N-(4,5-dihydro-naphtho[1,2-d]thiazol-2-yl)-acetamide | 7496-70-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并噻唑类
• 英文名称: N-(4,5-dihydro-naphtho[1,2-d]thiazol-2-yl)-acetamide
• 英文别名: N-(4,5-Dihydro-naphtho[1,2-d]thiazol-2-yl)-acetamid；N-(4,5-dihydrobenzo[e][1,3]benzothiazol-2-yl)acetamide
• CAS: 7496-70-0
• 化学式: C₁₃H₁₂N₂OS
• 分子量: 244.317
• InChiKey: QMHPCMDFILVHES-UHFFFAOYSA-N

物化性质

• 熔点：
  214-216 °C(Solv: methanol (67-56-1))
• 密度：
  1.343±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴-1-四氢萘酮 生成 N-(4,5-dihydro-naphtho[1,2-d]thiazol-2-yl)-acetamide
  参考文献：
  名称：

  Kutscherow, Zhurnal Obshchei Khimii, 1950, vol. 20, p. 1662,1663; engl. Ausg. S. 1725, 1726

  摘要：

  DOI：

文献信息

• The Reaction of Ketones with Iodine and Thiourea¹
  作者：L. Carroll King、Robert J. Hlavacek

  DOI：10.1021/ja01164a110

  日期：1950.8
• Synthesis and biological evaluation of 2-aminothiazoles and their amide derivatives on human adenosine receptors. Lack of effect of 2-aminothiazoles as allosteric enhancers
  作者：Anikó Göblyös、Sabrina Neves Santiago、Daniele Pietra、Thea Mulder-Krieger、Jacobien von Frijtag Drabbe Künzel、Johannes Brussee、Adriaan P. IJzerman

  DOI：10.1016/j.bmc.2005.01.006

  日期：2005.3

  A number of 2-aminothiazoles (2a-e) and their amide derivatives (4-10) were prepared. The 2-aminothiazoles themselves were tested as allosteric enhancers of agonist binding to human adenosine A, receptors. In a variety of experimental set-ups the compounds did not show any such effect, in contrast to earlier findings by another research group. Subsequently the 2-aminothiazoles were used as intermediates in the synthesis of a number of amide derivatives of either aromatic (4-6) or aliphatic nature (7-10). Some of the compounds emerged as moderately active antagonists on human adenosine A(1) and/or A(2A) receptors with lower or negligible potency at adenosine A(3) receptors. (c) 2005 Elsevier Ltd. All rights reserved.
• Kutscherow, Zhurnal Obshchei Khimii, 1950, vol. 20, p. 1662,1663; engl. Ausg. S. 1725, 1726
  作者：Kutscherow

  DOI：——

  日期：——