(2,6-dimethylphenyl)-[4-(2-methoxyethoxy)-4'-methyl[1,4']bipiperidinyl-1'-yl]methanone | 470690-03-0

• 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: (2,6-dimethylphenyl)-[4-(2-methoxyethoxy)-4'-methyl[1,4']bipiperidinyl-1'-yl]methanone
• 英文别名: (2,6-Dimethyl-phenyl)[4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-4-methyl-piperidin-1-yl]-methanone；(2,6-dimethylphenyl)-[4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-4-methylpiperidin-1-yl]methanone
• CAS: 470690-03-0
• 化学式: C₂₂H₃₂N₂O₃
• 分子量: 372.508
• InChiKey: KOGVROJCZJTRSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2,6-dimethylphenyl)-[4-(2-methoxyethoxy)-4'-methyl[1,4']bipiperidinyl-1'-yl]methanone 在 盐酸 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 1,2-二氯乙烷 为溶剂， 反应 35.0h， 生成 (2,6-dimethyl-phenyl)-[4'-methyl-4-(1-metyl-1H-indol-7-ylamino)-[1,4']bipieridinyl-1'-yl]-methanone
  参考文献：
  名称：

  Orally Bioavailable Competitive CCR5 Antagonists

  摘要：

  The chemokine receptor CCR5 plays an important role in inflammatory and autoimmune disorders as well as in transplant rejection by affecting the trafficking of effector T cells and monocytes to diseased tissues. Antagonists of CCR5 are believed to be of potential therapeutic value for the disorders mentioned above and HIV infection. Here we report on the structure-activity relationship of a new series of highly potent and selective competitive CCR5 antagonists. While all compounds tested were inactive on rodent CCR5, this series includes compounds that cross-react with the cynomolgus monkey (cyno) receptor. One of these compounds, i.e., 26n, has good PK properties in cynos, and its overall favorable profile makes it a promising candidate for in vivo profiling in transplantation and other disease models.

  DOI：

  10.1021/jm031046g
• 作为产物：
  描述：

  4-哌啶酮缩乙二醇 在 palladium dihydroxide titanium(IV) isopropylate 、 甲酸铵 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 55.25h， 生成 (2,6-dimethylphenyl)-[4-(2-methoxyethoxy)-4'-methyl[1,4']bipiperidinyl-1'-yl]methanone
  参考文献：
  名称：

  Orally Bioavailable Competitive CCR5 Antagonists

  摘要：

  The chemokine receptor CCR5 plays an important role in inflammatory and autoimmune disorders as well as in transplant rejection by affecting the trafficking of effector T cells and monocytes to diseased tissues. Antagonists of CCR5 are believed to be of potential therapeutic value for the disorders mentioned above and HIV infection. Here we report on the structure-activity relationship of a new series of highly potent and selective competitive CCR5 antagonists. While all compounds tested were inactive on rodent CCR5, this series includes compounds that cross-react with the cynomolgus monkey (cyno) receptor. One of these compounds, i.e., 26n, has good PK properties in cynos, and its overall favorable profile makes it a promising candidate for in vivo profiling in transplantation and other disease models.

  DOI：

  10.1021/jm031046g

文献信息

• [EN] BIPIPERIDINYL-DERIVATIVES AND THEIR USE AS CHEMOKINE RECEPTORS INHIBITORS<br/>[FR] DERIVES BIPIPERIDINYLE ET LEUR UTILISATION COMME INHIBITEURS DES RECEPTEURS DE CHEMOKINE
  申请人：NOVARTIS AG

  公开号：WO2002081449A1

  公开（公告）日：2002-10-17

  Piperidine derivatives of formula (I) as disclosed in the specification have interesting pharmaceutical properties e.g. as CCR5 inhibitors.

  规范中披露的式（I）的哌啶衍生物具有有趣的药理特性，例如作为CCR5抑制剂。
• Bipiperidinyl-derivatives and their use as chemokine receptors inhibitors
  申请人：——

  公开号：US20040142920A1

  公开（公告）日：2004-07-22

  Piperidine derivatives of formula (I) as disclosed in the specification have interesting pharmaceutical properties e.g. as CCR5 inhibitors.

  在说明书中公开的式(I)的吡啶衍生物具有有趣的药理特性，例如作为CCR5抑制剂。
• BIPIPERIDINYL-DERIVATIVES AND THEIR USE AS CHEMOKINE RECEPTORS INHIBITORS
  申请人：Novartis Pharma GmbH

  公开号：EP1379504A1

  公开（公告）日：2004-01-14