托匹司他杂质2 | 445218-61-1

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 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
• 中文名称: 托匹司他杂质2
• 英文名称: N'-[imino(pyridin-4-yl)methyl]pyridine-4-carbohydrazide
• 英文别名: N-[(Z)-[amino(pyridin-4-yl)methylidene]amino]pyridine-4-carboxamide
• CAS: 445218-61-1
• 化学式: C₁₂H₁₁N₅O
• 分子量: 241.252
• InChiKey: XVYGBIMUAAGQMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  托匹司他杂质2 生成 托匹司他I杂质
  参考文献：
  名称：

  Discovery of 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole, FYX-051-a xanthine oxidoreductase inhibitor for the treatment of hyperuricemia

  摘要：

  Our previous study identified 2-[2-(2-methoxy-ethoxy)-ethoxy]-5-[5-(2-methyl-4-pyridyl)-1H-[1,2,4]-triazol-3-yl]-benzonitrile (2) as a safe and potent xanthine oxidoreductase (XOR) inhibitor for the treatment of hyperuricemia. Here, we synthesized a series of 3,5-dipyridyl-1,2,4-triazole derivatives and, in particular, examined their in vivo activity in lowering the serum uric acid levels in rats. As a result, we identified 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole (FYX-051, compound 39) to be one of the most potent XOR inhibitors; it exhibited an extremely potent in vivo activity, weak CYP3A4-inhibitory activity and a better pharmacokinetic pro. le than compound 2. Compound 39 is currently being evaluated in a phase 2 clinical trial. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.091
• 作为产物：
  描述：

  4-氰基吡啶 、 异烟肼 在 甲醇 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 托匹司他杂质2
  参考文献：
  名称：

  Discovery of 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole, FYX-051-a xanthine oxidoreductase inhibitor for the treatment of hyperuricemia

  摘要：

  Our previous study identified 2-[2-(2-methoxy-ethoxy)-ethoxy]-5-[5-(2-methyl-4-pyridyl)-1H-[1,2,4]-triazol-3-yl]-benzonitrile (2) as a safe and potent xanthine oxidoreductase (XOR) inhibitor for the treatment of hyperuricemia. Here, we synthesized a series of 3,5-dipyridyl-1,2,4-triazole derivatives and, in particular, examined their in vivo activity in lowering the serum uric acid levels in rats. As a result, we identified 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole (FYX-051, compound 39) to be one of the most potent XOR inhibitors; it exhibited an extremely potent in vivo activity, weak CYP3A4-inhibitory activity and a better pharmacokinetic pro. le than compound 2. Compound 39 is currently being evaluated in a phase 2 clinical trial. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.091

文献信息

• METHOD OF PRODUCING 4-[5-(PYRIDIN-4-YL)-1H-1,2,4-TRIAZOLE-3-YL]PYRIDIN-2-CARBONITRILE, AND INTERMEDIARY THEREOF
  申请人：Fuji Yakuhin Co., Ltd.

  公开号：EP2878595A1

  公开（公告）日：2015-06-03

  To provide an industrially useful method for producing pharmaceutically useful 4-[5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl]pyridine-2-carbonitrile, and an intermediate for producing the compound. The method for producing compound represented by formula (1) is represented by the following reaction scheme, and the intermediate is represented by the following formula (4).

  提供一种工业上有用的生产药用4-[5-(吡啶-4-基)-1H-1,2,4-三唑-3-基]吡啶-2-羧腈的方法，以及生产该化合物的中间体。生产式（1）所代表的化合物的方法如下反应方案所示，其中间体由式（4）所代表。
• METHOD FOR PRODUCING 4-[5-(PYRIDIN-4-YL)-1H-1,2,4-TRIAZOL-3-YL]PYRIDINE-2-CARBONITRILE, AND INTERMEDIATE THEREOF
  申请人：FUJIYAKUHIN CO., LTD.

  公开号：US20150166510A1

  公开（公告）日：2015-06-18

  To provide an industrially useful method for producing pharmaceutically useful 4-[5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl]pyridine-2-carbonitrile, and an intermediate for producing the compound. The method for producing compound represented by formula (1) is represented by the following reaction scheme, and the intermediate is represented by the following formula (4).

  提供一种工业上有用的制备药用4-[5-(吡啶-4-基)-1H-1,2,4-三唑-3-基]吡啶-2-羧腈的方法，并提供制备该化合物的中间体。制备式（1）所表示的化合物的方法如下反应方程式所示，中间体由式（4）所表示。
• US9428488B2
  申请人：——

  公开号：US9428488B2

  公开（公告）日：2016-08-30