2005.2

  Starting from a high throughput screening hit, a series of 3,4-dihydro-2H-benzoxazinones has been identified with both high affinity for the 5-HT1A receptor and potent 5-HT reuptake inhibitory activity. The 5-(2-methyl)quinolinyloxy derivative combined high 5-HT1A/1B/1D receptor affinities with low intrinsic activity and potent inhibition of the 5-HT reuptake site (pK(i) 8.2). This compound also had good oral bioavailability and brain penetration in the rat. (C) 2004 Elsevier Ltd. All rights reserved.