[2-(4-butyl-phenylamino)-thiazol-4-yl]-acetic acid | 354124-96-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-(4-butyl-phenylamino)-thiazol-4-yl]-acetic acid
• 英文别名: 2-[2-(4-butylanilino)-1,3-thiazol-4-yl]acetic acid
• CAS: 354124-96-2
• 化学式: C₁₅H₁₈N₂O₂S
• 分子量: 290.386
• InChiKey: VDMVUEDUXDDGSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-正丁基苯胺 在 盐酸 、 甲醇 、 lithium hydroxide 作用下， 以 乙醇 为溶剂， 生成 [2-(4-butyl-phenylamino)-thiazol-4-yl]-acetic acid
  参考文献：
  名称：

  2-N-Arylthiazole inhibitors of Mycobacterium tuberculosis

  摘要：

  To develop agents for the treatment of infections caused by Mycobacterium tuberculosis, a novel phenotypic screen was undertaken that identified a series of 2-N-aryl thiazole-based inhibitors of intracellular Mycobacterium tuberculosis. Analogs were optimized to improve potency against an attenuated BSL2 H37Ra laboratory strain cultivated in human macrophage cells in vitro. The insertion of a carboxylic acid functionality resulted in compounds that retained potency and greatly improved microsomal stability. However, the strong potency trends we observed in the attenuated H37Ra strain were inconsistent with the potency observed for virulent strains in vitro and in vivo. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.07.067

文献信息

• Thiazoles derivatives as AMPK activator
  申请人：Potluri Kumar Vijay

  公开号：US20070015665A1

  公开（公告）日：2007-01-18

  The present application provides novel thiazole derivatives that are useful as activators of Adenosine 5′-Monophosphate-Activated Protein Kinase and pharmaceutical compositions containing such compounds.

  本申请提供了一种新型噻唑衍生物，可用作腺苷酸5'-单磷酸激活蛋白激酶的激活剂，以及含有此类化合物的制药组合物。
• US8080668B2
  申请人：——

  公开号：US8080668B2

  公开（公告）日：2011-12-20
• [EN] THIAZOLES DERIVATIVES AS AMPK ACTIVATOR<br/>[FR] DERIVES DE THIAZOLE UTILES COMME ACTIVATEURS DE L'AMPK
  申请人：REDDYS LAB LTD DR

  公开号：WO2007005785A1

  公开（公告）日：2007-01-11

  [EN] The present application provides novel thiazole derivatives that are useful as activators of Adenosine 5'-Monophosphate-Activated Protein Kinase and pharmaceutical compositions containing such compounds.
  [FR] L'invention concerne de nouveaux dérivés de thiazole qui sont utiles comme activateurs de la protéine kinase activée par l'adénosine-5'-monophosphate, ainsi que des compositions pharmaceutiques contenant ces composés.
• 2-N-Arylthiazole inhibitors of Mycobacterium tuberculosis
  作者：Michael P. Clark、Tiansheng Wang、Emanuele Perola、David D. Deininger、Harmon J. Zuccola、Steven M. Jones、Hong Gao、Brian C. VanderVen、David G. Russell、Carolyn M. Shoen、Michael H. Cynamon、John A. Thomson、Christopher P. Locher

  DOI：10.1016/j.bmcl.2017.07.067

  日期：2017.9

  To develop agents for the treatment of infections caused by Mycobacterium tuberculosis, a novel phenotypic screen was undertaken that identified a series of 2-N-aryl thiazole-based inhibitors of intracellular Mycobacterium tuberculosis. Analogs were optimized to improve potency against an attenuated BSL2 H37Ra laboratory strain cultivated in human macrophage cells in vitro. The insertion of a carboxylic acid functionality resulted in compounds that retained potency and greatly improved microsomal stability. However, the strong potency trends we observed in the attenuated H37Ra strain were inconsistent with the potency observed for virulent strains in vitro and in vivo. (C) 2017 Elsevier Ltd. All rights reserved.