MK-0489 | 778625-65-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: MK-0489
• 英文别名: N-[1-((3R)-1'-{[(3S,4R)-1-tert-butyl-4-(2,4-difluorophenyl)pyrrolidine-3-yl]carbonyl}-6-chloro-5-methyl-2,3-dihydrospiro[indene-1,4'-piperidine]-3-yl)-1-methylethyl]acetamide；N-[2-[(1R)-1'-[(3S,4R)-1-tert-butyl-4-(2,4-difluorophenyl)pyrrolidine-3-carbonyl]-5-chloro-6-methylspiro[1,2-dihydroindene-3,4'-piperidine]-1-yl]propan-2-yl]acetamide
• CAS: 778625-65-3
• 化学式: C₃₄H₄₄ClF₂N₃O₂
• 分子量: 600.192
• InChiKey: KMNARKQYUZICHM-ZRRKCSAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  42
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3S,4R)-1-叔丁基-4-(2,4-二氟苯基)吡咯烷-3-羧酸 、 (R)-3-(2-乙酰胺基丙-2-基)-6-氯-5-甲基-2,3-二氢螺[叔茚-1,4'-哌啶]-1'-羧酸叔丁酯 在 N-甲基吗啉 、 N-羟基-7-氮杂苯并三氮唑 、 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 MK-0489
  参考文献：
  名称：

  Discovery of a spiroindane based compound as a potent, selective, orally bioavailable melanocortin subtype-4 receptor agonist

  摘要：

  We report the design, synthesis and properties of spiroindane based compound 1, a potent, selective, orally bioavailable, non-peptide melanocortin subtype-4 receptor agonist. Compound 1 shows excellent erectogenic activity in the rodent models. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.058

文献信息

• Synthesis and crystalline forms of melanocortin-4 receptor agonist
  申请人：Chen Alex M.

  公开号：US20090131465A1

  公开（公告）日：2009-05-21

  The present invention relates to a process for producing crystalline N-[1-((3R)-1′-[(3S,4R)-1-tert-butyl-4-(2,4-difluorophenyl)pyrrolidine-3-yl]carbonyl}-6-chloro-5-methyl-2,3-dihydrospiro[indene-1,4′-piperidine]-3-yl)-1-methylethyl]acetamide, and novel salts, solvates, hydrates and polymorphs thereof.

  本发明涉及一种生产结晶N-[1-((3R)-1′-[(3S,4R)-1-叔丁基-4-(2,4-二氟苯基)吡咯烷-3-基]羰基}-6-氯-5-甲基-2,3-二氢螺[茚-1,4′-哌啶]-3-基)-1-甲基乙酰胺的方法，以及其新型盐、溶剂化物、水合物和多晶形式。
• US7329673B2
  申请人：——

  公开号：US7329673B2

  公开（公告）日：2008-02-12
• Discovery of a spiroindane based compound as a potent, selective, orally bioavailable melanocortin subtype-4 receptor agonist
  作者：Shuwen He、Zhixiong Ye、Peter H. Dobbelaar、Iyassu K. Sebhat、Liangqin Guo、Jian Liu、Tianying Jian、Yingjie Lai、Christopher L. Franklin、Raman K. Bakshi、James P. Dellureficio、Qingmei Hong、Nancy N. Tsou、Richard G. Ball、Doreen E. Cashen、William J. Martin、David H. Weinberg、Tanya MacNeil、Rui Tang、Constantin Tamvakopoulos、Qianping Peng、Randy R. Miller、Ralph A. Stearns、Howard Y. Chen、Airu S. Chen、Alison M. Strack、Tung M. Fong、D. Euan MacIntyre、Matthew J. Wyvratt、Ravi P. Nargund

  DOI：10.1016/j.bmcl.2010.02.058

  日期：2010.4

  We report the design, synthesis and properties of spiroindane based compound 1, a potent, selective, orally bioavailable, non-peptide melanocortin subtype-4 receptor agonist. Compound 1 shows excellent erectogenic activity in the rodent models. (C) 2010 Elsevier Ltd. All rights reserved.