N-(7-(N-ethylacetamido)-4-methoxybenzo[d]thiazol-2-yl)-4-hydroxy-4-(3-(trifluoromethyl)phenyl)piperidine-1-carboxamide | 1290145-05-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(7-(N-ethylacetamido)-4-methoxybenzo[d]thiazol-2-yl)-4-hydroxy-4-(3-(trifluoromethyl)phenyl)piperidine-1-carboxamide
• 英文别名: N-[7-[acetyl(ethyl)amino]-4-methoxy-1,3-benzothiazol-2-yl]-4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidine-1-carboxamide
• CAS: 1290145-05-9
• 化学式: C₂₅H₂₇F₃N₄O₄S
• 分子量: 536.575
• InChiKey: SNJRGPSAULQWEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-(2-amino-4-methoxy-1,3-benzothiazol-7-yl)-N-ethylacetamide 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 N-(7-(N-ethylacetamido)-4-methoxybenzo[d]thiazol-2-yl)-4-hydroxy-4-(3-(trifluoromethyl)phenyl)piperidine-1-carboxamide
  参考文献：
  名称：

  Discovery of benzothiazole-based adenosine A2B receptor antagonists with improved A2A selectivity

  摘要：

  The highly potent but modestly selective N-(2-amino-4-methoxy-benzothiazol-7-yl)-N-ethyl-acetamide derivative 2 was selected as the starting point for the design of novel selective A(2B) antagonists, due to its excellent potency, and good drug-like properties. A series of compounds containing nonaromatic amides or ureas of five- or six-membered rings, and also bearing an m-trifluoromethyl-phenyl group (shown to impart superior potency) were prepared and evaluated for their selectivity against the A(2A) and A(1) receptors. This work resulted in the identification of compound 30, with excellent potency and high selectivity against both A(2A) and A(1) receptors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.053

文献信息

• Discovery of benzothiazole-based adenosine A2B receptor antagonists with improved A2A selectivity
  作者：Fariborz Firooznia、Adrian Wai-Hing Cheung、John Brinkman、Joseph Grimsby、Mary Lou Gubler、Rachid Hamid、Nicholas Marcopulos、Gwendolyn Ramsey、Jenny Tan、Yang Wen、Ramakanth Sarabu

  DOI：10.1016/j.bmcl.2011.02.053

  日期：2011.4

  The highly potent but modestly selective N-(2-amino-4-methoxy-benzothiazol-7-yl)-N-ethyl-acetamide derivative 2 was selected as the starting point for the design of novel selective A(2B) antagonists, due to its excellent potency, and good drug-like properties. A series of compounds containing nonaromatic amides or ureas of five- or six-membered rings, and also bearing an m-trifluoromethyl-phenyl group (shown to impart superior potency) were prepared and evaluated for their selectivity against the A(2A) and A(1) receptors. This work resulted in the identification of compound 30, with excellent potency and high selectivity against both A(2A) and A(1) receptors. (C) 2011 Elsevier Ltd. All rights reserved.