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Usage

Uses

Used in Pharmaceutical Chemistry:
7-Bromo-2,4-diaminoquinazoline is used as a key intermediate in the synthesis of pharmaceuticals for its potential to contribute to the development of new drugs.
Used in Drug Discovery:
In the field of drug discovery, 7-Bromo-2,4-diaminoquinazoline is utilized as a starting material for the creation of kinase inhibitors and other bioactive compounds, which are essential for the advancement of novel therapeutic agents.
Used in Medicinal Chemistry Research:
7-Bromo-2,4-diaminoquinazoline serves as a research compound in medicinal chemistry, aiding scientists in understanding its properties and exploring its potential applications in the treatment of various diseases and conditions.

InChI:InChI=1/C8H7BrN4/c9-4-1-2-5-6(3-4)12-8(11)13-7(5)10/h1-3H,(H4,10,11,12,13)

Upstream product

• 367-24-8 4-bromo-2-fluoroaniline 
• 124-46-9 guanidine hydrogen carbonate 
• 105942-08-3 4-bromo-6-fluorobenzonitrile 
• 593-85-1 diguanidine carbonate 

Downstream Products

• 1335222-93-9 1-(3-(2,4-diaminoquinazolin-7-yl)-phenyl)ethanone 
• 1422970-36-2 C₁₈H₂₀N₆O₄S 

Relevant academic research and scientific papers

Structure-based design of new DHFR-based antibacterial agents: 7-aryl-2,4-diaminoquinazolines

Dihydrofolate reductase (DHFR) inhibitors such as trimethoprim (TMP) have long played a significant role in the treatment of bacterial infections. Not surprisingly, after decades of use there is now bacterial resistance to TMP and therefore a need to develop novel antibacterial agents with expanded spectrum including these resistant strains. In this study, we investigated the optimization of 2,4-diamnoquinazolines for antibacterial potency and selectivity. Using structure-based drug design, several 7-aryl-2,4- diaminoquinazolines were discovered that have excellent sub-100 picomolar potency against bacterial DHFR. These compounds have good antibacterial activity especially on gram-positive pathogens including TMP-resistant strains.

Further Studies on the Synthesis of Quinazolines from 2-Fluorobenzonitriles

Recently, we reported that appropriately substituted 2-fluorobenzonitriles undergo cyclization with guanidine carbonate to afford 2,4-diaminoquinazolines usually in good to excellent yield.This paper describes the preparation of a variety of new 2,4-diaminoquinazolines substituted at positions five or seven.In addition, the reactions of selected 2-fluorobenzonitriles with formamidine acetate or acetamidine acetate were examined.The results obtained demonstrate that the analogous 4-amino- and 2-methyl-4-aminoquinazolines can be prepared by this approach but that yields are considerably lower than when guanidine carbonate is employed as the cyclization reagent.