Efficient synthesis and biological evaluation of some 2,4-diamino-furo[2,3-d]pyrimidine derivatives.

Bioorg Med Chem Lett

Institute of Medicinal Chemistry, Hubei Medical University, Shiyan 442000, China; Department of Pharmacy, Taihe Hospital of Hubei Medical University, Shiyan 442000, China.

Published: November 2010

AI Article Synopsis

  • * Subsequent reactions of compound 3 with POCl(3) and various amines yielded a new series of compounds, specifically ethyl 4-alkylamino-2-arylamino-6-methyl-furo[2,3-d]pyrimidine-5-carboxylate, which were structurally confirmed using multiple analytical techniques.
  • * Compound 5

Article Abstract

The carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with ammonia to give ethyl 3,4-dihydro-6-methyl-4-oxo-2-arylamino-furo[2,3-d]pyrimidine-5-carboxylate 3. Further reaction of 3 with POCl(3) and various amines generated ethyl 4-alkylamino-2-arylamino-6-methyl-furo[2,3-d]pyrimidine-5-carboxylate 5 in good yields. Their structures were confirmed by (1)H NMR, EI-Ms, IR and elemental analysis. Compound 5b was further analyzed by single crystal X-ray diffraction. Compound 5 exhibited cytotoxicity against two lung cancer cell lines. For example, compound 5a showed the best inhibition activities against A459 with IC(50) 0.8μM.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.bmcl.2010.08.122DOI Listing

Publication Analysis

Top Keywords

efficient synthesis
4
synthesis biological
4
biological evaluation
4
evaluation 24-diamino-furo[23-d]pyrimidine
4
24-diamino-furo[23-d]pyrimidine derivatives
4
derivatives carbodiimides
4
carbodiimides aza-wittig
4
aza-wittig reactions
4
reactions iminophosphorane
4
iminophosphorane aromatic
4

Similar Publications

We have developed a novel S-scheme mechanism to expand the photoresponse range of BiSiO. This study reports the successful creation of a CN/BS heterojunction photocatalyst, which is composed of g-CN and BiSiO. The synthesis was achieved through a simple two-step procedure, involving hydrothermal treatment and subsequent calcination.

View Article and Find Full Text PDF

COVID-19 has proved to be a global health crisis during the pandemic, and the emerging JN.1 variant is a potential threat. Therefore, finding alternative antivirals is of utmost priority.

View Article and Find Full Text PDF

Metabolomics combined with physiology and transcriptomics reveal the regulation of key nitrogen metabolic pathways in alfalfa by foliar spraying with nano-selenium.

J Nanobiotechnology

January 2025

Key Laboratory of Forage Cultivation, Processing and High Efficient Utilization, Ministry of Agriculture, People's Republic of China, Key Laboratory of Grassland Resources, Ministry of Education, People's Republic of China, College of Grassland, Resources and Environment, Inner Mongolia Agricultural University, Hohhot, China.

Selenium promotes plant growth and improves nutritional quality, and the role of nano-selenium in alfalfa in regulating nutritional quality is unknown. In this study, using the N labeling method, it was found that nano-selenium could promote plant nitrogen metabolism and photosynthesis by increasing the light energy capture capacity and the activities of key enzymes of the nitrogen metabolism process, leading to an increase in alfalfa nitrogen accumulation and dry matter content. The transcriptome and metabolome revealed that nano-selenium mainly affected the pathways of 'biosynthesis of amino acids', 'starch and sucrose metabolism', 'pentose and glucuronate interconversions', 'pentose phosphate pathway', and 'flavonoid biosynthesis'.

View Article and Find Full Text PDF

Net energy of grains for dairy goats differed with processing methods and grain types.

J Anim Sci Biotechnol

January 2025

College of Animal Science and Technology, Northwest A&F University, Yangling, Shaanxi, 712100, China.

Background: The diverse types and processing methods of grains intricately influence the sites and digestibility of starch digestion, thereby impacting energy utilization. This study aimed to explore the impact of grain variety and processing methods on the net energy (NE) in dairy goats, analyzing these effects at the level of nutrient digestion and metabolism.

Methods: Eighteen castrated Guanzhong dairy goats (44.

View Article and Find Full Text PDF

Chemodivergent, enantio- and regioselective couplings of alkynes, aldehydes and silanes enabled by nickel/N-heterocyclic carbene catalysis.

Sci Bull (Beijing)

December 2024

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China. Electronic address:

Divergent synthesis of valuable molecules through common starting materials and metal catalysis represents a longstanding challenge and a significant research goal. We here describe chemodivergent, highly enantio- and regioselective nickel-catalyzed reductive and dehydrogenative coupling reactions of alkynes, aldehydes, and silanes. A single chiral Ni-based catalyst is leveraged to directly prepare three distinct enantioenriched products (silyl-protected trisubstituted chiral allylic alcohols, oxasilacyclopentenes, and silicon-stereogenic oxasilacyclopentenes) in a single chemical operation.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!