2-Imino-3-(2-thenoylmethyl)thiazoline | 5068-68-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Imino-3-(2-thenoylmethyl)thiazoline
• 英文别名: 2-(2-imino-thiazol-3-yl)-1-thiophen-2-yl-ethanone；2-(2-Imino-1,3-thiazol-3-yl)-1-thiophen-2-ylethanone
• CAS: 5068-68-8
• 化学式: C₉H₈N₂OS₂
• mdl: MFCD00994347
• 分子量: 224.307
• InChiKey: XYJWFLDOQQNRCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  97.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Imino-3-(2-thenoylmethyl)thiazoline 在 盐酸 、 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 丙酮 为溶剂， 反应 2.5h， 生成 6-thiophen-2-yl-5,6-dihydro-imidazo[2,1-b]thiazole hydrochloride
  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
• 作为产物：
  描述：

  2-氨基噻唑 、 2-溴-1-(2-THIENYL)-1-ETHANONE 以 氯仿 为溶剂， 反应 0.5h， 生成 2-Imino-3-(2-thenoylmethyl)thiazoline
  参考文献：
  名称：

  Kempter,G. et al., Journal fur praktische Chemie (Leipzig 1954), 1971, vol. 313, p. 977 - 985

  摘要：

  DOI：

文献信息

• Kempter,G. et al., Journal fur praktische Chemie (Leipzig 1954), 1971, vol. 313, p. 977 - 985
  作者：Kempter,G. et al.

  DOI：——

  日期：——
• Novel Broad-Spectrum Anthelmintics. Tetramisole¹ and Related Derivatives of 6-Arylimidazo[2,1-b]thiazole
  作者：Alfons H. M. Raeymaekers、Fernand T. N. Allewijn、Jan Vandenberk、Paul J. A. Demoen、Theo T. T. Van Offenwert、Paul A. J. Janssen

  DOI：10.1021/jm00322a023

  日期：1966.7
• 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.