tert-butyl 2-cyano-5-(4-methyl-2-oxo-4-thiophen-2-yl-1H-3,1-benzoxazin-6-yl)pyrrole-1-carboxylate | 863637-78-9

• 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: tert-butyl 2-cyano-5-(4-methyl-2-oxo-4-thiophen-2-yl-1H-3,1-benzoxazin-6-yl)pyrrole-1-carboxylate
• CAS: 863637-78-9
• 化学式: C₂₃H₂₁N₃O₄S
• 分子量: 435.503
• InChiKey: IBCGCXZKUWTCEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-cyano-5-(4-methyl-2-oxo-4-thiophen-2-yl-1H-3,1-benzoxazin-6-yl)pyrrole-1-carboxylate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 5-(4-Methyl-2-oxo-4-thiophen-2-yl-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-yl)-1H-pyrrole-2-carbonitrile
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship of Novel 6-Aryl-1,4- dihydrobenzo[d][1,3]oxazine-2-thiones as Progesterone Receptor Modulators Leading to the Potent and Selective Nonsteroidal Progesterone Receptor Agonist Tanaproget

  摘要：

  Tanaproget represents a potential first-in-class nonsteroidal PR agonist for contraception with improved safety and side effect profiles versus currently available steroidal oral contraceptives. Additional SAR, biological activity, and structural information from a tanaproget/hPR-LBD (hPR-LBD human progesterone receptor ligand binding domain) cocrystal structure will also be presented.

  DOI：

  10.1021/jm050358b
• 作为产物：
  描述：

  2-氨基-5-溴苯乙酮 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 生成 tert-butyl 2-cyano-5-(4-methyl-2-oxo-4-thiophen-2-yl-1H-3,1-benzoxazin-6-yl)pyrrole-1-carboxylate
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship of Novel 6-Aryl-1,4- dihydrobenzo[d][1,3]oxazine-2-thiones as Progesterone Receptor Modulators Leading to the Potent and Selective Nonsteroidal Progesterone Receptor Agonist Tanaproget

  摘要：

  Tanaproget represents a potential first-in-class nonsteroidal PR agonist for contraception with improved safety and side effect profiles versus currently available steroidal oral contraceptives. Additional SAR, biological activity, and structural information from a tanaproget/hPR-LBD (hPR-LBD human progesterone receptor ligand binding domain) cocrystal structure will also be presented.

  DOI：

  10.1021/jm050358b

文献信息

• Synthesis and Structure−Activity Relationship of Novel 6-Aryl-1,4- dihydrobenzo[<i>d</i>][1,3]oxazine-2-thiones as Progesterone Receptor Modulators Leading to the Potent and Selective Nonsteroidal Progesterone Receptor Agonist Tanaproget
  作者：Andrew Fensome、Reinhold Bender、Rajiv Chopra、Jeff Cohen、Mark A. Collins、Valerie Hudak、Karl Malakian、Susan Lockhead、Andrea Olland、Kristine Svenson、Eugene A. Terefenko、Ray J. Unwalla、James M. Wilhelm、Scott Wolfrom、Yuan Zhu、Zhiming Zhang、Puwen Zhang、Richard C. Winneker、Jay Wrobel

  DOI：10.1021/jm050358b

  日期：2005.8.1

  Tanaproget represents a potential first-in-class nonsteroidal PR agonist for contraception with improved safety and side effect profiles versus currently available steroidal oral contraceptives. Additional SAR, biological activity, and structural information from a tanaproget/hPR-LBD (hPR-LBD human progesterone receptor ligand binding domain) cocrystal structure will also be presented.