5-(3-甲氧基苯基)-1H-吡唑-3-羧酸乙酯 | 723339-63-7

• 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-(3-甲氧基苯基)-1H-吡唑-3-羧酸乙酯
• 英文名称: ethyl 3-(3-methoxyphenyl)-1H-pyrazole-5-carboxylate
• CAS: 723339-63-7
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: VBAFPHAPTHNKIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  64.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(3-甲氧基苯基)-1H-吡唑-3-羧酸乙酯 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 5-(3-甲氧基苯基)-1h-吡唑-3-羧酸
  参考文献：
  名称：

  某些新型3-苯基-N- [3-（4-苯基哌嗪-1基）丙基] -1 H-吡唑-5-羧酰胺衍生物的合成及抗炎活性

  摘要：

  合成了一系列新的3-苯基-N- [3-（4-苯基哌嗪-1基）丙基] -1H-吡唑-5-羧酰胺衍生物，并用角叉菜胶诱导的大鼠爪水肿模型研究了它们的抗炎活性。体内。发现所有合成的化合物都是有效的抗炎药。

  DOI：

  10.1016/j.bmcl.2011.05.105
• 作为产物：
  描述：

  ethyl 4-(3-methoxyphenyl)-2,4-dioxobutanoate 在 溶剂黄146 、 肼 作用下， 反应 12.0h， 生成 5-(3-甲氧基苯基)-1H-吡唑-3-羧酸乙酯
  参考文献：
  名称：

  某些新型3-苯基-N- [3-（4-苯基哌嗪-1基）丙基] -1 H-吡唑-5-羧酰胺衍生物的合成及抗炎活性

  摘要：

  合成了一系列新的3-苯基-N- [3-（4-苯基哌嗪-1基）丙基] -1H-吡唑-5-羧酰胺衍生物，并用角叉菜胶诱导的大鼠爪水肿模型研究了它们的抗炎活性。体内。发现所有合成的化合物都是有效的抗炎药。

  DOI：

  10.1016/j.bmcl.2011.05.105

文献信息

• “On water” synthesis of N-unsubstituted pyrazoles: semicarbazide hydrochloride as an alternative to hydrazine for preparation of pyrazole-3-carboxylate derivatives and 3,5-disubstituted pyrazoles
  作者：Violeta Marković、Milan D. Joksović

  DOI：10.1039/c4gc02028f

  日期：——

  A green, simple and highly efficient method for the synthesis of pyrazole-3-carboxylates and 3,5-disubstituted pyrazoles by cyclization of 4-aryl(hetaryl, alkyl)-2,4-diketoesters and 1,3-diketones with semicarbazide hydrochloride under “on water” conditions has been developed. This method also does not require toxic hydrazine and product purification, eliminating the use of toxic liquid chemicals.

  一种绿色，简单且高效的方法，通过用氨基脲盐酸盐将4-芳基（杂芳基，烷基）-2,4-二酮酸酯和1,3-二酮环化，合成吡唑-3-羧酸酯和3,5-二取代的吡唑在“水上”条件下已经开发出来。该方法也不需要毒性肼和产物纯化，从而消除了对有毒液体化学物质的使用。
• Acyclic pyrazole compounds for the inhibition of mitogen activated protein kinase-activated protein kinase-2
  申请人：Pharmacia Corporation

  公开号：US20040152739A1

  公开（公告）日：2004-08-05

  Compounds are described which inhibit mitogen activated protein kinase-activated protein kinase-2 (MK-2). Methods of making such compounds are described, as well as a method of using them for the inhibition of MK-2, and for the prevention or treatment of a disease or disorder that is mediated by TNF&agr;, where the method involves administering to the subject an MK-2 inhibiting compound of the present invention. Pharmaceutical compositions and kits which contain the present MK-2 inhibiting compounds are also described.

  本文描述了一些抑制有丝分裂原活化蛋白激酶激活蛋白激酶-2（MK-2）的化合物。文中还描述了制备这些化合物的方法，以及使用它们抑制MK-2，预防或治疗由TNFα介导的疾病或障碍的方法，其中该方法涉及向受试者注射本发明的MK-2抑制化合物。文中还描述了包含本MK-2抑制化合物的制药组合物和试剂盒。
• PYRAZOLE COMPOUNDS AS PROTEIN KINASE INHIBITORS
  申请人：Hanau E. Cathleen

  公开号：US20080113971A1

  公开（公告）日：2008-05-15

  Compounds are described which inhibit mitogen activated protein kinase-activated protein kinase-2 (MK-2). Methods of making such compounds are described, as well as a method of using them for the inhibition of MK-2, and for the prevention or treatment of a disease or disorder that is mediated by TNFα, where the method involves administering to the subject an MK-2 inhibiting compound of the present invention. Pharmaceutical compositions and kits which contain the present MK-2 inhibiting compounds are also described.

  本发明描述了一种抑制有丝分裂原活化蛋白激酶激活蛋白激酶-2（MK-2）的化合物。本发明还描述了制备这种化合物的方法，以及一种使用它们来抑制MK-2并预防或治疗由TNFα介导的疾病或障碍的方法，其中该方法涉及向受试者注射本发明的MK-2抑制化合物。本发明还描述了含有本MK-2抑制化合物的药物组合物和试剂盒。
• Synthesis and cytotoxicity evaluation of 1-[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]-3-aryl-1H-pyrazole-5-carboxylic acid derivatives
  作者：Lingaiah Nagarapu、Hanmant K. Gaikwad、Kartheeka Sarikonda、Jhansi Mateti、Rajashaker Bantu、P.S. Raghu、Krishna Madhuri Manda、Shasi Vardhan Kalvendi

  DOI：10.1016/j.ejmech.2010.07.004

  日期：2010.11

  Several novel molecules, 1-(3'-(9H-carbazol-4-yloxy)-2'-hydroxypropyl)-3-aryl-1H-pyrazole-5-carboxylic acid derivatives 3a-g were synthesized and screened to evaluate their cytotoxicity against cancer cells in vitro. The compounds 3a-g has been prepared by the reaction of ethyl 3-aryl-1H-pyrazole-5-carboxylate with 4-oxiranylmethoxy-9H-carbazole in moderate to excellent yields. The cytotoxicity of synthesized compounds was evaluated by a SRB (sulforhodamine B) assay against cancer cell such as SK-N-SH human neuroblastoma (NB), human A549 lung carcinoma, human breast cancer MCF-7 cell lines. The results showed that seven compounds can suppress SK-N-SH tumor cancer cell growth. Among them, compound 3d was the most effective small molecule in inhibiting SK-N-SH cell growth. (C) 2010 Elsevier Masson SAS. All rights reserved.
• EP1572682A4
  申请人：——

  公开号：EP1572682A4

  公开（公告）日：2008-01-23