methyl 2-((1H-indazol-5-yl)methyl)-4-oxo-4-(2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidin]-1'-yl)butanoate | 1374220-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: methyl 2-((1H-indazol-5-yl)methyl)-4-oxo-4-(2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidin]-1'-yl)butanoate
• CAS: 1374220-01-5
• 化学式: C₂₅H₂₆N₄O₅
• 分子量: 462.505
• InChiKey: POAGTZUNXNZPSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  113.62
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl 2-((1H-indazol-5-yl)methyl)-4-oxo-4-(2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidin]-1'-yl)butanoate 在 三乙胺 、 3-(二乙氧基邻酰氧基)-1,2,3-苯并三嗪-4-酮 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (+/-)-1-[1,4']bipiperidinyl-1'-yl-2-(1H-indazol-5-ylmethyl)-4-[1',2'-dihydro-2'-oxospiro-4H-3',1-benzoxazine-4,4'-piperidinyl]-butane-1,4-dione
  参考文献：
  名称：

  Calcitonin gene-related peptide (CGRP) receptor antagonists: Novel aspartates and succinates

  摘要：

  Novel aspartate and succinate CGRP full antagonists were identified through core modification of a potent lead CGRP antagonist, BMS-694153. While aspartates were much less active and had a flat SAR, some of the succinates were very potent CGRP full antagonists and matched the potency of BMS-694153. The most potency resides in the S enantiomer as demonstrated through an asymmetric synthesis. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.066
• 作为产物：
  描述：

  1H-吲唑-5-甲醛 在 palladium on activated charcoal 、 potassium tert-butylate 、 氢气 、 三乙胺 、 3-(二乙氧基邻酰氧基)-1,2,3-苯并三嗪-4-酮 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 、 叔丁醇 为溶剂， 生成 methyl 2-((1H-indazol-5-yl)methyl)-4-oxo-4-(2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidin]-1'-yl)butanoate
  参考文献：
  名称：

  Calcitonin gene-related peptide (CGRP) receptor antagonists: Novel aspartates and succinates

  摘要：

  Novel aspartate and succinate CGRP full antagonists were identified through core modification of a potent lead CGRP antagonist, BMS-694153. While aspartates were much less active and had a flat SAR, some of the succinates were very potent CGRP full antagonists and matched the potency of BMS-694153. The most potency resides in the S enantiomer as demonstrated through an asymmetric synthesis. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.066