4-(Methylamino)spiro[cyclohexane-1,3'-furo[3,4-c]pyridine]-1'-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(Methylamino)spiro[cyclohexane-1,3'-furo[3,4-c]pyridine]-1'-one
• 化学式: C₁₃H₁₆N₂O₂
• 分子量: 232.282
• InChiKey: OVUQXFGYEZPVBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-苯基吡嗪-2-基)氨基甲酸苯酯 、 4-(Methylamino)spiro[cyclohexane-1,3'-furo[3,4-c]pyridine]-1'-one 生成 1-methyl-1-[1'-oxospiro[cyclohexane-1,3'(1'H)-furo[3,4-c]pyridin]-4-yl]-3-(5-phenylpyrazin-2-yl)urea
  参考文献：
  名称：

  Discovery and evaluation of spirocyclic derivatives as antagonists of the neuropeptide Y5 receptor

  摘要：

  A novel series of spirocyclic derivatives was synthesized and evaluated as NPY Y5R antagonists for the treatment of obesity. Cis and trans analogs 7a and 8a were equipotent in a Y5R binding assay (K-i's <= 1 nM) and displayed good stability in human and rat liver microsome preparations. Compound 7a failed to demonstrate weight loss activity in a diet-induced obese (DIO) rat model at unbound drug levels in the brain that exceeded the Y5R K-i value by 25-fold over a 24-h time-period. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.098
• 作为产物：
  描述：

  螺[环己烷-1,3(1H)-呋喃并[3,4-c]吡啶]-1,4-二酮 、 甲胺 在 titanium(IV) isopropylate 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以41%的产率得到4-(Methylamino)spiro[cyclohexane-1,3'-furo[3,4-c]pyridine]-1'-one
  参考文献：
  名称：

  Practical Synthesis of (1s,4s)-4-(Methylamino)-1′H-spiro[cyclohexane-1,3′-furo[3,4-c]pyridin]-1′-one

  摘要：

  A practical and scalable process for the preparation of (1s,4s)-4-(methylamino)-1'H-spiro[cyclohexane-1,3'-furo[3,4-c]pyridin]-1'-one 2a, a highly functionalized and potentially useful building block for pharmaceutical research is described. The material is prepared via an efficient two-step sequence from readily available materials and is isolated as a single diastereomer in high chemical purity.

  DOI：

  10.1021/op100138t