3,4,5,6-tetrahydro-1'H-[2,3']bipyridyl-6'-one | 70898-21-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,4,5,6-tetrahydro-1'H-[2,3']bipyridyl-6'-one
• 英文别名: 3,4,5,6-Tetrahydro-1'H-[2,3']bipyridyl-6'-on；5-(2,3,4,5-tetrahydropyridin-6-yl)-1H-pyridin-2-one
• CAS: 70898-21-4
• 化学式: C₁₀H₁₂N₂O
• 分子量: 176.218
• InChiKey: IIDSDVKDZSZONH-UHFFFAOYSA-N

物化性质

• 沸点：
  343.3±42.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  新烟碱 在 pseudomonas-artene 作用下， 生成 3,4,5,6-tetrahydro-1'H-[2,3']bipyridyl-6'-one
  参考文献：
  名称：

  Wada, Archives of Biochemistry, 1957, vol. 72, p. 145,149, 1541

  摘要：

  DOI：

文献信息

• Structure–activity relationships of benzylidene anabaseines in nicotinic acetylcholine receptors of cockroach nerve cords
  作者：Israt Sultana、Izumi Ikeda、Yoshihisa Ozoe

  DOI：10.1016/s0968-0896(02)00139-6

  日期：2002.9

  Ten analogues of 6'-chloro-3-benzylideneanabaseine (CBA) bearing substituents Lit the ortho- and the para-positions of the phenyl group were synthesized, together with two related compounds, The affinity of the synthesized compounds for nicotinic acetylcholine receptors (nAChRs) in the nerve cord of the American cockroach (Periplancta americana L.) was examined by the radioligand binding assay using [H-3]epibatidine (EPI), a nAChR agonist. All 12 tested compounds inhibited [3H]EPI binding, showing K-i values ranging from 14.6 to 6830 nM. The potency variation of para-substituted CBA analogues was explained by the steric (DeltaB(1)) and electronic (sigma(p)) parameters of the para-substituents, or by the steric parameter and the charge of the NI nitrogen atom (qN(1)). Among the CBA analogues. only two compounds containing a dimethylamino group and a methoxy group at the paraposition showed high insecticidal activity against the German cockroach (Blattella germanica) when injected after pretreatment with metabolic inhibitors. High-affinity analogues of CBA might be suitable probes for use in classifying and characterizing insect nAChR subtypes. (C) 2002 Elsevier Science Ltd. All rights reserved.