N-butanoyl-2-(2-methoxyphenyl)ethanamine | 150871-45-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-butanoyl-2-(2-methoxyphenyl)ethanamine
• 英文别名: N-[2-(2-methoxyphenyl)ethyl]butanamide
• CAS: 150871-45-7
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: DLTQIZUGXFQOGY-UHFFFAOYSA-N

物化性质

• 沸点：
  395.9±25.0 °C(Predicted)
• 密度：
  1.014±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丁酸酐 、 2-甲氧基苯乙胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以68%的产率得到N-butanoyl-2-(2-methoxyphenyl)ethanamine
  参考文献：
  名称：

  Garratt, Peter J.; Travard, Sylvie; Vonhoff, Stefan, Journal of Medicinal Chemistry, 1996, vol. 39, # 9, p. 1796 - 1805

  摘要：

  DOI：

文献信息

• Synthesis of a small library of phenylalkylamide derivatives as melatoninergic ligands for human mt 1 and MT 2 receptors
  作者：Cécile Pégurier、Sophie Curtet、Jean-Paul Nicolas、Jean A. Boutin、Philippe Delagrange、Pierre Renard、Michel Langlois

  DOI：10.1016/s0968-0896(99)00285-0

  日期：2000.1

  108 compounds was then synthesised from 12 arylalkyl amines and nine carboxylic acids. The compound mixtures were evaluated on chicken brain melatonin and recombinant human mt1 and MT2 receptors. Deconvolution of the most potent mixture demonstrated the superiority of 3-methoxy and 2,5-dimethoxy substitution on the phenyl ring with isopropyl, propyl and ethyl amido chains. Several compounds with nanomolar

  通过固相混合和拆分方法，通过组合化学合成了来自芳基烷基胺衍生物的有针对性的小型褪黑激素受体配体库。然后由12个芳基烷基胺和9个羧酸合成了108种化合物的库。在鸡脑褪黑激素和重组人mt1和MT2受体上评估了化合物混合物。最有效的混合物的解卷积证明了在具有异丙基，丙基和乙基酰胺基链的苯环上3-甲氧基和2,5-二甲氧基取代的优越性。获得了对人褪黑激素受体具有纳摩尔摩尔亲和力的几种化合物。
• 2-Amido-8-methoxytetralins: A series of nonindolic melatonin-like agents
  作者：Swier Copinga、Pieter G. Tepper、Cor J. Grol、Alan S. Horn、Margarita L. Dubocovich

  DOI：10.1021/jm00072a008

  日期：1993.10

  A series of unsubstituted and methoxy-substituted 2-amidotetralins (4a-q) was prepared and evaluated for their ability to compete for 2-[I-125]iodomelatonin binding to chicken retinal membranes and for their potency to inhibit the calcium-dependent release of [H-3]dopamine from rabbit retina. The lead compound, 2-acetamido-8-methoxytetralin (4j), showed a moderate affinity (K(i) = 46 nM) and potency (IC50 = 1.4 nM) at the melatonin receptor. The structural requirements necessary for optimal agonistic activity at the melatonin receptor are as follows. First, the amido group, which should have a small, nonbranched alkyl group, is essential for affinity, and second, the methoxy substituent at the 8-position of the 2-amidotetralin ring is essential for optimal agonistic activity at the melatonin receptor. We concluded that this series of unsubstituted and methoxy-substituted 2-amidotetralins constitutes a class of nonindolic melatonin-like agents that can be used as pharmacological tools to further characterize melatonin receptors and to elucidate the mode of action of melatonin.
• Garratt, Peter J.; Travard, Sylvie; Vonhoff, Stefan, Journal of Medicinal Chemistry, 1996, vol. 39, # 9, p. 1796 - 1805
  作者：Garratt, Peter J.、Travard, Sylvie、Vonhoff, Stefan、Tsotinis, Andrew、Sugden, David

  DOI：——

  日期：——