2-(6,7-dihydro-5H-benzo[a]cyclohepten-9-ylmethyl)-3,3,3-trifluoro-2-hydroxy-N-(4-methyl-1-oxo-1H-2,3-benzoxazin-6-yl)propanamide | 745784-57-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-(6,7-dihydro-5H-benzo[a]cyclohepten-9-ylmethyl)-3,3,3-trifluoro-2-hydroxy-N-(4-methyl-1-oxo-1H-2,3-benzoxazin-6-yl)propanamide
• 英文别名: 2-(8,9-dihydro-7H-benzo[7]annulen-5-ylmethyl)-3,3,3-trifluoro-2-hydroxy-N-(4-methyl-1-oxo-2,3-benzoxazin-6-yl)propanamide
• CAS: 745784-57-0
• 化学式: C₂₄H₂₁F₃N₂O₄
• 分子量: 458.437
• InChiKey: PBQWCCMXBCDXFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  88
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(6,7-dihydro-5H-benzo[a]cyclohepten-9-ylmethyl)-3,3,3-trifluoro-2-hydroxy-N-(4-methyl-1-oxo-1H-2,3-benzoxazin-6-yl)propanamide 在 对甲苯磺酰肼 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 0.33h， 以4 mg的产率得到3,3,3-trifluoro-2-hydroxy-N-(4-methyl-1-oxo-2,3-benzoxazin-6-yl)-2-(6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-ylmethyl)propanamide
  参考文献：
  名称：

  Design and Synthesis of New Nonsteroidal Glucocorticoid Modulators through Application of an “Agreement Docking” Method

  摘要：

  Structurally related glucocorticoid receptor (GR) binders were docked into the GR active site to select the binding mode closest to the true docking mode. This process, termed an "agreement docking method", led to the design of tetrahydronaphthalene 9. The method was validated by the syntheses of 9 and related analogues, which are potent binders of GR. 15a is a partial agonist while 9e and 15a are micromolar antagonists in a mouse mammary tumor virus transactivation assay.

  DOI：

  10.1021/jm050345y
• 作为产物：
  描述：

  4-methyl-1-oxo-2,3-benzoxazin-6-ylformamide 在 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 66.17h， 生成 2-(6,7-dihydro-5H-benzo[a]cyclohepten-9-ylmethyl)-3,3,3-trifluoro-2-hydroxy-N-(4-methyl-1-oxo-1H-2,3-benzoxazin-6-yl)propanamide
  参考文献：
  名称：

  Design and Synthesis of New Nonsteroidal Glucocorticoid Modulators through Application of an “Agreement Docking” Method

  摘要：

  Structurally related glucocorticoid receptor (GR) binders were docked into the GR active site to select the binding mode closest to the true docking mode. This process, termed an "agreement docking method", led to the design of tetrahydronaphthalene 9. The method was validated by the syntheses of 9 and related analogues, which are potent binders of GR. 15a is a partial agonist while 9e and 15a are micromolar antagonists in a mouse mammary tumor virus transactivation assay.

  DOI：

  10.1021/jm050345y

文献信息

• Design and Synthesis of New Nonsteroidal Glucocorticoid Modulators through Application of an “Agreement Docking” Method
  作者：Mike Barker、Margaret Clackers、Derek A. Demaine、Davina Humphreys、Michael J. Johnston、Haydn T. Jones、Francois Pacquet、John M. Pritchard、Mark Salter、Stephen E. Shanahan、Philip A. Skone、Victoria M. Vinader、Iain Uings、Iain M. McLay、Simon J. F. Macdonald

  DOI：10.1021/jm050345y

  日期：2005.7.1

  Structurally related glucocorticoid receptor (GR) binders were docked into the GR active site to select the binding mode closest to the true docking mode. This process, termed an "agreement docking method", led to the design of tetrahydronaphthalene 9. The method was validated by the syntheses of 9 and related analogues, which are potent binders of GR. 15a is a partial agonist while 9e and 15a are micromolar antagonists in a mouse mammary tumor virus transactivation assay.