2-[(2R)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-6-oxopiperazin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide | 1263291-95-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-[(2R)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-6-oxopiperazin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide
• 英文别名: 2-[(2R)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-6-oxopiperazin-1-yl]-N-[(2R)-2'-oxospiro[1,3-dihydroindene-2,3'-1H-pyrrolo[2,3-b]pyridine]-5-yl]acetamide
• CAS: 1263291-95-7
• 化学式: C₃₀H₂₉F₂N₅O₃
• 分子量: 545.589
• InChiKey: ZRMVQEXEUYMWKY-XZWHSSHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[(2R)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-6-oxopiperazin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide 、 [11C]methyl triflate 以 丙酮 为溶剂， 反应 0.02h， 生成 2-[(2R)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-4-(111C)methyl-6-oxopiperazin-1-yl]-N-[(2R)-2'-oxospiro[1,3-dihydroindene-2,3'-1H-pyrrolo[2,3-b]pyridine]-5-yl]acetamide
  参考文献：
  名称：

  [¹¹C]MK-4232: The First Positron Emission Tomography Tracer for the Calcitonin Gene-Related Peptide Receptor

  摘要：

  Rational modification of the potent calcitonin gene-related peptide (CGRP) receptor antagonist MK-3207 led to a series of analogues with enhanced CNS penetrance and a convenient chemical handle for introduction of a radiolabel. A number of C-11-tracers were synthesized and evaluated in vivo, leading to the identification of [C-11](8) ([C-11]MK-4232), the first positron emission tomography tracer for the CGRP receptor.

  DOI：

  10.1021/ml400199p
• 作为产物：
  描述：

  tert-butyl [1-(3,5-difluorophenyl)-1-methyl-2-oxoethyl]carbamate 在 N-甲基吗啉 、 盐酸 、 水 、 sodium hydride 、 溶剂黄146 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 24.58h， 生成 2-[(2R)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-6-oxopiperazin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide
  参考文献：
  名称：

  [¹¹C]MK-4232: The First Positron Emission Tomography Tracer for the Calcitonin Gene-Related Peptide Receptor

  摘要：

  Rational modification of the potent calcitonin gene-related peptide (CGRP) receptor antagonist MK-3207 led to a series of analogues with enhanced CNS penetrance and a convenient chemical handle for introduction of a radiolabel. A number of C-11-tracers were synthesized and evaluated in vivo, leading to the identification of [C-11](8) ([C-11]MK-4232), the first positron emission tomography tracer for the CGRP receptor.

  DOI：

  10.1021/ml400199p

文献信息

• RADIOLABELED CGRP ANTAGONISTS
  申请人：Bell Ian M.

  公开号：US20120121508A1

  公开（公告）日：2012-05-17

  The present invention is directed to radiolabeled CGRP receptor antagonists which are useful for the quantitative imaging of CGRP receptors in mammals.

  本发明涉及用于哺乳动物中CGRP受体定量成像的放射性标记的CGRP受体拮抗剂。
• [¹¹C]MK-4232: The First Positron Emission Tomography Tracer for the Calcitonin Gene-Related Peptide Receptor
  作者：Ian M. Bell、Steven N. Gallicchio、Craig A. Stump、Joseph G. Bruno、Hong Fan、Liza T. Gantert、Eric D. Hostetler、Amanda L. Kemmerer、Melody McWherter、Eric L. Moore、Scott D. Mosser、Mona L. Purcell、Kerry Riffel、Christopher A. Salvatore、Sandra Sanabria-Bohórquez、Donnette D. Staas、Rebecca B. White、Mangay Williams、C. Blair Zartman、Jacquelynn J. Cook、Richard J. Hargreaves、Stefanie A. Kane、Samuel L. Graham、Harold G. Selnick

  DOI：10.1021/ml400199p

  日期：2013.9.12

  Rational modification of the potent calcitonin gene-related peptide (CGRP) receptor antagonist MK-3207 led to a series of analogues with enhanced CNS penetrance and a convenient chemical handle for introduction of a radiolabel. A number of C-11-tracers were synthesized and evaluated in vivo, leading to the identification of [C-11](8) ([C-11]MK-4232), the first positron emission tomography tracer for the CGRP receptor.