Cas no 67092-20-0 (2,8-Dichloroquinazoline)

2,8-Dichloroquinazoline is a halogenated quinazoline derivative widely utilized as a versatile intermediate in organic synthesis and pharmaceutical research. Its dichloro-substituted quinazoline core provides reactive sites for further functionalization, enabling the synthesis of complex heterocyclic compounds. This compound is particularly valued for its role in the development of biologically active molecules, including potential therapeutic agents. Its stability and well-defined reactivity make it suitable for controlled modifications under various reaction conditions. Researchers favor 2,8-Dichloroquinazoline for its consistent purity and compatibility with cross-coupling and nucleophilic substitution reactions, facilitating efficient scaffold diversification in medicinal chemistry and material science applications.
2,8-Dichloroquinazoline structure
2,8-Dichloroquinazoline structure
Product Name:2,8-Dichloroquinazoline
CAS No:67092-20-0
MF:C8H4Cl2N2
MW:199.036759376526
MDL:MFCD13193682
CID:820329
Update Time:2025-05-22

2,8-Dichloroquinazoline Chemical and Physical Properties

Names and Identifiers

    • 2,8-Dichloroquinazoline
    • 2,8-Dichloro-quinazoline
    • LogP
    • quinazoline, 2,8-dichloro-
    • FCH1163601
    • AX8167239
    • AB0057352
    • ST24027388
    • Z5015
    • MDL: MFCD13193682
    • Inchi: 1S/C8H4Cl2N2/c9-6-3-1-2-5-4-11-8(10)12-7(5)6/h1-4H
    • InChI Key: JLCHUDPERPLJPI-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC2=CN=C(N=C21)Cl

Computed Properties

  • Exact Mass: 197.97532
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 165
  • Topological Polar Surface Area: 25.8

Experimental Properties

  • PSA: 25.78

2,8-Dichloroquinazoline Security Information

2,8-Dichloroquinazoline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Fluorochem
227897-250mg
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67092-20-0 95%
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£42.00 2022-02-28
Fluorochem
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£127.00 2022-02-28
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TRC
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Chemenu
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Chemenu
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Additional information on 2,8-Dichloroquinazoline

Recent Advances in the Application of 2,8-Dichloroquinazoline (CAS: 67092-20-0) in Chemical Biology and Pharmaceutical Research

2,8-Dichloroquinazoline (CAS: 67092-20-0) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This quinazoline derivative serves as a key intermediate in the synthesis of various biologically active molecules, particularly those targeting protein kinases and other enzymes involved in disease pathways. Recent studies have highlighted its potential as a scaffold for developing novel therapeutics, especially in oncology and infectious diseases.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 2,8-Dichloroquinazoline in the design of selective kinase inhibitors. Researchers utilized this compound as a core structure to develop a series of derivatives with potent activity against EGFR (Epidermal Growth Factor Receptor) mutants, which are implicated in non-small cell lung cancer. The study reported IC50 values in the nanomolar range for several optimized compounds, suggesting promising therapeutic potential.

In the field of antimicrobial research, a team from the University of Cambridge recently (2024) explored the use of 2,8-Dichloroquinazoline derivatives as novel antibacterial agents. Their work, published in ACS Infectious Diseases, showed that certain modifications to the quinazoline core resulted in compounds with significant activity against drug-resistant strains of Staphylococcus aureus. The mechanism of action was attributed to interference with bacterial folate biosynthesis, a pathway distinct from current antibiotics.

From a synthetic chemistry perspective, advances in the functionalization of 2,8-Dichloroquinazoline have been particularly noteworthy. A 2024 Nature Communications paper described a novel palladium-catalyzed cross-coupling strategy that enables selective modification at either the 2- or 8-position of the quinazoline ring. This methodological breakthrough significantly expands the chemical space accessible from this versatile building block.

The pharmaceutical industry has shown increasing interest in 2,8-Dichloroquinazoline-based compounds, with several candidates currently in preclinical development. Notably, a derivative targeting JAK-STAT signaling pathways has shown promise in autoimmune disease models, while another series has demonstrated neuroprotective effects in Parkinson's disease models. These developments underscore the compound's potential across multiple therapeutic areas.

Looking forward, research on 2,8-Dichloroquinazoline appears poised for continued growth. Emerging areas of investigation include its application in PROTAC (PROteolysis TArgeting Chimera) technology and as a fluorescent probe for biological imaging. The compound's unique chemical properties and demonstrated biological activities suggest it will remain an important tool in chemical biology and drug discovery efforts for years to come.

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