N-hydroxy-1-(2-methoxyethyl)-4-[(4-{4-[(trifluoromethyl)thio]phenoxy}phenyl)sulfonyl]piperidine-4-carboxamide hydrochloride | 226395-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-hydroxy-1-(2-methoxyethyl)-4-[(4-{4-[(trifluoromethyl)thio]phenoxy}phenyl)sulfonyl]piperidine-4-carboxamide hydrochloride
• CAS: 226395-96-6
• 化学式: C₂₂H₂₅F₃N₂O₆S₂*ClH
• 分子量: 571.038
• InChiKey: JIBYGFVJRDCUOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  36.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  105.17
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  1-(2-methoxyethyl)-N-(oxan-2-yloxy)-4-[4-[4-(trifluoromethylsulfanyl)phenoxy]phenyl]sulfonylpiperidine-4-carboxamide 在 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 3.0h， 以92.1%的产率得到N-hydroxy-1-(2-methoxyethyl)-4-[(4-{4-[(trifluoromethyl)thio]phenoxy}phenyl)sulfonyl]piperidine-4-carboxamide hydrochloride
  参考文献：
  名称：

  Orally Active MMP-1 Sparing α-Tetrahydropyranyl and α-Piperidinyl Sulfone Matrix Metalloproteinase (MMP) Inhibitors with Efficacy in Cancer, Arthritis, and Cardiovascular Disease

  摘要：

  alpha-Sulfone-alpha-piperidine and alpha-tetrahydropyranyl hydroxamates were explored that are potent inhibitors of MMP's-2, -9, and -13 that spare MMP-1, with oral efficacy in inhibiting tumor growth in mice and left-ventricular hypertrophy in rats and in the bovine cartilage degradation ex vivo explant system. alpha-Piperidine 19v (SC-78080/SD-2590) was selected for development toward the initial indication of cancer, while alpha-piperidine and alpha-tetrahydropyranyl hydroxamates 19w (SC-77964) and 9l (SC-77774), respectively, were identified as backup compounds.

  DOI：

  10.1021/jm100669j