5-(2,4-二氯苯基)吡唑-3-羧酸乙酯 | 944783-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(2,4-二氯苯基)吡唑-3-羧酸乙酯
• 中文别名: 5-(2,4-二氯苯基)吡唑-3-甲酸甲酯
• 英文名称: Methyl 5-(2,4-dichlorophenyl)pyrazole-3-carboxylate
• 英文别名: methyl 3-(2,4-dichlorophenyl)-1H-pyrazole-5-carboxylate
• CAS: 944783-94-2
• 化学式: C₁₁H₈Cl₂N₂O₂
• mdl: MFCD04969772
• 分子量: 271.103
• InChiKey: KHJJAYIZQBZPRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  5-(2,4-二氯苯基)吡唑-3-羧酸乙酯 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 5-(2,4-二氯苯基)-4H-吡唑-3-羧酸
  参考文献：
  名称：

  Design and synthesis of pyrazole derivatives as potent and selective inhibitors of tissue-nonspecific alkaline phosphatase (TNAP)

  摘要：

  Tissue-nonspecific alkaline phosphatase (TNAP) plays a central role in regulating extracellular matrix calcification during bone formation and growth. High-throughput screening (HTS) for small molecule TNAP inhibitors led to the identification of hits in the sub-micromolar potency range. We report the design, synthesis and in vitro evaluation of a series of pyrazole derivatives of a screening hit which are potent TNAP inhibitors exhibiting IC50 values as low as 5 nM. A representative of the series was characterized in kinetic studies and determined to have a mode of inhibition not previously observed for TNAP inhibitors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.10.107
• 作为产物：
  描述：

  4-(2,4-二氯-苯基)-2,4-二羰基-丁酸甲基酯 在 溶剂黄146 、 肼 作用下， 反应 12.0h， 生成 5-(2,4-二氯苯基)吡唑-3-羧酸乙酯
  参考文献：
  名称：

  Design and synthesis of pyrazole derivatives as potent and selective inhibitors of tissue-nonspecific alkaline phosphatase (TNAP)

  摘要：

  Tissue-nonspecific alkaline phosphatase (TNAP) plays a central role in regulating extracellular matrix calcification during bone formation and growth. High-throughput screening (HTS) for small molecule TNAP inhibitors led to the identification of hits in the sub-micromolar potency range. We report the design, synthesis and in vitro evaluation of a series of pyrazole derivatives of a screening hit which are potent TNAP inhibitors exhibiting IC50 values as low as 5 nM. A representative of the series was characterized in kinetic studies and determined to have a mode of inhibition not previously observed for TNAP inhibitors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.10.107

文献信息

• INTESTINAL ALKALINE PHOSPHATASE MODULATORS AND USES THEREOF
  申请人：Burnham Institute for Medical Research

  公开号：EP2291372A2

  公开（公告）日：2011-03-09
• [EN] INTESTINAL ALKALINE PHOSPHATASE MODULATORS AND USES THEREOF<br/>[FR] MODULATEURS DE LA PHOSPHATASE ALCALINE INTESTINALE ET LEURS UTILISATIONS
  申请人：BURNHAM INST MEDICAL RESEARCH

  公开号：WO2009143150A2

  公开（公告）日：2009-11-26

  Disclosed are modulators, i.e., activators and inhibitors, of Intestinal Alkaline Phosphatase (IAP). Also disclosed are methods for treating bacterial infections of the intestinal tract and methods for maintaining the health of the intestinal tract using IAP activators. Further disclosed are methods to assist in weight gain of emaciated patients and those having reduced or negligible fat absorption using IAP inhibitors.
• Design and synthesis of pyrazole derivatives as potent and selective inhibitors of tissue-nonspecific alkaline phosphatase (TNAP)
  作者：Shyama Sidique、Robert Ardecky、Ying Su、Sonoko Narisawa、Brock Brown、José Luis Millán、Eduard Sergienko、Nicholas D.P. Cosford

  DOI：10.1016/j.bmcl.2008.10.107

  日期：2009.1

  Tissue-nonspecific alkaline phosphatase (TNAP) plays a central role in regulating extracellular matrix calcification during bone formation and growth. High-throughput screening (HTS) for small molecule TNAP inhibitors led to the identification of hits in the sub-micromolar potency range. We report the design, synthesis and in vitro evaluation of a series of pyrazole derivatives of a screening hit which are potent TNAP inhibitors exhibiting IC50 values as low as 5 nM. A representative of the series was characterized in kinetic studies and determined to have a mode of inhibition not previously observed for TNAP inhibitors. Published by Elsevier Ltd.