N-(1,2,3,4-tetrahydro-[2]naphthyl)-butyramide | 101113-74-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: N-(1,2,3,4-tetrahydro-[2]naphthyl)-butyramide
• 英文别名: N-(1,2,3,4-Tetrahydro-[2]naphthyl)-butyramid；2-butyramido-tetralin；N-(1,2,3,4-tetrahydronaphthalen-2-yl)butanamide
• CAS: 101113-74-0
• 化学式: C₁₄H₁₉NO
• 分子量: 217.311
• InChiKey: MUHGJKOMDOLETG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(1,2,3,4-tetrahydro-[2]naphthyl)-butyramide 在 lithium aluminium tetrahydride 、 甲酸 、 乙醚 、 水 作用下， 生成 2-(N-Butyl-N-methyl)-amino-1,2,3,4-tetrahydro-naphthalene
  参考文献：
  名称：

  Cymerman Craig et al., Australian Journal of Chemistry, 1959, vol. 12, p. 447,450,451

  摘要：

  DOI：
• 作为产物：
  描述：

  丁酸酐 以0.23 g (81%)的产率得到N-(1,2,3,4-tetrahydro-[2]naphthyl)-butyramide
  参考文献：
  名称：

  Substituted 2-amidotetralins as melatonin agonists and antagonists

  摘要：

  本发明通常涉及具有褪黑激素受体活性的化合物，特别是取代的2-酰胺四氢萘衍生物；包括这些化合物的制药制剂；以及将这些化合物用作治疗和诊断试剂的方法。

  公开号：

  US05071875A1

文献信息

• 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.
• US5071875A
  申请人：——

  公开号：US5071875A

  公开（公告）日：1991-12-10
• US5151446A
  申请人：——

  公开号：US5151446A

  公开（公告）日：1992-09-29
• Substituted 2-amidotetralins as melatonin agonists and antagonists
  申请人：Northwestern University

  公开号：US05151446A1

  公开（公告）日：1992-09-29

  The present invention relates generally to compounds having melatonin receptor activities and in particular to substituted 2-amidotetralin derivatives; to pharmaceutical preparations comprising such compounds; and to methods for using these compounds as therapeutic and diagnostic reagents.

  本发明涉及一般具有褪黑激素受体活性的化合物，特别是取代的2-胺基四环烯衍生物；包括这些化合物的药物制剂；以及使用这些化合物作为治疗和诊断试剂的方法。
• Cymerman Craig et al., Australian Journal of Chemistry, 1959, vol. 12, p. 447,450,451
  作者：Cymerman Craig et al.

  DOI：——

  日期：——