ethyl 5-hydroxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate | 87499-04-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 5-hydroxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate
• CAS: 87499-04-5
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: CFLCNYNIHRZAHT-UHFFFAOYSA-N

物化性质

• 熔点：
  170-171 °C(Solv: benzene (71-43-2))
• 沸点：
  428.5±30.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  64.35
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 5-hydroxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 [5-isobutoxy-1-(2-methylphenyl)-1H-pyrazol-3-yl]methanol
  参考文献：
  名称：

  EP1726580

  摘要：

  公开号：
• 作为产物：
  描述：

  邻甲基苯肼盐酸盐 、 sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate 在 溶剂黄146 作用下， 以 水 、 苯 为溶剂， 反应 3.0h， 以87.5%的产率得到ethyl 5-hydroxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Synthesis of 2-substituted 2,6-dihydro-3-hydroxy-7H-pyrazolo(4,3-d)pyrimidin-7-ones.

  摘要：

  2-取代的 2，6-二氢-3-羟基-7H-吡唑并[4，3-d]嘧啶-7-酮在 2-位上带有甲基、苯基、对甲苯基、间甲苯基或对氯苯基、通过还原 4-亚硝基-5-羟基-1H-吡唑-3-甲酸乙酯，然后用甲酰胺缩合生成的 4-氨基-5-羟基-1H-吡唑-3-甲酸乙酯，合成了 2-位上带有甲基、苯基、对甲苯基、间甲苯基或对氯苯基的 4-亚硝基-5-羟基-1H-吡唑-3-甲酸乙酯。4-亚硝基-5-羟基-1H-吡唑-3-羧酸乙酯是通过 5-羟基-1H-吡唑-3-羧酸乙酯的亚硝基化反应制备的，而 5-羟基-1H-吡唑-3-羧酸乙酯来自草酰乙酸二乙酯和单取代肼，如甲基肼、苯基肼、对甲苯肼、间甲苯肼和对氯苯肼。

  DOI：

  10.1248/cpb.31.1228

文献信息

• 5-Membered heterocyclic compound
  申请人：Nishida Haruyuki

  公开号：US20090156642A1

  公开（公告）日：2009-06-18

  The present invention provides 5-membered heterocycle compounds represented by the following general formula (I): The present compounds have a superior acid secretion inhibitory effect, and shows an antiulcer activity and the like.

  本发明提供了以下通式(I)表示的5元杂环化合物： 本化合物具有优异的抑制胃酸分泌效果，并显示出抗溃疡活性等。
• Process for Production of 5-Alkoxy-4-Hydroxymethylpyrazole Compound
  申请人：Uchida Yukio

  公开号：US20090036688A1

  公开（公告）日：2009-02-05

  The present invention relates to a process for producing a 5-alkoxy-4-hydroxymethylpyrazole compound represented by the general formula (3) which comprises reacting a pyrazole compound represented by the general formula (1) (wherein R 1 is a substituent such as alkyl group, substituted or unsubstituted group or the like, and R 2 is an electron withdrawing group) with a compound represented by the general formula (2) L-R 3 (2) (wherein L is a leaving group and R 3 is a substituent such as substituted or unsubstituted alkyl group or the like) in the presence of a base and formaldehyde.

  本发明涉及一种制备5-烷氧基-4-羟甲基吡唑化合物的方法，该化合物由通式（3）表示，其中，该方法包括在碱和甲醛的存在下，将通式（1）所表示的吡唑化合物（其中，R1是取代基，例如烷基，取代或未取代基或类似基团，而R2是电子提取基团）与通式（2）所表示的化合物L-R3（2）（其中，L是离去基团，而R3是取代或未取代的烷基或类似基团）反应。
• Aminophenylpropanoic Acid Derivative
  申请人：Yasuma Tsuneo

  公开号：US20080269220A1

  公开（公告）日：2008-10-30

  A compound represented by the formula (1): wherein each symbol is as defined in the specification, and a salt thereof and a prodrug thereof unexpectedly have superior GPR40 receptor agonist activity, superior in the properties as a pharmaceutical product such as stability and the like, and can be a safe and useful pharmaceutical agent as a drug for the prophylaxis or treatment of GPR40 receptor related pathology or diseases such as diabetes and the like.

  化合物的化学式为（1）：其中每个符号如规范所定义，其盐和前药意外地具有更优越的GPR40受体激动剂活性，在药品产品的稳定性等方面具有优越性，并且可以作为安全有效的药物用于预防或治疗GPR40受体相关的病理或疾病，例如糖尿病等。
• Process for producing 5-hydroxy-4-thiomethylpyrazole compound
  申请人：Uchida Yukio

  公开号：US20070185334A1

  公开（公告）日：2007-08-09

  A pyrazole compound represented by general formula (1) is reacted with a sulfur compound represented by general formula (2) in the presence of a base and formaldehyde, to thereby produce a 5-hydroxy-4-thiomethylpyrazole compound represented by general formula (3). The 5-hydroxy-4-thiomethylpyrazole compound may easily be produced in a good yield, by using such a process. Further, this process may easily provide the 5-hydroxy-4-thiomethylpyrazole compound under a mild condition in a single step, without using a special apparatus, an expensive catalyst, or a transition metal, etc. In addition, this process may be conducted substantially without producing a harmful waste which can be derived from a catalyst, etc., and therefore this process is friendly to the environment and industrially valuable.

  在碱和甲醛的存在下，用通式（1）表示的吡唑化合物与通式（2）表示的硫化合物反应，从而产生一个通式（3）表示的5-羟基-4-硫甲基吡唑化合物。通过使用这种方法，可以轻松地获得良好的产量的5-羟基-4-硫甲基吡唑化合物。此外，这个过程可以在温和的条件下，在单一步骤中轻松地提供5-羟基-4-硫甲基吡唑化合物，而不需要使用特殊的设备、昂贵的催化剂或过渡金属等。此外，这个过程几乎不会产生可以从催化剂等中得到的有害废物，因此这个过程对环境友好且具有工业价值。
• Aminophenylpropanoic acid derivative
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US07786165B2

  公开（公告）日：2010-08-31

  A compound represented by the formula (1): wherein each symbol is as defined in the specification, and a salt thereof and a prodrug thereof unexpectedly have superior GPR40 receptor agonist activity, superior in the properties as a pharmaceutical product such as stability and the like, and can be a safe and useful pharmaceutical agent as a drug for the prophylaxis or treatment of GPR40 receptor related pathology or diseases such as diabetes and the like.

  化合物的化学式为(1)：其中每个符号如规范中所定义，其盐和前药意外地具有优越的GPR40受体激动剂活性，具有制药产品的优越性能，例如稳定性等，并且可以作为治疗或预防GPR40受体相关病理或疾病，如糖尿病等的药物而成为安全有效的药物。