(2-chlorothiazol-5-yl) phenyl ketone | 129865-59-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-chlorothiazol-5-yl) phenyl ketone
• 英文别名: (2-chloro-1,3-thiazol-5-yl)(phenyl)methanone；Methanone, (2-chloro-5-thiazolyl)phenyl-；(2-chloro-1,3-thiazol-5-yl)-phenylmethanone
• CAS: 129865-59-4
• 化学式: C₁₀H₆ClNOS
• 分子量: 223.683
• InChiKey: OYRAWSRKIOCMTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  四氢吡咯 、 (2-chlorothiazol-5-yl) phenyl ketone 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.0h， 以83%的产率得到phenyl <2-(pyrrolidin-1-yl)thiazol-5-yl> ketone
  参考文献：
  名称：

  Sawhney, Indu; Wilson, John R. H., Journal of the Chemical Society. Perkin transactions I, 1990, # 2, p. 329 - 331

  摘要：

  DOI：
• 作为产物：
  描述：

  在 盐酸 作用下， 生成 (2-chlorothiazol-5-yl) phenyl ketone
  参考文献：
  名称：

  5-（酮芳基）噻唑的实用制备

  摘要：

  本文描述了2-取代的5-（酮芳基）噻唑的简便合成方法，该方法是合成生物活性化合物的重要中间体。将多种2-取代的噻唑阴离子加入芳基腈中，以在水解后提供所需的酮。

  DOI：

  10.1016/s0040-4039(02)02230-x

文献信息

• Structure-based de novo design and synthesis of aminothiazole-based p38 MAP kinase inhibitors
  作者：Hwangseo Park、Soyoung Lee、Sungwoo Hong

  DOI：10.1016/j.bmcl.2015.07.094

  日期：2015.9

  p38 mitogen-activated protein kinase (MAPK) is a promising target for the development of therapeutics for various immunological diseases. We designed and synthesized aminothiazole-based p38 MAPK inhibitors of with IC50 values ranging from 0.1 to 2 mu M by means of the structure-based de novo design of phenyl-(2-phenylamino-thiazol-5-yl)-methanone scaffold. Because these newly identified inhibitors were also screened for having desirable physicochemical properties as a drug candidate, they deserve consideration for further investigation as anti-inflammatory drugs. Structural features relevant to the stabilization of the newly identified inhibitors in the ATP-binding site of p38 MAPK are discussed in detail. (C) 2015 Elsevier Ltd. All rights reserved.
• Practical synthesis of a highly functionalized thiazole ketone
  作者：Lisa F Frey、Karen M Marcantonio、Cheng-yi Chen、Debra J Wallace、Jerry A Murry、Lushi Tan、Weirong Chen、Ulf H Dolling、Edward J.J Grabowski

  DOI：10.1016/s0040-4020(03)00878-0

  日期：2003.8

  Compound 1 is a uniquely substituted ketone prepared via addition of a thiazole anion to an aromatic nitrile in good overall yield. An exploration into the generality of the addition of thiazole anions to nitriles allowed us to make a variety of thiazole ketones in good to excellent yields. The non-odorous thiolate-mediated demethylation reaction used in the synthesis of 1 is also presented. (C) 2003 Elsevier Ltd. All rights reserved.
• SAWHNEY, INDU;WILSON, JOHN R. H., J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 329-331
  作者：SAWHNEY, INDU、WILSON, JOHN R. H.

  DOI：——

  日期：——