N-(2-hydroxy-2-phenylethyl)-6-(4-(3-(trifluoromethoxy)benzoyl)piperidin-1-yl)pyridazine-3-carboxamide | 1107015-09-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(2-hydroxy-2-phenylethyl)-6-(4-(3-(trifluoromethoxy)benzoyl)piperidin-1-yl)pyridazine-3-carboxamide
• 英文别名: N-(2-hydroxy-2-phenylethyl)-6-[4-[2-(trifluoromethoxy)benzoyl]piperidin-1-yl]pyridazine-3-carboxamide
• CAS: 1107015-09-7
• 化学式: C₂₆H₂₅F₃N₄O₄
• 分子量: 514.504
• InChiKey: GTAOGLKFEWOPTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  6-chloro-N-(2-hydroxy-2-phenylethyl)pyridazine-3-carboxamide 、 Piperidin-4-yl-[2-(trifluoromethoxy)phenyl]methanone;hydrochloride 在 三乙胺 作用下， 以 正丁醇 为溶剂， 生成 N-(2-hydroxy-2-phenylethyl)-6-(4-(3-(trifluoromethoxy)benzoyl)piperidin-1-yl)pyridazine-3-carboxamide
  参考文献：
  名称：

  Novel benzoylpiperidine-based stearoyl-CoA desaturase-1 inhibitors: Identification of 6-[4-(2-methylbenzoyl)piperidin-1-yl]pyridazine-3-carboxylic acid (2-hydroxy-2-pyridin-3-ylethyl)amide and its plasma triglyceride-lowering effects in Zucker fatty rats

  摘要：

  Starting from a known piperazine-based SCD-1 inhibitor, we obtained more potent benzoylpiperidine analogs. Optimization of the structure of the benzoylpiperidine-based SCD-1 inhibitors resulted in the identification of 6-[4-(2-methylbenzoyl)piperidin-1-yl]pyridazine-3-carboxylic acid (2-hydroxy-2-pyridin-3-yl-ethyl)amide (24) which showed strong inhibitory activity against both human and murine SCD-1. In addition, this compound exhibited good oral bioavailability and demonstrated plasma triglyceride lowering effects in Zucker fatty rats in a dose-dependent manner after a 7-day oral administration (qd). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.101

文献信息

• Novel benzoylpiperidine-based stearoyl-CoA desaturase-1 inhibitors: Identification of 6-[4-(2-methylbenzoyl)piperidin-1-yl]pyridazine-3-carboxylic acid (2-hydroxy-2-pyridin-3-ylethyl)amide and its plasma triglyceride-lowering effects in Zucker fatty rats
  作者：Yoshikazu Uto、Tsuneaki Ogata、Yohei Kiyotsuka、Yuko Ueno、Yuriko Miyazawa、Hitoshi Kurata、Tsuneo Deguchi、Nobuaki Watanabe、Masahiro Konishi、Ryo Okuyama、Nobuya Kurikawa、Toshiyuki Takagi、Satoko Wakimoto、Jun Ohsumi

  DOI：10.1016/j.bmcl.2009.10.101

  日期：2010.1

  Starting from a known piperazine-based SCD-1 inhibitor, we obtained more potent benzoylpiperidine analogs. Optimization of the structure of the benzoylpiperidine-based SCD-1 inhibitors resulted in the identification of 6-[4-(2-methylbenzoyl)piperidin-1-yl]pyridazine-3-carboxylic acid (2-hydroxy-2-pyridin-3-yl-ethyl)amide (24) which showed strong inhibitory activity against both human and murine SCD-1. In addition, this compound exhibited good oral bioavailability and demonstrated plasma triglyceride lowering effects in Zucker fatty rats in a dose-dependent manner after a 7-day oral administration (qd). (C) 2009 Elsevier Ltd. All rights reserved.