4-(2-hydroxyphenyl)pyrimidine | 97630-75-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(2-hydroxyphenyl)pyrimidine
• 英文别名: 2-pyrimidin-4-ylphenol
• CAS: 97630-75-6
• 化学式: C₁₀H₈N₂O
• 分子量: 172.186
• InChiKey: UDUWYJGSUFJJLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  334.6±17.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2-hydroxyphenyl)pyrimidine 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 4-[2-(4,5-dihydro-1H-imidazol-2-ylmethoxy)phenyl]pyrimidine
  参考文献：
  名称：

  α1-Adrenoceptor Agonists: The Identification of Novel α1A Subtype Selective 2′-Heteroaryl-2-(phenoxymethyl)imidazolines

  摘要：

  Novel 2'-heteroaryl-2-(phenoxymethyl)imidazolines have been identified as potent agonists of the cloned human alpha(1)-adrenoceptors in vitro. The nature of the 2'-heteroaryl group can have significant effects on the potency, efficacy, and subtype selectivity in this series. alpha(1A) Subtype selective agonists have been identified. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00764-8
• 作为产物：
  描述：

  色酮 、 醋酸甲脒 在 sodium acetate 作用下， 以18%的产率得到4-(2-hydroxyphenyl)pyrimidine
  参考文献：
  名称：

  α1-Adrenoceptor Agonists: The Identification of Novel α1A Subtype Selective 2′-Heteroaryl-2-(phenoxymethyl)imidazolines

  摘要：

  Novel 2'-heteroaryl-2-(phenoxymethyl)imidazolines have been identified as potent agonists of the cloned human alpha(1)-adrenoceptors in vitro. The nature of the 2'-heteroaryl group can have significant effects on the potency, efficacy, and subtype selectivity in this series. alpha(1A) Subtype selective agonists have been identified. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00764-8

文献信息

• New Strigolactone Mimics as Exogenous Signals for Rhizosphere Organisms
  作者：Florin Oancea、Emilian Georgescu、Radoslava Matusova、Florentina Georgescu、Alina Nicolescu、Iuliana Raut、Maria-Luiza Jecu、Marius-Constantin Vladulescu、Lucian Vladulescu、Calin Deleanu

  DOI：10.3390/molecules22060961

  日期：——

  The importance of strigolactones in plant biology prompted us to synthesize simplified strigolactone mimics effective as exogenous signals for rhizosphere organisms. New strigolactone mimics easily derived from simple and available starting materials in significant amounts were prepared and fully characterized. These compounds contain an aromatic or heterocyclic ring, usually present in various bioactive molecules, connected by an ether link to a furan-2-one moiety. The new synthesized strigolactone mimics were confirmed to be active on plant pathogenic fungi and parasitic weed seeds.

  植物生物学中独脚金内酯的重要性促使我们合成了简化版的独脚金内酯模拟物，这些模拟物作为根际生物的外源信号效果显著。我们从简单且易得的起始原料中大量制备了新型独脚金内酯模拟物，并对其进行了全面表征。这些化合物包含一个芳香环或杂环，这在多种生物活性分子中常见，通过醚键与呋喃-2-酮部分相连。新合成的独脚金内酯模拟物被证实对植物病原真菌和寄生杂草种子具有活性。
• Beta3 adrenergic agonists
  申请人：——

  公开号：US20030191156A1

  公开（公告）日：2003-10-09

  The present invention relates to a &bgr; 3 adrenergic receptor agonist of formula (I) or a pharmaceutical salt thereof, which is capable of increasing lipolysis and energy expenditure in cells and, therefore, is useful for treating Type II diabetes and/or obesity. The compound can also be used to lower triglyceride levels and cholesterol levels or raise high density lipoprotein levels or to decrease gut motility. In addition, the compound can be used to reduced neurogenic inflammation or as an antidepressant agent. Compositions and methods for the use of the compounds in the treatment of diabetes and obesity and for lowering triglyceride levels and cholesterol levels or raising high density lipoprotein levels or for decreasing gut motility are also disclosed.

  本发明涉及一种式(I)的&bgr;3肾上腺素受体激动剂或其药物盐，该激动剂能够增加细胞的脂解和能量消耗，因此可用于治疗II型糖尿病和/或肥胖症。该化合物还可用于降低甘油三酯水平和胆固醇水平或提高高密度脂蛋白水平或降低肠道蠕动。此外，该化合物还可用于减少神经源性炎症或作为抗抑郁剂。还公开了在治疗糖尿病和肥胖症以及降低甘油三酯水平和胆固醇水平或提高高密度脂蛋白水平或降低肠道蠕动方面使用该化合物的组合物和方法。
• &bgr;3 adrenergic agonists
  申请人：Eli Lilly and Company

  公开号：US06730792B2

  公开（公告）日：2004-05-04

  The present invention relates to a &bgr;3 adrenergic receptor agonist of formula (I) or a pharmaceutical salt thereof, which is capable of increasing lipolysis and energy expenditure in cells and, therefore, is useful for treating Type II diabetes and/or obesity. The compound can also be used to lower triglyceride levels and cholesterol levels or raise high density lipoprotein levels or to decrease gut motility. In addition, the compound can be used to reduced neurogenic inflammation or as an antidepressant agent. Compositions and methods for the use of the compounds in the treatment of diabetes and obesity and for lowering triglyceride levels and cholesterol levels or raising high density lipoprotein levels or for decreasing gut motility are also disclosed.

  本发明涉及一种化合物，其为式(I)的&bgr;3肾上腺素受体激动剂或其药物盐，能够增加细胞的脂解和能量消耗，因此可用于治疗II型糖尿病和/或肥胖症。该化合物还可用于降低甘油三酯水平和胆固醇水平，或提高高密度脂蛋白水平，或减少肠道运动。此外，该化合物还可用于减少神经源性炎症或作为抗抑郁剂。还公开了用于治疗糖尿病和肥胖症以及降低甘油三酯水平和胆固醇水平或提高高密度脂蛋白水平或减少肠道运动的化合物的组合物和使用方法。
• Synthesis and spectroscopic properties of novel indolizines and azaindolizines
  作者：Alina NICOLESCU、Anton AIRINEI、Emilian GEORGESCU、Florentina GEORGESCU、Radu TIGOIANU、Florea DUMITRASCU、Marcel Mirel POPA、Adriana T. MARINOIU、Calin DELEANU

  DOI：10.33224/rrch.2023.68.5-6.07

  日期：2023.5.12

  Novel indolizines and pyrrolo[1,2-c]pyrimidines bearing a 3-carbonylchromen-2-one moiety on the pyrrole rings were synthesized and spectroscopic properties of some of synthesized compounds were investigated. Synthetic procedures started from 4-substituted pyrimidines, 3-(2-bromoacetyl)-2H-chromen-2-one and electron-deficient alkynes via 3+2 dipolar cycloaddition of cycloimmonium-ylides, generated in situ from their corresponding quaternary salts, in the presence of an epoxide playing the role of acid scavenger and reaction solvent. The structures of novel compounds were confirmed by chemical analyses, IR and NMR spectroscopy. Spectroscopic properties of some of the synthesized compounds were investigated.

  合成了在吡咯环上带有 3-羰基-2-苯并吡喃酮的新型吲嗪类和吡咯并[1,2-c]嘧啶类化合物，并研究了其中一些合成化合物的光谱特性。合成过程从 4-取代嘧啶、3-(2-溴乙酰基)-2H-苯并吡喃-2-酮和缺电子炔开始，在环氧化物起酸清除剂和反应溶剂作用的情况下，通过 3+2 二极环加成法合成环氨酰基化合物。化学分析、红外光谱和核磁共振光谱证实了新型化合物的结构。还研究了一些合成化合物的光谱特性。
• Metal- and Solvent-Free Synthesis of Substituted Pyrimidines via an NH₄I-Promoted Three-Component Tandem Reaction
  作者：Fang Fang、Jie Xia、Siying Quan、Shanping Chen、Guo-Jun Deng

  DOI：10.1021/acs.joc.3c01700

  日期：2023.10.20

  A facile and practical approach for the preparation of substituted pyrimidines from ketones, NH4OAc, and N,N-dimethylformamide dimethyl acetal has been described. This NH4I-promoted three-component tandem reaction affords a broad range of substituted pyrimidines in acceptable yields under metal- and solvent-free conditions. The present methodology features the advantages of simple and easily available

  已经描述了由酮、NH 4 OAc和N , N-二甲基甲酰胺二甲基缩醛制备取代嘧啶的简单且实用的方法。这种 NH 4 I 促进的三组分串联反应在无金属和无溶剂的条件下以可接受的产率提供了多种取代的嘧啶。该方法具有起始原料简单易得、无金属和溶剂条件、底物范围广、官能团耐受性好以及克级合成等优点。