N-[2-[(1S)-5-chloro-6-methylspiro[1H-2-benzofuran-3,4'-piperidine]-1-yl]propan-2-yl]acetamide | 935249-78-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: N-[2-[(1S)-5-chloro-6-methylspiro[1H-2-benzofuran-3,4'-piperidine]-1-yl]propan-2-yl]acetamide
• CAS: 935249-78-8
• 化学式: C₁₈H₂₅ClN₂O₂
• 分子量: 336.862
• InChiKey: XXCIWUIYOCRFLO-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3S,4R)-4-(2,4-difluorophenyl)-(tetrahydro-2H-pyran-4-yl)pyrrolidine-3-carboxylic acid 、 N-[2-[(1S)-5-chloro-6-methylspiro[1H-2-benzofuran-3,4'-piperidine]-1-yl]propan-2-yl]acetamide 在 N-羟基-7-氮杂苯并三氮唑 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 为溶剂， 生成 N-[2-[(1S)-5-chloro-1'-[(3S,4R)-4-(2,4-difluorophenyl)-1-(oxan-4-yl)pyrrolidine-3-carbonyl]-6-methylspiro[1H-2-benzofuran-3,4'-piperidine]-1-yl]propan-2-yl]acetamide
  参考文献：
  名称：

  Discovery of potent, selective, and orally bioavailable 3H-spiro[isobenzofuran-1,4′-piperidine] based melanocortin subtype-4 receptor agonists

  摘要：

  Design, synthesis, and SAR of a series of 3H-spiro[isobenzofuran-1,4'-piperidine] based compounds as potent, selective and orally bioavailable melanocortin subtype-4 receptor (MC4R) agonists are disclosed. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.068
• 作为产物：
  描述：

  tert-butyl (1S)-1-(2-acetamidopropan-2-yl)-5-chloro-6-methylspiro[1H-2-benzofuran-3,4'-piperidine]-1'-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 N-[2-[(1S)-5-chloro-6-methylspiro[1H-2-benzofuran-3,4'-piperidine]-1-yl]propan-2-yl]acetamide
  参考文献：
  名称：

  Discovery of potent, selective, and orally bioavailable 3H-spiro[isobenzofuran-1,4′-piperidine] based melanocortin subtype-4 receptor agonists

  摘要：

  Design, synthesis, and SAR of a series of 3H-spiro[isobenzofuran-1,4'-piperidine] based compounds as potent, selective and orally bioavailable melanocortin subtype-4 receptor (MC4R) agonists are disclosed. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.068

文献信息

• ACYLATED SPIROPIPERIDINE DERIVATIVES AS MELANOCORTIN-4 RECEPTOR MODULATORS
  申请人：Bakshi Raman K.

  公开号：US20090325990A1

  公开（公告）日：2009-12-31

  Certain novel N-acylated spiropiperidine derivatives are ligands of the human melanocortin receptor(s) and, in particular, are selective ligands of the human melanocortin-4 receptor (MC-4R). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the modulation of MC-4R, such as obesity, diabetes, nicotine addiction, alcoholism, sexual dysfunction, including erectile dysfunction and female sexual dysfunction.
• US7652024B2
  申请人：——

  公开号：US7652024B2

  公开（公告）日：2010-01-26
• Discovery of potent, selective, and orally bioavailable 3H-spiro[isobenzofuran-1,4′-piperidine] based melanocortin subtype-4 receptor agonists
  作者：Liangqin Guo、Zhixiong Ye、Jian Liu、Shuwen He、Raman K. Bakshi、Iyassu K. Sebhat、Peter H. Dobbelaar、Qingmei Hong、Tianying Jian、James P. Dellureficio、Nancy N. Tsou、Richard G. Ball、David H. Weinberg、Tanya MacNeil、Rui Tang、Constantin Tamvakopoulos、Qianping Peng、Howard Y. Chen、Airu S. Chen、William J. Martin、D. Euan MacIntyre、Alison M. Strack、Tung M. Fong、Matthew J. Wyvratt、Ravi P. Nargund

  DOI：10.1016/j.bmcl.2010.06.068

  日期：2010.8

  Design, synthesis, and SAR of a series of 3H-spiro[isobenzofuran-1,4'-piperidine] based compounds as potent, selective and orally bioavailable melanocortin subtype-4 receptor (MC4R) agonists are disclosed. (c) 2010 Elsevier Ltd. All rights reserved.