tert-butyl N-[3-(4-oxo-1-bicyclo[3.1.0]hexanyl)phenyl]carbamate | 540787-94-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl N-[3-(4-oxo-1-bicyclo[3.1.0]hexanyl)phenyl]carbamate
• CAS: 540787-94-8
• 化学式: C₁₇H₂₁NO₃
• 分子量: 287.359
• InChiKey: CBEPVSBHXAXCMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[3-(4-oxo-1-bicyclo[3.1.0]hexanyl)phenyl]carbamate 在 titanium(IV) isopropylate 、 sodium tetrahydroborate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 1-[5-(3-aminophenyl)-2-bicyclo[3.1.0]hexanyl]-3-(3-chloro-4-fluorophenyl)-1-[3-(4-methylpiperazin-1-yl)propyl]urea
  参考文献：
  名称：

  Bicyclo[3.1.0]hexyl urea melanin concentrating hormone (MCH) receptor-1 antagonists: Impacting hERG liability via aryl modifications

  摘要：

  Herein, we report the discovery of an effective strategy to modulate liabilities related to affinity of previously disclosed bicyclohexane MCHR-1 antagonists for the hERG channel. This paper describes one of several strategies incorporated to limit hERG binding via modifications of a terminal aryl group in an otherwise promising bicyclohexyl urea series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.069
• 作为产物：
  描述：

  3-bromophenyl bicyclohexane-1-one 、 氨基甲酸叔丁酯 在 copper(l) iodide 、 potassium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 甲苯 为溶剂， 生成 tert-butyl N-[3-(4-oxo-1-bicyclo[3.1.0]hexanyl)phenyl]carbamate
  参考文献：
  名称：

  Bicyclo[3.1.0]hexyl urea melanin concentrating hormone (MCH) receptor-1 antagonists: Impacting hERG liability via aryl modifications

  摘要：

  Herein, we report the discovery of an effective strategy to modulate liabilities related to affinity of previously disclosed bicyclohexane MCHR-1 antagonists for the hERG channel. This paper describes one of several strategies incorporated to limit hERG binding via modifications of a terminal aryl group in an otherwise promising bicyclohexyl urea series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.069

文献信息

• Bicyclo[3.1.0]hexyl urea melanin concentrating hormone (MCH) receptor-1 antagonists: Impacting hERG liability via aryl modifications
  作者：Mark D. McBriar、Henry Guzik、Sherry Shapiro、Ruo Xu、Jaroslava Paruchova、John W. Clader、Kim O’Neill、Brian Hawes、Steve Sorota、Michael Margulis、Kristal Tucker、Daniel J. Weston、Kathleen Cox

  DOI：10.1016/j.bmcl.2006.05.069

  日期：2006.8

  Herein, we report the discovery of an effective strategy to modulate liabilities related to affinity of previously disclosed bicyclohexane MCHR-1 antagonists for the hERG channel. This paper describes one of several strategies incorporated to limit hERG binding via modifications of a terminal aryl group in an otherwise promising bicyclohexyl urea series. (c) 2006 Elsevier Ltd. All rights reserved.