6-(4-chlorophenyl)-3-(2-naphthalenyl)thieno[3,2-d]pyrimidin-4(3H)-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-(4-chlorophenyl)-3-(2-naphthalenyl)thieno[3,2-d]pyrimidin-4(3H)-one
• 英文别名: 6-(4-chlorophenyl)-3-naphthalen-2-ylthieno[3,2-d]pyrimidin-4-one
• 化学式: C₂₂H₁₃ClN₂OS
• 分子量: 388.877
• InChiKey: XZNKOHFXNRRBKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氨基-5-(4-氯苯基)噻吩-2-羧酸甲酯 在 甲酸 、 三甲基铝 、 2,4-滴二甲胺盐 作用下， 以 正己烷 、 1,2-二氯乙烷 为溶剂， 反应 38.0h， 生成 6-(4-chlorophenyl)-3-(2-naphthalenyl)thieno[3,2-d]pyrimidin-4(3H)-one
  参考文献：
  名称：

  N-取代噻吩并[3,2-d]pyrimidin-4(3H)-ones的新型一锅法合成

  摘要：

  已经开发了一种用于构建噻吩并[3,2-d]嘧啶-4(3H)-酮的新合成路线，其关键步骤涉及AlMe 3 促进的酯-酰胺转化。这组初始类似物的产量与通过我们先前报道的途径获得的产量相当，并且至少在一种情况下要好得多，因此有助于补充这种有用的化学支架的其他方法。

  DOI：

  10.3987/com-06-s(w)31

文献信息

• 6-(4-Chlorophenyl)-3-substituted-thieno[3,2-<i>d</i>]pyrimidin-4(3<i>H</i>)-one-Based Melanin-Concentrating Hormone Receptor 1 Antagonist
  作者：Francis X. Tavares、Kamal A. Al-Barazanji、Michael J. Bishop、Christy S. Britt、David L. Carlton、Joel P. Cooper、Paul L. Feldman、Dulce M. Garrido、Aaron S. Goetz、Mary K. Grizzle、Donald L. Hertzog、Diane M. Ignar、Daniel G. Lang、Maggie S. McIntyre、Ronda J. Ott、Andrew J. Peat、Hui-Qiang Zhou

  DOI：10.1021/jm060814b

  日期：2006.11.30

  Genetic manipulation studies in mice at both the MCH receptor 1 (MCHR1) as well as the MCH peptide levels have implicated MCHR1 as a key player in energy homeostasis. The phenotype exhibited by these studies, that is, increased metabolic rate, resistance to high fat diet, and subsequent weight loss, has spurred considerable efforts to develop antagonists of MCHR1. In continuation of efforts directed toward this goal, the present work capitalizes on the putative binding mode of an MCH antagonist, resulting in the identification of several novel chemotypes that are potent and selective MCHR1 antagonists. In addition, the favorable pharmacokinetics of representative examples has allowed for the evaluation of an MCHR1 antagonist in a high fat diet-induced obese rodent model of obesity. The tolerability of the right-hand side of the template for diverse chemotypes accompanied by favorable effects on weight loss enhances the attractiveness of this template in the pursuit toward development of effective anti-obesity agents.
• A Novel One-Pot Synthesis of N-Substituted Thieno[3,2-d]pyrimidin-4(3H)-ones
  作者：Andrew J. Peat、Paul L. Feldman、Dulce Garrido、Yu C. Guo、Donald L. Hertzog

  DOI：10.3987/com-06-s(w)31

  日期：——

  A novel synthetic route for the construction of thieno[3,2-d]pyrimidin-4(3H)-ones has been developed with the key step involving an AlMe 3 -promoted ester-to-amide conversion. The yields within this initial set of analogs are comparable to those obtained via our previously reported routes and in at least one case far superior, thus serving to compliment other approaches to this useful chemical scaffold

  已经开发了一种用于构建噻吩并[3,2-d]嘧啶-4(3H)-酮的新合成路线，其关键步骤涉及AlMe 3 促进的酯-酰胺转化。这组初始类似物的产量与通过我们先前报道的途径获得的产量相当，并且至少在一种情况下要好得多，因此有助于补充这种有用的化学支架的其他方法。