3,4-dihydro-6-methoxy-1-(1-propene-3-yl)-2(1H)-naphthalenone | 20915-79-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 3,4-dihydro-6-methoxy-1-(1-propene-3-yl)-2(1H)-naphthalenone
• 英文别名: 1,2,3,4-Tetrahydro-1-allyl-6-methoxy-2-naphthalene-one；1-Allyl-6-methoxy-β-tetralon；1-Allyl-6-methoxy-2-tetralone；1-Allyl-6-methoxytetralon-2；6-methoxy-1-prop-2-enyl-3,4-dihydro-1H-naphthalen-2-one
• CAS: 20915-79-1
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: BMMPUBVYPALMNJ-UHFFFAOYSA-N

物化性质

• 沸点：
  130-135 °C(Press: 0.09 Torr)
• 密度：
  1.050±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-6-methoxy-1-(1-propene-3-yl)-2(1H)-naphthalenone 在 ammonium acetate 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 3.17h， 生成 6-Methoxy-1-prop-2-enyl-1,2,3,4-tetrahydronaphthalen-2-amine
  参考文献：
  名称：

  N-SUBSTITUTED AMINOTETRALINS AS LIGANDS FOR THE NEUROPEPTIDE Y Y5 RECEPTOR USEFUL IN THE TREATMENT OF OBESITY AND OTHER DISORDERS

  摘要：

  公开号：

  EP1076644B1
• 作为产物：
  描述：

  6-甲氧基-3,4-二氢-1H-2-萘酮 在 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙腈 、 苯 为溶剂， 反应 103.0h， 生成 3,4-dihydro-6-methoxy-1-(1-propene-3-yl)-2(1H)-naphthalenone
  参考文献：
  名称：

  α-Substituted N-(Sulfonamido)alkyl-β-aminotetralins:  Potent and Selective Neuropeptide Y Y5 Receptor Antagonists

  摘要：

  DOI：

  10.1021/jm990468g

文献信息

• N-substituted aminotetralins as ligands for the neuropeptide Y Y5
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：US06140354A1

  公开（公告）日：2000-10-31

  .beta.-Aminotetralin derivatives of the formula: ##STR1## which are ligands for the neuropeptide Y Y5 (NPY5) receptor, methods of preparation and pharmaceutical compositions containing a .beta.-aminotetralin derivative as the active ingredient are described. The .beta.-aminotetralins are useful in the treatment of disorders and diseases associated with NPY receptor subtype Y5.

  该公式的.beta.-氨基四氢萘衍生物：##STR1##，它们是神经肽Y Y5（NPY5）受体的配体，描述了制备方法和含有.beta.-氨基四氢萘衍生物作为活性成分的药物组合物。这些.beta.-氨基四氢萘在治疗与NPY受体亚型Y5相关的疾病和疾病中很有用。
• α-Substituted <i>N</i>-(Sulfonamido)alkyl-β-aminotetralins:  Potent and Selective Neuropeptide Y Y5 Receptor Antagonists
  作者：Mark A. Youngman、James J. McNally、Timothy W. Lovenberg、Allen B. Reitz、Nicole M. Willard、Diane H. Nepomuceno、Sandy J. Wilson、Jeffrey J. Crooke、Daniel Rosenthal、Anil H. Vaidya、Scott L. Dax

  DOI：10.1021/jm990468g

  日期：2000.2.1
• Octahydrophenanthrene-2,7-diol Analogues as Dissociated Glucocorticoid Receptor Agonists: Discovery and Lead Exploration
  作者：Ralph P. Robinson、Leonard Buckbinder、Amber I. Haugeto、Patricia A. McNiff、Michele L. Millham、Matthew R. Reese、Jean F. Schaefer、Yuriy A. Abramov、Jon Bordner、Yves A. Chantigny、Edward F. Kleinman、Ellen R. Laird、Bradley P. Morgan、John C. Murray、Eben D. Salter、Matthew D. Wessel、Sue A. Yocum

  DOI：10.1021/jm801512v

  日期：2009.3.26

  As exemplified by the lead compound 2, octahydrophenanthrene-2,7-diol analogues exhibit the profile of a pathway-selective or "dissociated" agonist of the glucocorticoid receptor (GR), retaining the potent activity that glucocorticoids have for transrepression (as measured by inhibition of IL-1 induced MMP-13 expression) but showing an attenuated capacity for transactivation (as measured in an MMTV luciferase reporter assay). With the guidance of a homology model of the GR ligand binding domain, structural modifications to 2 were carried out that were successful in replacing the allyl and propynyl side chains with groups likely to be more chemically stable and less likely to produce toxic metabolites. Key to success was the introduction of an additional hydroxyl group onto the tricyclic carbon framework of the series.
• US6140354A
  申请人：——

  公开号：US6140354A

  公开（公告）日：2000-10-31
• The Synthesis of Novel<i>cis</i>-α-Substituted-β-aminotetralins
  作者：Mark A. Youngman、Nicole M. Willard、Scott L. Dax、James J. McNally

  DOI：10.1081/scc-120021500

  日期：2003.1.7

  Teteralones were converted, in 1 to 3 steps, to alpha-substituted tetralones. Subsequent reductive amination with ammonium acetate/sodium cyanoborohydride gave the corresponding alpha-substituted-beta-aminotetralins, on a multigram scale, with minimal chromatography for the entire transformation.