chloro-acetic acid-(1,2,3,4-tetrahydro-[2]naphthylamide) | 104622-03-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: chloro-acetic acid-(1,2,3,4-tetrahydro-[2]naphthylamide)
• 英文别名: Chlor-essigsaeure-(1,2,3,4-tetrahydro-[2]naphthylamid)；2-(chloroacetamido)-tetralin；2-chloro-N-(1,2,3,4-tetrahydronaphthalen-2-yl)acetamide
• CAS: 104622-03-9
• 化学式: C₁₂H₁₄ClNO
• 分子量: 223.702
• InChiKey: BZGOUBAJQDKNIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  chloro-acetic acid-(1,2,3,4-tetrahydro-[2]naphthylamide) 在 乙醇 、 sodium iodide 作用下， 生成 iodo-acetic acid-(1,2,3,4-tetrahydro-[2]naphthylamide)
  参考文献：
  名称：

  Marini-Bettolo et al., Gazzetta Chimica Italiana, 1950, vol. 80, p. 281,292,296

  摘要：

  DOI：
• 作为产物：
  描述：

  β-四氢萘酮 在 ((R)-(1,1'-binaphthyl-2,2'-diyl)bis(diphenylphosphine))Ru(O₂CCF₃)2 氢气 、 对甲苯磺酸 作用下， 以 甲醇 、 甲苯 为溶剂， 20.0 ℃ 、10.0 MPa 条件下， 反应 68.0h， 生成 chloro-acetic acid-(1,2,3,4-tetrahydro-[2]naphthylamide)
  参考文献：
  名称：

  Optically Active Amine Derivatives: Ruthenium-Catalyzed Enantioselective Hydrogenation of Enamides

  摘要：

  烯酰胺最初是通过在酸性条件下，5-甲氧基-3-香豆酮与2-四氢萘酮与初级酰胺反应制备的。在使用铑催化剂进行这些烯酰胺的不对称氢化时观察到的对映选择性强烈依赖于起始酮和酰胺基团的性质。

  DOI：

  10.1055/s-1999-2937

文献信息

• Substituted 2-amidotetralins as melatonin agonists and antagonists
  申请人：NORTHWESTERN UNIVERSITY

  公开号：EP0420064A2

  公开（公告）日：1991-04-03

  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.

  本发明一般涉及具有褪黑激素受体活性的化合物，特别是取代的 2-脒基四氢萘衍生物；涉及包含这些化合物的药物制剂；以及涉及将这些化合物用作治疗和诊断试剂的方法。
• 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.
• Marini-Bettolo; Chiavarelli, Gazzetta Chimica Italiana, 1951, vol. 81, p. 98,102
  作者：Marini-Bettolo、Chiavarelli

  DOI：——

  日期：——
• Marini-Bettolo et al., Gazzetta Chimica Italiana, 1951, vol. 81, p. 587,588,593
  作者：Marini-Bettolo et al.

  DOI：——

  日期：——
• Cavalla; Marini-Bettolo, Gazzetta Chimica Italiana, 1954, vol. 84, p. 927,932
  作者：Cavalla、Marini-Bettolo

  DOI：——

  日期：——