5-(3-benzyloxy-phenyl)-1H-pyrazole-3-carboxylic acid | 1038914-20-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(3-benzyloxy-phenyl)-1H-pyrazole-3-carboxylic acid
• 英文别名: 5-(3-benzyloxyphenyl)-1H-pyrazole-3-carboxylic acid；3-(3-phenylmethoxyphenyl)-1H-pyrazole-5-carboxylic acid
• CAS: 1038914-20-3
• 化学式: C₁₇H₁₄N₂O₃
• 分子量: 294.31
• InChiKey: VRGJLAQKUUOLIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  75.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 5-[3-(benzyloxy)phenyl]-1H-pyrazole-3-carboxylate 在 sodium hydroxide 、 盐酸羟胺 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 生成 5-(3-benzyloxy-phenyl)-1H-pyrazole-3-carboxylic acid
  参考文献：
  名称：

  Efficient synthesis and utilization of phenyl-substituted heteroaromatic carboxylic acids as aryl diketo acid isosteres in the design of novel HIV-1 integrase inhibitors

  摘要：

  Three new types of aryl diketo acid (ADK) isosteres were designed by conversion of the biologically labile 1,3-diketo unit into heteroaromatic motif such as isoxazole, isothiazole, or 1H-pyrazole to improve the physicochemical property of ADK-based HIV-1 integrase (IN) inhibitors. The synthesis of the heteroaromatic carboxylic acids was established by employing phenyl beta-diketoester or benzaldehyde as the starting material and 1,3-dipolar cycloaddition as the key reaction. Of the compounds tested, the 3-benzyloxyphenyl-substituted isoxazole carboxylic acid displayed the best IN inhibitory and antiviral activities, with N-hydroxylamidation enhancing the in vitro and in vivo potency. These findings are important for further optimization of ADK-based IN inhibitors. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.047

文献信息

• NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-CoA DESATURASE
  申请人：Bischoff Alexander

  公开号：US20100160323A1

  公开（公告）日：2010-06-24

  The present invention relates to piperazine derivatives that act as inhibitors of stearoyl-CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.

  本发明涉及作为硬脂酰辅酶A去饱和酶抑制剂的哌嗪衍生物。该发明还涉及制备这些化合物的方法、含有这些化合物的组合物，以及使用这些化合物进行治疗的方法。
• NOVEL PIPERIDINE DERIVATIVES AS INHIBITORS OF STEAROYL-COA DESATURASE
  申请人：Forest Laboratories Holdings Limited

  公开号：EP2268143A2

  公开（公告）日：2011-01-05
• US7842696B2
  申请人：——

  公开号：US7842696B2

  公开（公告）日：2010-11-30
• US8129376B2
  申请人：——

  公开号：US8129376B2

  公开（公告）日：2012-03-06
• [EN] NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-COA DESATURASE<br/>[FR] NOUVEAUX DÉRIVÉS DE PIPÉRAZINE EN TANT QU'INHIBITEURS DE STÉAROYL-COA DÉSATURASE
  申请人：FOREST LAB HOLDINGS LTD

  公开号：WO2008157844A1

  公开（公告）日：2008-12-24

  [EN] The present invention relates to piperazine derivatives that act as inhibitors of stearoyl- CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.
  [FR] La présente invention concerne des dérivés de pipérazine qui agissent en tant qu'inhibiteurs de la stéaroyl-CoA désaturase. L'invention concerne également des procédés de préparation des composés, des compositions contenant les composés et des procédés de traitement utilisant les composés.