1'-methylspiro[3H-isochromene-4,4'-piperidine]-1-one | 77607-29-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1'-methylspiro[3H-isochromene-4,4'-piperidine]-1-one
• CAS: 77607-29-5
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: OVSDYUKMEQHMBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1'-methyl-spiro[isochroman-4,4'-piperidine]; hydrochloride 在 chromium(VI) oxide 作用下， 以 水 、 溶剂黄146 为溶剂， 以45%的产率得到1'-methylspiro[3H-isochromene-4,4'-piperidine]-1-one
  参考文献：
  名称：

  螺[异香豆素-哌啶]及相关化合物的合成及生物活性。一世。

  摘要：

  1'-烷基螺[异香豆素-3, 4'-哌啶]-1-酮（2）和1'-烷基螺[异香豆素-4, 4'-哌啶]（4和5）已经被合成并检查其镇痛活性。发现其中几种4-螺化合物（3、4和5）的镇痛活性与氨基吡嗪相当，而3-螺化合物（2）则无活性。进一步的药理研究表明，这些化合物中的几种抑制了由化合物48/80诱导的孤立大鼠腹膜肥大细胞释放组胺。

  DOI：

  10.1248/cpb.29.402

文献信息

• Synthesis and structure-activity relationship of spiro[isochromanpiperidine] analogs for inhibition of histamine release. 1
  作者：Masatoshi Yamato、Kuniko Hashigaki、Masao Ikeda、Hidetoshi Ohtake、Kenji Tasaka

  DOI：10.1021/jm00134a013

  日期：1981.2

  ,4'-piperidines] were prepared and examined for their biological activity. Several of the compounds inhibited the compound 48/80 induced histamine release from isolated rat peritoneal mast cells. The structural requirements for this activity in the present series are discussed.

  制备了两种类型的1'-烷基螺基[isochroman-3,4-哌啶]和1'-烷基螺基[isochroman-4,4'-哌啶]并检查了它们的生物学活性。几种化合物抑制了化合物48/80诱导的组胺从分离的大鼠腹膜肥大细胞中释放。讨论了本系列中此活动的结构要求。
• CARBAMOYL-SUBSTITUTED SPIRO DERIVATIVE
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP1795527A1

  公开（公告）日：2007-06-13

  A compound represented by, e.g. the formula (I): [wherein X, Y, Z, and W each independently represent optionally substituted methine; A, B, and D each independently represent -C(O)-, etc.; Q represents a methine or a nitrogen; and R represents the formula (II-1), optionally substituted with lower alkyl, etc.; (wherein R6 represents a lower alkyl, etc; and R7 and R8 each independently represents a lower alkyl, etc.)] or a pharmaceutically acceptable salt of the compound. The compounds and salt have antagonistic activity against a histamine H3 receptor or inverse agonistic activity against a histamine H3 receptor. They are useful in the prevention or treatment of metabolic diseases, circulatory diseases, or neurotic diseases.

  如式(I)所代表的化合物： [其中 X、Y、Z 和 W 各自独立地代表任选取代的甲烷；A、B 和 D 各自独立地代表-C(O)-等；Q 代表甲烷或氮；R 代表式（II-1），任选被低级烷基等取代； (其中 R6 代表低级烷基等；R7 和 R8 各自独立地代表低级烷基等）]或该化合物的药学上可接受的盐。这些化合物和盐对组胺 H3 受体具有拮抗活性，或对组胺 H3 受体具有反向激动活性。它们可用于预防或治疗代谢性疾病、循环系统疾病或神经性疾病。
• Synthesis and biological activity of spiro(isocoumarin-piperidines) and reltaed compounds. I.
  作者：MASATOSHI YAMATO、KUNIKO HASHIGAKI、MASAO IKEDA、HIDETOSHI OHTAKE、KENJI TASAKA

  DOI：10.1248/cpb.29.402

  日期：——

  1'-Alkylspiro [isochroman-3, 4'-piperidin]-1-ones (2) and 1'-alkylspiro [isochroman-4, 4'-piperidines] (4 and 5) were prepared and examined for analgesic activity. Several of the 4-spiro compounds (3, 4, and 5) were found to have analgesic activity as potent as that of aminopyrine, while the 3-spiro compounds (2) were inactive. Further pharmacological studies revealed that several of these compounds inhibited the histamine release induced by compound 48/80 from isolated rat peritoneal mast cells.

  1'-烷基螺[异香豆素-3, 4'-哌啶]-1-酮（2）和1'-烷基螺[异香豆素-4, 4'-哌啶]（4和5）已经被合成并检查其镇痛活性。发现其中几种4-螺化合物（3、4和5）的镇痛活性与氨基吡嗪相当，而3-螺化合物（2）则无活性。进一步的药理研究表明，这些化合物中的几种抑制了由化合物48/80诱导的孤立大鼠腹膜肥大细胞释放组胺。