4,5-dihydro-3H-spiro[1,5-benzoxazepine-2,4'-piperidine] hydrochloride | 1298034-52-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 4,5-dihydro-3H-spiro[1,5-benzoxazepine-2,4'-piperidine] hydrochloride
• 英文别名: 4,5-Dihydro-3H-spiro[benzo[b][1,4]oxazepine-2,4'-piperidine] hydrochloride；spiro[4,5-dihydro-3H-1,5-benzoxazepine-2,4'-piperidine];hydrochloride
• CAS: 1298034-52-2
• 化学式: C₁₃H₁₈N₂O*ClH
• 分子量: 254.76
• InChiKey: IWQPGFDBDFRGKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  33.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-dihydro-3H-spiro[1,5-benzoxazepine-2,4'-piperidine] hydrochloride 在 sodium cyanoborohydride 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 、 正丁醇 为溶剂， 反应 50.0h， 生成 6-(5-cyclopropyl-4,5-dihydro-1'H,3H-spiro[1,5-benzoxazepine-2,4'-piperidin]-1'-yl)-N-(2-hydroxy-2-(pyridin-3-yl)ethyl)pyridazine-3-carboxamide
  参考文献：
  名称：

  Discovery of novel SCD1 inhibitors: 5-Alkyl-4,5-dihydro-3H-spiro[1,5-benzoxazepine-2,4′-piperidine] analogs

  摘要：

  Expansion of the 6-membered ring and subsequent fine-tuning of the newly obtained 7-membered spiropiperidine structure resulted in the discovery of a series of novel and potent SCD1 inhibitors. Preliminary SAR was explored by modifying an alkyl chain on the azepine nitrogen and resulted in the identification of a highly potent SCD1 inhibitor: 6-[5-(cyclopropylmethyl)-4,5-dihydro-1'H,3H-spiro[1,5-benzoxazepine-2,4'-piperidin]-1'-yl]-N-(2-hydroxy-2-pyridin-3-ylethyl)pyridazine-3-carboxamide (9). Compound 9 exhibited an IC50 value of 0.01 mu M against human SCD1. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.002
• 作为产物：
  描述：

  1'-benzyl-4,5-dihydro-3H-spiro[1,5-benzoxazepine-2,4'-piperidine] 在 盐酸 、 5% Pd(II)/C(eggshell) 、 氢气 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以80%的产率得到4,5-dihydro-3H-spiro[1,5-benzoxazepine-2,4'-piperidine] hydrochloride
  参考文献：
  名称：

  Discovery of novel SCD1 inhibitors: 5-Alkyl-4,5-dihydro-3H-spiro[1,5-benzoxazepine-2,4′-piperidine] analogs

  摘要：

  Expansion of the 6-membered ring and subsequent fine-tuning of the newly obtained 7-membered spiropiperidine structure resulted in the discovery of a series of novel and potent SCD1 inhibitors. Preliminary SAR was explored by modifying an alkyl chain on the azepine nitrogen and resulted in the identification of a highly potent SCD1 inhibitor: 6-[5-(cyclopropylmethyl)-4,5-dihydro-1'H,3H-spiro[1,5-benzoxazepine-2,4'-piperidin]-1'-yl]-N-(2-hydroxy-2-pyridin-3-ylethyl)pyridazine-3-carboxamide (9). Compound 9 exhibited an IC50 value of 0.01 mu M against human SCD1. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.002