2,4-Dichloro Quinazoline (CAS 607-68-1)

Uses:

• Pharmaceutical Synthesis:
• Building Block:A fundamental starting material for synthesizing novel therapeutic agents.
• Drug Development:Used to create compounds with potential anti-cancer (e.g., EGFR inhibitors), antibacterial, antiviral, antifungal, anti-inflammatory, and antihypertensive properties.
• Example:Used to make 4-amino-2-(piperazin-1-yl)-quinazolines, a class of antihypertensive drugs.
• Agrochemicals:Utilized in the production of pesticides and other agricultural chemicals.
• Dyes & Materials:Employed in the development of new dyes and functional materials.
• Research:A vital tool in medicinal chemistry to explore new treatments for various diseases by modifying its structure to target specific enzymes or pathways.
• High Reactivity:The two chlorine atoms at positions 2 and 4 are readily replaced by other groups (like amines) through nucleophilic substitution, allowing chemists to easily attach diverse functionalities.
• Quinazoline Core:The quinazoline ring system itself is a privileged scaffold in medicinal chemistry, found in many FDA-approved drugs, making 2,4-dichloroquinazoline a valuable precursor.

Applications:

• Pharmaceutical Intermediates:It’s a crucial building block for creating complex quinazoline-based drugs and compounds with potential therapeutic benefits, including anti-Alzheimer’s, anti-diabetic, and antipsychotic agents.
• Medicinal Chemistry Scaffold:Its two reactive chlorine atoms allow for sequential, site-specific (regioselective) substitutions, enabling chemists to attach different chemical groups (like amines) to create libraries of novel compounds for drug discovery.
• Anticancer Drug Synthesis:Derivatives are explored as inhibitors of various cancer pathways, such as epidermal growth factor receptor (EGFR) and neddylation pathways, targeting gastric, breast, and lung cancers.
• Cardiovascular Drugs:Specific derivatives, like prazosin and doxazosin (alpha-blockers for hypertension), are synthesized from substituted 2,4-dichloroquinazolines.
• Agrochemicals:Quinazoline derivatives also find use in developing pesticides and other agrochemical products.
• Chemists perform Nucleophilic Aromatic Substitution (SAr) on 2,4-dichloroquinazoline, often substituting the chlorine at the 4-position first, followed by modifications at the 2-position, to build bioactive molecules. 

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