1-(4-methoxyphenyl)pent-1-en-4-yn-3-yl pivalate | 1378285-79-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-(4-methoxyphenyl)pent-1-en-4-yn-3-yl pivalate
• CAS: 1378285-79-0
• 化学式: C₁₄H₁₅N₃O₂
• 分子量: 257.292
• InChiKey: KBXYRMSOEHPSBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  55.2
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)pent-1-en-4-yn-3-yl pivalate 、 2-甲基-6-肼基吡啶 以 溶剂黄146 为溶剂， 反应 5.0h， 以46%的产率得到3-methyl-6-[1-(6-methyl-2-pyridinyl)-1H-pyrazol-5-yl]-4(3H)-quinazolinone
  参考文献：
  名称：

  Discovery of a series of 2-(1H-pyrazol-1-yl)pyridines as ALK5 inhibitors with potential utility in the prevention of dermal scarring

  摘要：

  A series of 2-(1H-pyrazol-1-yl)pyridines are described as inhibitors of ALK5 (TGF beta receptor I kinase). Modeling compounds in the ALK5 kinase domain enabled some optimization of potency via substitutions on the pyrazole core. One of these compounds PF-03671148 gave a dose dependent reduction in TGF beta induced fibrotic gene expression in human fibroblasts. A similar reduction in fibrotic gene expression was observed when PF-03671148 was applied topically in a rat wound repair model. Thus these compounds have potential utility for the prevention of dermal scarring. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.013
• 作为产物：
  描述：

  3-methyl-4-oxo-3,4-dihydroquinazoline-6-carboxylic acid 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(4-methoxyphenyl)pent-1-en-4-yn-3-yl pivalate
  参考文献：
  名称：

  Discovery of a series of 2-(1H-pyrazol-1-yl)pyridines as ALK5 inhibitors with potential utility in the prevention of dermal scarring

  摘要：

  A series of 2-(1H-pyrazol-1-yl)pyridines are described as inhibitors of ALK5 (TGF beta receptor I kinase). Modeling compounds in the ALK5 kinase domain enabled some optimization of potency via substitutions on the pyrazole core. One of these compounds PF-03671148 gave a dose dependent reduction in TGF beta induced fibrotic gene expression in human fibroblasts. A similar reduction in fibrotic gene expression was observed when PF-03671148 was applied topically in a rat wound repair model. Thus these compounds have potential utility for the prevention of dermal scarring. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.013