3-thiophen-3-yl-5,6-dihydro-imidazo[2,1-b]thiazole | 1304821-21-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并噻唑类
• 英文名称: 3-thiophen-3-yl-5,6-dihydro-imidazo[2,1-b]thiazole
• 英文别名: 3-Thiophen-3-yl-5,6-dihydroimidazo[2,1-b][1,3]thiazole
• CAS: 1304821-21-3
• 化学式: C₉H₈N₂S₂
• 分子量: 208.308
• InChiKey: OFASAHHLDPORQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  亚乙基硫脲 、 3-溴乙酰基噻吩 以 乙腈 、 乙二醇二甲醚 为溶剂， 反应 4.0h， 以55%的产率得到3-thiophen-3-yl-5,6-dihydro-imidazo[2,1-b]thiazole
  参考文献：
  名称：

  Synthesis and evaluation of thiophenyl derivatives as inhibitors of alkaline phosphatase

  摘要：

  Pathological calcifications induced by deposition of basic phosphate crystals or hydroxyapatite (HA) on soft tissues are a large family of diseases comprising of ankylosing spondylitis (AS), end-stage osteoarthritis (OA) and vascular calcification. High activity of tissue non-specific alkaline phosphatase (TNAP) is a hallmark of pathological calcifications induced by HA deposition. The use of TNAP inhibitor is a possible therapeutic option to address calcific diseases produced by HA deposition on soft tissues. We report the synthesis of a series of thiopheno-imidazo[2,1-b] thiazole derivatives which were evaluated as potential inhibitors of TNAP displaying a large range of IC50 at pH 10.4 (from 42 +/- 13 mu M to more than 800 mu M). (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.02.089

文献信息

• Synthesis and evaluation of thiophenyl derivatives as inhibitors of alkaline phosphatase
  作者：Lei Chang、Do Le Duy、Saida Mébarek、Florence Popowycz、Stéphane Pellet-Rostaing、Marc Lemaire、René Buchet

  DOI：10.1016/j.bmcl.2011.02.089

  日期：2011.4

  Pathological calcifications induced by deposition of basic phosphate crystals or hydroxyapatite (HA) on soft tissues are a large family of diseases comprising of ankylosing spondylitis (AS), end-stage osteoarthritis (OA) and vascular calcification. High activity of tissue non-specific alkaline phosphatase (TNAP) is a hallmark of pathological calcifications induced by HA deposition. The use of TNAP inhibitor is a possible therapeutic option to address calcific diseases produced by HA deposition on soft tissues. We report the synthesis of a series of thiopheno-imidazo[2,1-b] thiazole derivatives which were evaluated as potential inhibitors of TNAP displaying a large range of IC50 at pH 10.4 (from 42 +/- 13 mu M to more than 800 mu M). (C) 2011 Published by Elsevier Ltd.