N-(6-methylpyridin-2-yl)-4-(pyridin-2-yl)-1,3-thiazol-2-amine | 35865-12-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(6-methylpyridin-2-yl)-4-(pyridin-2-yl)-1,3-thiazol-2-amine
• 英文别名: N-(6-methylpyridin-2-yl)-4-(pyridin-2-yl)thiazol-2-amine；N-(6-methylpyridin-2-yl)-4-(pyridine-2-yl)thiazol-2-amine；N-(6-methylpyridin-2-yl)-4-pyridin-2-yl-1,3-thiazol-2-amine
• CAS: 35865-12-4
• 化学式: C₁₄H₁₂N₄S
• 分子量: 268.342
• InChiKey: YZBDZUOXXAUYMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  78.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-((6-甲基吡啶-2-基)羰基)苯甲酰胺 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 N-(6-methylpyridin-2-yl)-4-(pyridin-2-yl)-1,3-thiazol-2-amine
  参考文献：
  名称：

  Structure–activity relationships of 2-aminothiazoles effective against Mycobacterium tuberculosis

  摘要：

  A series of 2-aminothiazoles was synthesized based on a HTS scaffold from a whole-cell screen against Mycobacterium tuberculosis (Mtb). The SAR shows the central thiazole moiety and the 2-pyridyl moiety at C-4 of the thiazole are intolerant to modification. However, the N-2 position of the aminothiazole exhibits high flexibility and we successfully improved the antitubercular activity of the initial hit by more than 128-fold through introduction of substituted benzoyl groups at this position. N-(3-Chlorobenzoyl)-4-(2-pyridinyl)-1,3-thiazol-2-amine (55) emerged as one of the most promising analogues with a MIC of 0.024 mu M or 0.008 mu g/mL in 7H9 media and therapeutic index of nearly similar to 300. However, 55 is rapidly metabolized by human liver microsomes (t(1/2) = 28 min) with metabolism occurring at the invariant aminothiazole moiety and Mtb develops spontaneous low-level resistance with a frequency of similar to 10 (5). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.08.048

文献信息

• [EN] SUBSTITUTED AMINOTHIAZOLES FOR THE TREATMENT OF TUBERCULOSIS<br/>[FR] AMINOTHIAZOLES SUBSTITUÉS POUR LE TRAITEMENT DE LA TUBERCULOSE
  申请人：BROAD INST INC

  公开号：WO2014159938A1

  公开（公告）日：2014-10-02

  Disclosed are substituted aminothiazoles, which can be used for, among other things, the treatment of tuberculosis, pharmaceutical compositions containing the same, and methods of using the same.

  揭示了替代氨基噻唑化合物，可用于治疗结核病，包括含有该化合物的药物组合物，以及使用该化合物的方法。
• TISSUE-NONSPECIFIC ALKALINE PHOSPHATASE (TNAP) ACTIVATORS AND USES THEREOF
  申请人：Millan Jose Luis

  公开号：US20090053192A1

  公开（公告）日：2009-02-26

  Disclosed herein are tissue-nonspecific alkaline phosphatase (TNAP) activators and uses thereof for promoting bone mineral deposition.

  本文披露了组织非特异性碱性磷酸酶(TNAP)的激活剂及其用途，用于促进骨矿物质沉积。
• SUBSTITUTED AMINOTHIAZOLES FOR THE TREATMENT OF TUBERCULOSIS
  申请人：THE BROAD INSTITUTE, INC.

  公开号：US20160031874A1

  公开（公告）日：2016-02-04

  Disclosed are substituted aminothiazoles, which can be used for, among other things, the treatment of tuberculosis, pharmaceutical compositions containing the same, and methods of using the same.

  本发明涉及一种取代氨基噻唑，可用于治疗结核病等，包含该化合物的制药组合物，以及使用该化合物的方法。
• Substituted aminothiazoles for the treatment of tuberculosis
  申请人：THE BROAD INSTITUTE, INC.

  公开号：US10221169B2

  公开（公告）日：2019-03-05

  Disclosed ore substituted aminothiazoles, which can be used for, among other things, the treatment of tuberculosis, pharmaceutical compositions containing the same, and methods of using the same.

  所公开的矿石取代氨基噻唑，除其他外，可用于治疗结核病，含有这种矿石的药物组合物，以及使用这种矿石的方法。
• [EN] TISSUE-NONSPECIFIC ALKALINE PHOSPHATASE (TNAP) ACTIVATORS AND USES THEREOF<br/>[FR] ACTIVATEURS DE LA PHOSPHATASE ALCALINE NON SPÉCIFIQUE DES TISSUS (TNAP) ET LEURS UTILISATIONS
  申请人：BURNHAM INST MEDICAL RESEARCH

  公开号：WO2009042294A2

  公开（公告）日：2009-04-02

  Disclosed herein are tissue-nonspecific alkaline phosphatase (TNAP) activators and uses thereof for promoting bone mineral deposition.