3-苯基-1H-吡咯-2-甲酸 | 802052-63-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 3-苯基-1H-吡咯-2-甲酸
• 英文名称: 3-phenyl-1H-pyrrole-2-carboxylic acid
• 英文别名: 3-phenyl-1H-pyrrol-2-ylcarboxylic acid
• CAS: 802052-63-7
• 化学式: C₁₁H₉NO₂
• 分子量: 187.198
• InChiKey: JKPQOHQTACWXPF-UHFFFAOYSA-N

物化性质

• 熔点：
  >174°C
• 沸点：
  394.0±30.0 °C(Predicted)
• 密度：
  1.285±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-苯基-1H-吡咯-2-甲酸 生成 [4-(3-chlorophenyl)piperazin-1-yl](3-phenyl-1H-pyrrol-2-yl)methanone
  参考文献：
  名称：

  Aryl-heteroaromatic products, compositions comprising them and use

  摘要：

  芳基-杂芳产物，包括它们的组合物以及用途。本发明涉及新型化合物，特别是新型芳基-杂芳产物，包括它们的组合物，以及它们作为药物的用途，特别是在肿瘤学中的应用。

  公开号：

  US20050014765A1
• 作为产物：
  描述：

  在 水 、 copper diacetate 、 lead(IV) tetraacetate 、 sodium hydroxide 作用下， 生成 3-苯基-1H-吡咯-2-甲酸
  参考文献：
  名称：

  Phenylpropenamide derivatives: Anti-hepatitis B virus activity of the Z isomer, SAR and the search for novel analogs

  摘要：

  Phenylpropenamides have been reported to be a class of non-nucleoside inhibitors of the hepatitis B virus (HBV). This class of compounds was explored with the objective of developing potent anti-HBV agents, with a novel mechanism of action, that could be combined with nucleos(t) ide analogs currently used to treat HBV infection. To accomplish this objective a series of substituted arylpropenamide derivatives were prepared and the E and Z geometrical isomers were separated. The structural identity of each of the E and Z isomers was determined by single crystal X-ray crystallography. Contrary to previous reports, the activity of this class of molecules resides in the Z isomer. Further structure-activity relationship studies around the active Z isomer identified compounds that displayed potent antiviral activity against HBV with EC90 value of approximately 0.5 mu M in vitro. Attempts to develop ring constrained analogs did not lead to active HBV inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.077

文献信息

• [EN] INHIBITORS OF METALLO-BETA-LACTAMASES<br/>[FR] INHIBITEURS DE MÉTALLO-BÊTA-LACTAMASES
  申请人：UNIV OXFORD INNOVATION LTD

  公开号：WO2018215799A1

  公开（公告）日：2018-11-29

  The present invention relates to compounds of Formula (I) that function as inhibitors of bacterial metallo-beta-lactamases. The present invention also relates to processes for the preparation of these compounds, to pharmaceutical compositions comprising them, and to their use in the treatment of a bacterial infection. (Formula (I))

  本发明涉及式（I）的化合物，其作为细菌金属β-内酰胺酶的抑制剂。本发明还涉及制备这些化合物的方法，包括它们的药物组合物，以及它们在治疗细菌感染中的应用。
• AGENT FOR TREATING OR PREVENTING DIGESTIVE ULCER
  申请人：Kawakami Masakatsu

  公开号：US20090036428A1

  公开（公告）日：2009-02-05

  An object of the present invention is to provide an agent for treating or preventing digestive ulcer that is effective even to ulcer of small intestine and others, for which gastric acid secretion inhibitors such as proton pump inhibitors are ineffective, and is superior to allopurinol in the efficaciousness and the safety. The pharmaceutical composition of the present invention comprising a non-purine xanthine oxidase inhibitor as the active ingredient is useful as an agent for treating or preventing ulcer that forms in digestive tracts by the attack of gastric acid, pepsin, stress, Helicobacter pylori bacteria, NSAID, etc. In particular, it is useful as an ulcer remedy heretofore unknown in the art as it is effective even for ulcer in small intestine for which gastric/duodenal ulcer remedies that inhibit gastric acid secretion such as proton pump inhibitors are ineffective.

  本发明的目的是提供一种治疗或预防消化性溃疡的药剂，即使是质子泵抑制剂对小肠溃疡等无效的溃疡也能有效治疗或预防，并且在功效和安全性方面优于丙戊酸和乙酰水杨酸等药物。本发明的药物组合物包括非嘌呤黄嘌呤氧化酶抑制剂作为活性成分，可用作治疗或预防由胃酸、胃蛋白酶、压力、幽门螺杆菌、NSAID等侵蚀消化道形成的溃疡的药剂。特别是，它是一种迄今为止在技术上未知的溃疡治疗方法，因为它即使对于质子泵抑制剂等抑制胃酸分泌的胃/十二指肠溃疡治疗方法也非常有效，对于小肠溃疡也非常有效。
• NOVOBIOCIN ANALOGUES HAVING MODIFIED SUGAR MOIETIES
  申请人：Blagg Brian S. J.

  公开号：US20120252745A1

  公开（公告）日：2012-10-04

  The disclosure provides novobiocin analogues with noviose replacements which are useful as Hsp90 inhibitors in the treatment of cancer.

  本公开提供了具有替代noviose的诺维菌素类似物，其在癌症治疗中作为Hsp90抑制剂是有用的。
• Novobiocin Analogues Having Modified Sugar Moieties
  申请人：Blagg Brian

  公开号：US20090163709A1

  公开（公告）日：2009-06-25

  Novobiocin analogues useful as Hsp90 inhibitors in the treatment of cancer, neuroprotection, and autoimmune disorders.

  诺伐霉素类似物在癌症、神经保护和自身免疫性疾病的治疗中作为Hsp90抑制剂有用。
• Synthesis of Pyrrole‐2‐Carboxylic Acid from Cellulose‐ and Chitin‐Based Feedstocks Discovered by the Automated Route Search
  作者：Thuy Trang Pham、Zhen Guo、Bing Li、Alexei A. Lapkin、Ning Yan

  DOI：10.1002/cssc.202300538

  日期：2024.2.8

  from different origins. After an extensive analysis of chemical reactions recorded in extensive databases, several promising synthetic routes were shortlisted, with the reaction of D-glucosamine and pyruvic acid being the most interesting to make pyrrole-2-carboxylic acid (PCA). The optimized synthetic conditions resulted in 50 % yield of PCA, with insights gained from temperature variant NMR studies.

  在这项工作中，开发了一个协议来确定允许使用不同来源的原料的潜在转化途径。在对大量数据库中记录的化学反应进行广泛分析后，几种有前途的合成路线被列入候选名单，其中 D-葡萄糖胺和丙酮酸的反应是制造吡咯-2-羧酸（PCA）最有趣的反应。根据温度变化 NMR 研究获得的见解，优化的合成条件使 PCA 产率为 50%。