5-(2-Phenyl-4-piperidin-1-yl-thiazol-5-yl)-2H-pyrazole-3-carboxylic Acid Ethyl Ester | 1232031-22-9

• 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-(2-Phenyl-4-piperidin-1-yl-thiazol-5-yl)-2H-pyrazole-3-carboxylic Acid Ethyl Ester
• 英文别名: ethyl 5-(2-phenyl-4-piperidin-1-yl-1,3-thiazol-5-yl)-1H-pyrazole-3-carboxylate
• CAS: 1232031-22-9
• 化学式: C₂₀H₂₂N₄O₂S
• 分子量: 382.486
• InChiKey: BKTAESZQYPNAHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  99.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 溶剂黄146 、 肼 作用下， 以 乙醇 为溶剂， 生成 5-(2-Phenyl-4-piperidin-1-yl-thiazol-5-yl)-2H-pyrazole-3-carboxylic Acid Ethyl Ester
  参考文献：
  名称：

  Discovery of pyrazolthiazoles as novel and potent inhibitors of bacterial gyrase

  摘要：

  Bacterial DNA gyrase is an attractive target for the investigation of new antibacterial agents. Inhibitors of the GyrB subunit, which contains the ATP-binding site, are described in this communication. Novel, substituted 5-(1H-pyrazol-3-yl)thiazole compounds were identified as inhibitors of bacterial gyrase. Structure-guided optimization led to greater enzymatic potency and moderate antibacterial potency. Data are presented for the demonstration of selective enzyme inhibition of Escherichia coli GyrB over Staphylococcus aureus GyrB.

  DOI：

  10.1016/j.bmcl.2010.03.052

文献信息

• Gyrase inhibitors and uses thereof
  申请人：——

  公开号：US20030170858A1

  公开（公告）日：2003-09-11

  Disclosed herein are compounds comprising the pharmacophore features HBA, HBD, Grp1, and at least two features selected from Grp2, Grp3 or Grp4: 1 wherein HBA is a hydrogen bond acceptor, HBD is a hydrogen bond donor, and Grps 1-4 are as described in the specification. The compounds are inhibitors of bacterial DNA gyrase and are useful in treating bacterial infections. The pharmacophore features may be used to identify and design new inhibitors.

  本文揭示了一些化合物，它们包含药效团特征HBA、HBD、Grp1，以及至少两个来自Grp2、Grp3或Grp4中选择的特征。其中，HBA是氢键受体，HBD是氢键供体，Grps 1-4如说明书所述。这些化合物是细菌DNA酶的抑制剂，可用于治疗细菌感染。药效团特征可用于识别和设计新的抑制剂。
• GYRASE INHIBITORS AND USES THEREOF
  申请人：VERTEX PHARMACEUTICALS INCORPORATED

  公开号：EP1251848A1

  公开（公告）日：2002-10-30
• US6608087B1
  申请人：——

  公开号：US6608087B1

  公开（公告）日：2003-08-19
• US6930116B2
  申请人：——

  公开号：US6930116B2

  公开（公告）日：2005-08-16
• [EN] GYRASE INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE LA GYRASE ET LEURS APPLICATIONS
  申请人：VERTEX PHARMA

  公开号：WO2001052845A1

  公开（公告）日：2001-07-26

  The present invention relates to compounds of formula (I) where Ring A is a thiazole, oxazole, imidazole or pyrazole and the substituents are as described in the specification, and pharmaceutically aceptable salts thereof. The compounds inhibit bacterial gyrase activity and therefore are useful for treating bacterial infections in mammals.