8-(2,6-dimethylbenzoyl)-1,4-dioxa-8-azaspiro[4.5]decane | 952744-15-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 8-(2,6-dimethylbenzoyl)-1,4-dioxa-8-azaspiro[4.5]decane
• 英文别名: (2,6-dimethylphenyl)-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)methanone
• CAS: 952744-15-9
• 化学式: C₁₆H₂₁NO₃
• 分子量: 275.348
• InChiKey: PWKHLPUNLOLNBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-(2,6-dimethylbenzoyl)-1,4-dioxa-8-azaspiro[4.5]decane 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以33%的产率得到1-(2,6-dimethylbenzoyl)piperidine-4-one
  参考文献：
  名称：

  WO2007/116313

  摘要：

  公开号：
• 作为产物：
  描述：

  2,6-二甲基苯甲酸 、 4-哌啶酮缩乙二醇 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到8-(2,6-dimethylbenzoyl)-1,4-dioxa-8-azaspiro[4.5]decane
  参考文献：
  名称：

  The design and discovery of novel amide CCR5 antagonists

  摘要：

  The synthesis of a range of novel amine-containing structures and their primary potency as inhibitors of HIV-1 fusion via blocking of the CCR5 receptor is described. The development of the medicinal chemistry strategy and SAR's which led to the identification of the piperidine amide compounds 33 and 36 as excellent leads for further evaluation is described, along with key physicochemical data which highlighted their lead potential. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.012

文献信息

• CHEMICAL COMPOUNDS
  申请人：Barber Christopher Gordon

  公开号：US20090124636A1

  公开（公告）日：2009-05-14

  The present invention provides compounds of formula (I) wherein R 1 to R 6 and m are as defined hereinabove. The compounds of the present invention are modulators, especially antagonists, of the activity of chemokine CCR5 receptors. Modulators of the CCR5 receptor may be useful in the treatment of various inflammatory diseases, autoimmune diseases, pain, and. in the treatment of infection by HIV and genetically related retroviruses.

  本发明提供公式（I）中R1至R6和m如上所定义的化合物。本发明的化合物是趋化因子CCR5受体活性的调节剂，特别是拮抗剂。CCR5受体的调节剂可能在治疗各种炎症性疾病、自身免疫性疾病、疼痛以及治疗HIV和遗传相关的逆转录病毒感染方面有用。
• WO2007/116313
  申请人：——

  公开号：——

  公开（公告）日：——
• PYRROLIDINE DERIVATIVES AS MODULATORS OF CHEMOKINE CCR5 RECEPTORS
  申请人：Pfizer Limited

  公开号：EP2059515A2

  公开（公告）日：2009-05-20
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：PFIZER LTD

  公开号：WO2007116313A2

  公开（公告）日：2007-10-18

  [EN] The present invention provides compounds of formula (I) wherein R¹ to R⁶ and m are as defined hereinabove. The compounds of the present invention are modulators, especially antagonists, of the activity of chemokine CCR5 receptors. Modulators of the CCR5 receptor may be useful in the treatment of various inflammatory diseases, autoimmune diseases, pain, and . in the treatment of infection by HIV and genetically related retroviruses.
  [FR] La présente invention concerne des composés répondant à la formule (I), R¹ à R⁶ et m étant tels que définis dans le document. Les composés de la présente invention sont des modulateurs, particulièrement des antagonistes, de l'activité des récepteurs CCR5 des chémokines. Les modulateurs des récepteurs CCR5 peuvent être utiles dans le traitement de diverses maladies inflammatoires, maladies auto-immunes, douleurs, et dans le traitement d'infections associées au VIH et à des rétrovirus génétiquement apparentés.
• The design and discovery of novel amide CCR5 antagonists
  作者：David C. Pryde、Martin Corless、David R. Fenwick、Helen J. Mason、Blanda C. Stammen、Peter T. Stephenson、David Ellis、David Bachelor、David Gordon、Christopher G. Barber、Anthony Wood、Donald S. Middleton、David C. Blakemore、Gemma C. Parsons、Rachel Eastwood、Michelle Y. Platts、Keith Statham、Kerry A. Paradowski、Catherine Burt、Wolfgang Klute

  DOI：10.1016/j.bmcl.2009.01.012

  日期：2009.2

  The synthesis of a range of novel amine-containing structures and their primary potency as inhibitors of HIV-1 fusion via blocking of the CCR5 receptor is described. The development of the medicinal chemistry strategy and SAR's which led to the identification of the piperidine amide compounds 33 and 36 as excellent leads for further evaluation is described, along with key physicochemical data which highlighted their lead potential. (C) 2009 Elsevier Ltd. All rights reserved.