4-[(1-cyclobutyl-4-piperidinyl)oxy]aniline p-toluenesulfonate | 862310-62-1

• 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: 4-[(1-cyclobutyl-4-piperidinyl)oxy]aniline p-toluenesulfonate
• 英文别名: 4-(1-cyclobutyl-4-piperidinyl)oxyaniline p-toluenesulfonate；4-[(1-cyclobutyl-4-piperidinyl)oxy]aniline monotosylate；4-(1-cyclobutylpiperidin-4-yl)oxyaniline;4-methylbenzenesulfonic acid
• CAS: 862310-62-1
• 化学式: C₇H₈O₃S*C₁₅H₂₂N₂O
• 分子量: 418.557
• InChiKey: UVVWMZQJPOGIEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[(1-cyclobutyl-4-piperidinyl)oxy]aniline p-toluenesulfonate 、 2-methyl-4H-pyrido[2,3-d][1,3]oxazin-4-one 在 溶剂黄146 作用下， 反应 30.0h， 以8%的产率得到3-(4-[(1-cyclobutyl-4-piperidinyl)oxy]phenyl)-2-methylpyrido[3,4-d]pyrimidin-4(3H)-one
  参考文献：
  名称：

  合成和评估结构受约束的喹唑啉酮衍生物作为有效和选择性的组胺H3受体反向激动剂。

  摘要：

  设计，合成并评价了一系列有效的H 3反向激动剂1的结构受约束的衍生物，并将其评估为组胺H 3受体反向激动剂。结果，如2f中的N-环丁基哌啶-4-基氧基被鉴定为1的柔性1-吡咯烷基丙氧基的最佳替代结构。随后对2f的喹唑啉酮核心的优化表明，在2f的5-位取代。喹唑啉酮环影响效能。代表性衍生物5a和5s在大鼠的组胺释放测定和小鼠的受体占用测定中显示出增强的效力。

  DOI：

  10.1021/jm800569w
• 作为产物：
  描述：

  4-(4-硝基苯氧基)-哌啶 生成 4-[(1-cyclobutyl-4-piperidinyl)oxy]aniline p-toluenesulfonate
  参考文献：
  名称：

  J. Med. Chem. 2008, 51, 6889–6901

  摘要：

  DOI：

文献信息

• Process for production of 4(3H)-quinazolinone derivative
  申请人：Kii Satoshi

  公开号：US20090306375A1

  公开（公告）日：2009-12-10

  The present invention provides a process for producing a 4(3H)-quinazolinone derivative, which is useful as a medicinal substance, with better efficiency in an industrial scale. The process comprises the steps of reacting 4-hydroxy-N-tert-butoxycarbonylpiperidine with 4-fluoro-1-nitrobenzene in the presence of sodium hydride, reacting the resulting product with cyclobutanone, reducing the resulting product to give 4-(1-cyclobutyl-4-piperidinyl)oxyaniline, and reacting this compound with 2-methyl-5-trifluoromethyl-4H-3,1-benzoxazin-4-one to give 3-4-[(1-cyclobutyl-4-piperidinyl)oxy]phenyl}-2-methyl-5-trifluoromethyl-4(3H)-quinazolinone.

  本发明提供了一种生产4(3H)-喹唑啉酮衍生物的过程，该衍生物在工业规模上具有更高的效率，可用作药用物质。该过程包括以下步骤：在氢化钠存在下，将4-羟基-N-叔丁氧羰基哌啶与4-氟-1-硝基苯反应，将所得产物与环丁酮反应，将所得产物还原以得到4-(1-环丁基-4-哌啶基)氧基苯胺，然后将该化合物与2-甲基-5-三氟甲基-4H-3,1-苯并噁唑啉-4-酮反应，得到3-4-[(1-环丁基-4-哌啶基)氧基]苯基}-2-甲基-5-三氟甲基-4(3H)-喹唑啉酮。
• Novel Piperidine Derivative
  申请人：Ishikawa Shiho

  公开号：US20090137576A1

  公开（公告）日：2009-05-28

  Disclosed is a substance having an antagonistic effect on the binding of histamine to a histamine H3 receptor or an inhibitory effect on the activity which a histamine H3 receptor constantly exhibits. A compound represented by the formula (I) or a pharmaceutically acceptable salt thereof; (I) wherein R1 represents a phenyl group which may be substituted or the like and R2 represents a cyano group which may be substituted or the like, or R1 and R2 together form an aliphatic heterocylic ring which may be substituted; R3 represents a group represented by the formula (II-1) below; and all of X1 to X4 represent a carbon atom or the like: (II-1) where R4 and R5 represent a lower alkyl group or the like; and m1 represents an integer of 2 to 4.

  本发明涉及一种物质，其对组胺与组胺H3受体的结合具有拮抗作用，或对组胺H3受体不断表现的活性具有抑制作用。化合物由式(I)或其药学上可接受的盐表示；(I)其中R1代表可能被取代或类似的苯基团，R2代表可能被取代或类似的氰基团，或R1和R2一起形成可能被取代的脂肪族杂环环；R3代表由下式(II-1)表示的基团；X1到X4都表示碳原子或类似物：(II-1)其中R4和R5代表较低的烷基团或类似物；m1表示2到4的整数。
• NOVEL PIPERIDINE DERIVATIVE
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP1892241A1

  公开（公告）日：2008-02-27

  Disclosed is a substance having an antagonistic effect on the binding of histamine to a histamine H3 receptor or an inhibitory effect on the activity which a histamine H3 receptor constantly exhibits. A compound represented by the formula (I) or a pharmaceutically acceptable salt thereof; (I) wherein R1 represents a phenyl group which may be substituted or the like and R2 represents a cyano group which may be substituted or the like, or R1 and R2 together form an aliphatic heterocylic ring which may be substituted; R3 represents a group represented by the formula (II-1) below; and all of X1 to X4 represent a carbon atom or the like: (II-1) where R4 and R5 represent a lower alkyl group or the like; and ml represents an integer of 2 to 4.

  本发明公开了一种对组胺与组胺 H3 受体的结合具有拮抗作用或对组胺 H3 受体持续表现出的活性具有抑制作用的物质。由式(I)代表的化合物或其药学上可接受的盐； (I) 其中 R1 代表可被取代的苯基或类似基团，R2 代表可被取代的氰基或类似基团，或 R1 和 R2 共同形成可被取代的脂族杂环；R3 代表下式(II-1)所代表的基团； 且所有 X1 至 X4 均代表碳原子或类似物：(II-1) 其中 R4 和 R5 代表低级烷基或类似基团；ml 代表 2 至 4 的整数。
• PROCESS FOR PRODUCTION OF 4(3H)-QUINAZOLINONE DERIVATIVE
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP1900733A1

  公开（公告）日：2008-03-19

  The present invention provides a process for producing a 4(3H)-quinazolinone derivative, which is useful as a medicinal substance, with better efficiency in an industrial scale. The process comprises the steps of reacting 4-hydroxy-N-tert-butoxycarbonylpiperidine with 4-fluoro-1-nitrobenzene in the presence of sodium hydride, reacting the resulting product with cyclobutanone, reducing the resulting product to give 4-(1-cyclobutyl-4-piperidinyl)oxyaniline, and reacting this compound with 2-methyl-5-trifluoromethyl-4H-3,1-benzoxazin-4-one to give 3-4-[1-cyclobutyl-4-piperidinyl)oxy]phenyl}-2-methyl-5-trifluoromethyl-4(3H)-quinazolinone.

  本发明提供了一种在工业规模下生产 4(3H)-喹唑啉酮衍生物的工艺，该衍生物可作为药用物质，且生产效率更高。该工艺包括以下步骤：在氢化钠存在下，4-羟基-N-叔丁氧羰基哌啶与 4-氟-1-硝基苯反应，生成物与环丁酮反应、将生成物还原，得到 4-(1-环丁基-4-哌啶基)氧基苯胺，再将该化合物与 2-甲基-5-三氟甲基-4H-3,1-苯并恶嗪-4-酮反应，得到 3-4-[1-环丁基-4-哌啶基)氧基]苯基}-2-甲基-5-三氟甲基-4(3H)-喹唑啉酮。
• EP1900733
  申请人：——

  公开号：——

  公开（公告）日：——