8-propionil-3,8-diazabiciclo<3,2,1>ottano | 57269-63-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 8-propionil-3,8-diazabiciclo<3,2,1>ottano
• 英文别名: 8-propionyl-3,8-diazabicyclo<3.2.1>octane；8-propionyl-3,8-diaza-bicyclo[3.2.1]octane；8-Propionyl-3,8-diaza-bicyclo<3.2.1>octan；8-Propionyl-3,8-diazabicyclo<3.2.1>octan；1-(3,8-Diazabicyclo[3.2.1]octan-8-yl)propan-1-one
• CAS: 57269-63-3
• 化学式: C₉H₁₆N₂O
• 分子量: 168.239
• InChiKey: HSBGTIXXXZBKLK-UHFFFAOYSA-N

物化性质

• 沸点：
  121 °C(Press: 0.014 Torr)
• 密度：
  1.066±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-propionil-3,8-diazabiciclo<3,2,1>ottano 反应 3.0h， 生成 3-propionyl-3,8-diazabicyclo<3.2.1>octane
  参考文献：
  名称：

  Synthesis and μ-opioid receptor affinity of a new series of nitro substituted 3,8-diazabicyclo[3.2.1]octane derivatives

  摘要：

  A new series of analogues (1c-j; 2c-i) of the previously reported analgesic 3,8-diazabicyclo[3.2.1]octanes (1a,b; 2a,b) was synthesized and tested for their affinity towards mu-opioid receptors. Modifications were introduced either at the cinnamyl or the acyl side chains. The majority of the new compounds, with the exception of 1c,j and 2c, showed K-i values better or comparable with those of the models. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00065-2
• 作为产物：
  描述：

  3-(苯基甲基)-3,8-二氮杂双环[3.2.1]辛烷 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 8-propionil-3,8-diazabiciclo<3,2,1>ottano
  参考文献：
  名称：

  Synthesis and μ-opioid receptor affinity of a new series of nitro substituted 3,8-diazabicyclo[3.2.1]octane derivatives

  摘要：

  A new series of analogues (1c-j; 2c-i) of the previously reported analgesic 3,8-diazabicyclo[3.2.1]octanes (1a,b; 2a,b) was synthesized and tested for their affinity towards mu-opioid receptors. Modifications were introduced either at the cinnamyl or the acyl side chains. The majority of the new compounds, with the exception of 1c,j and 2c, showed K-i values better or comparable with those of the models. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00065-2

文献信息

• Benzocondensed derivatives as rigid analogues of the μ-opioid agonist 3(8)-cinnamyl-8(3)-propionyl-3,8-diazabicyclo[3.2.1]octanes: synthesis, modeling, and affinity
  作者：G Cignarella、D Barlocco、P Vianello、S Villa、G.A Pinna、P Fadda、W Fratta、L Toma、S Gessi

  DOI：10.1016/s0014-827x(98)00084-6

  日期：1998.11

  A new series of rigid analogues (1a-g, 2a-g) of the previously reported analgesic 3-cinnamyl-8-propionyl-3,8-diazabicyclo[3.2.1]octane (I) and its reverted isomer 3-propionyl-8-cinnamyl (II) were synthesized, in which the cinnamyl substituent is incorporated in benzocondensed bicyclic systems. Binding assays for the affinity towards mu receptors indicated that, while in the reverted series 2 the beta-naphthylmethyl (2d) and the benzocycloheptenylmethyl derivative (2g) favorably compared with II, all compounds 1 displayed a mu-affinity lower than that of the parent I. Modeling studies suggest that the flexibility of the cinnamyl side chain plays an important role for activity. (C) 1998 Elsevier Science S.A. All rights reserved.
• Occelli; Fontanella; Diena, Farmaco, Edizione Scientifica, 1985, vol. 40, # 2, p. 86 - 101
  作者：Occelli、Fontanella、Diena、Schiatti

  DOI：——

  日期：——
• OCCELLI E.; FONTANELLA L.; DIENA A., FARMACO. ED. SCI., 1978, 33, NO 6, 401-420
  作者：OCCELLI E.、 FONTANELLA L.、 DIENA A.

  DOI：——

  日期：——
• Synthesis and μ-opioid receptor affinity of a new series of nitro substituted 3,8-diazabicyclo[3.2.1]octane derivatives
  作者：D. Barlocco、G. Cignarella、P. Vianello、S. Villa、G.A. Pinna、P. Fadda、W. Fratta

  DOI：10.1016/s0014-827x(98)00065-2

  日期：1998.8

  A new series of analogues (1c-j; 2c-i) of the previously reported analgesic 3,8-diazabicyclo[3.2.1]octanes (1a,b; 2a,b) was synthesized and tested for their affinity towards mu-opioid receptors. Modifications were introduced either at the cinnamyl or the acyl side chains. The majority of the new compounds, with the exception of 1c,j and 2c, showed K-i values better or comparable with those of the models. (C) 1998 Elsevier Science S.A. All rights reserved.