ethyl 2-methyl-4-(pyridin-4-yl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate | 727405-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: ethyl 2-methyl-4-(pyridin-4-yl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate
• 英文别名: Ethyl 2-methyl-4-pyridin-4-yl-1,4-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate
• CAS: 727405-62-1
• 化学式: C₁₉H₁₈N₄O₂
• 分子量: 334.378
• InChiKey: MNQKGLPEQOYAFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  69
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-methyl-4-(pyridin-4-yl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate 、 二甲基亚砜 、 cobalt(II) iodide 以 乙腈 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Cobalt complexes of Biginelli derivatives as fluorescent probes for selective estimation and degradation of organophosphates in aqueous medium

  摘要：

  金属配合物的Biginelli衍生物与有机磷酸酯之间的结合会增强发射强度。

  DOI：

  10.1039/c8dt00150b
• 作为产物：
  描述：

  4-吡啶甲醛 、 2-氨基苯并咪唑 、 丙二酸二乙酯 在 zinc perchlorate 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 ethyl 2-methyl-4-(pyridin-4-yl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate
  参考文献：
  名称：

  Cobalt complexes of Biginelli derivatives as fluorescent probes for selective estimation and degradation of organophosphates in aqueous medium

  摘要：

  金属配合物的Biginelli衍生物与有机磷酸酯之间的结合会增强发射强度。

  DOI：

  10.1039/c8dt00150b

文献信息

• Thiamine hydrochloride (VB1): an efficient promoter for the one-pot synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine and [1,2,4]triazolo[1,5-a]pyrimidine derivatives in water medium
  作者：Junhua Liu、Min Lei、Lihong Hu

  DOI：10.1039/c2gc16499j

  日期：——

  A straightforward and general method has been developed for the synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine and [1,2,4]triazolo[1,5-a]pyrimidine derivatives by simply combining 2-aminobenzimidazole or 3-amino-1,2,4-triazole, aldehyde, and β-dicarbonyl compound in the presence of a catalytic amount of thiamine hydrochloride (VB1). The advantages of this method are the use of an inexpensive and readily

  已经开发了一种简单而通用的方法来合成 苯并[4,5]咪唑并[1,2- a ]嘧啶和[1,2,4]三唑并[1,5- a ]嘧啶衍生物简单地组合即可2-氨基苯并咪唑 或者 3-氨基1,2,4-三唑， 醛以及β-二羰基化合物在催化量的 盐酸硫胺素（VB 1）。这种方法的优点是使用便宜且容易获得的催化剂，简便的后处理，提高的产量以及使用 水 作为 溶剂 被认为是相对环境友好的。
• Microwave‐assisted synthesis of benzo[4,5]imidazo[1,2‐<i>a</i>]pyrimidines and pyrano[4,3‐<i>b</i>]pyrans catalyzed by L‐glutamine functionalized magnetic nanoparticles in water:ethanol mixture
  作者：Aiborlang Thongni、Rishanlang Nongkhlaw、Chayan Pandya、Akella Sivaramakrishna、Paige M. Gannon、Werner Kaminsky

  DOI：10.1002/jhet.4785

  日期：2024.4

  one-pot syntheses of benzo[4,5]imidazo[1,2-a]pyrimidine and pyrano[4,3-b]pyran derivatives using L-glutamine functionalized nanoparticles (Fe3O4@SiO2@L-glutamine NPs) under microwave irradiation. The organo-nanocatalyst underwent characterization through diverse techniques, including FT-IR, p-XRD, SEM, TEM, EDX, XPS, TGA, and VSM. Microwave irradiation and multicomponent reactions synergistically yield

  在这项工作中，我们报告了使用L-谷氨酰胺功能化纳米颗粒（Fe 3 O 4 @SiO 2 @L-谷氨酰胺纳米粒子）在微波照射下。有机纳米催化剂通过多种技术进行表征，包括 FT-IR、p-XRD、SEM、TEM、EDX、XPS、TGA 和 VSM。微波辐射和多组分反应协同作用，在更短的反应时间（约 6–15 分钟）和更广泛的底物范围内产生优异的产物收率（约 80%–95%）。有机纳米催化剂表现出显着的催化功效，合成过程中的高周转数 (TON) 和周转频率 (TOF) 证明了这一点。这种创新的方案展示了卓越的效率、成本效益和环境友好性，具有反应条件最少、易于催化回收、可回收性、操作简单性和使用环保溶剂等优点。
• One-pot synthesis of tricyclic dihydropyrimidine derivatives and their biological evaluation
  作者：Navneet Kaur、Kamalpreet Kaur、Tilak Raj、Gaganpreet Kaur、Ajnesh Singh、Thammarat Aree、Sae-Jin Park、Tack-Joong Kim、Narinder Singh、Doo Ok Jang

  DOI：10.1016/j.tet.2014.11.039

  日期：2015.1

  A series of tricyclic dihydropyrimidine derivatives were synthesized using a one-pot, three-component Traube-Schwarz reaction in the presence of catalyst Zn(ClO4)(2)center dot 6H(2)O. All the purified compounds were evaluated for their in vitro anticancer activity against three different cancer cell lines such as prostate cancer cells (PO), lung cancer cells (NCI-H1299) and colon cancer cells (HCT116). In vitro DNA-intercalation ability of the compounds was investigated by UV vis absorption spectroscopy, showing the insertion of compound into the DNA base pairs and a strong interaction with the DNA double helix. (C) 2014 Elsevier Ltd. All rights reserved.
• Cobalt complexes of Biginelli derivatives as fluorescent probes for selective estimation and degradation of organophosphates in aqueous medium
  作者：Gaganpreet Kaur、Amanpreet Singh、Ajnesh Singh、Navneet Kaur、Narinder Singh

  DOI：10.1039/c8dt00150b

  日期：——

  Bonding between metal complexes of Biginelli derivatives and organophosphates leads to enhancement of emission intensity.

  金属配合物的Biginelli衍生物与有机磷酸酯之间的结合会增强发射强度。