Cas no 1260821-25-7 (Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate)

Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate is a halogenated quinoline derivative with significant utility in pharmaceutical and agrochemical research. Its key structural features—bromo and chloro substituents at the 6, 4, and 7 positions, along with an ethyl ester at the 3-position—enhance its reactivity, making it a versatile intermediate for synthesizing complex heterocyclic compounds. The electron-withdrawing halogens improve electrophilic substitution potential, while the ester group facilitates further functionalization. This compound is particularly valuable in medicinal chemistry for developing bioactive molecules, including potential antimicrobial or anticancer agents. Its high purity and stability under standard conditions ensure reliable performance in synthetic applications.
Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate structure
1260821-25-7 structure
Product Name:Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate
CAS No:1260821-25-7
MF:C12H8BrCl2NO2
MW:349.007420539856
MDL:MFCD16036872
CID:2092476
PubChem ID:75530088
Update Time:2025-10-05

Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate
    • Ethyl 6-bromo-4,7-dichloro-quinoline-3-carboxylate
    • 1260821-25-7
    • AKOS024463450
    • SB72851
    • DA-33715
    • CS-0443421
    • MFCD16036872
    • Ethyl6-bromo-4,7-dichloroquinoline-3-carboxylate
    • MDL： MFCD16036872
    • Inchi： 1S/C12H8BrCl2NO2/c1-2-18-12(17)7-5-16-10-4-9(14)8(13)3-6(10)11(7)15/h3-5H,2H2,1H3
    • InChI Key： WAXSWJMMSJALHU-UHFFFAOYSA-N
    • SMILES： BrC1C(=CC2C(C=1)=C(C(C(=O)OCC)=CN=2)Cl)Cl

Computed Properties

  • Exact Mass: 346.91155g/mol
  • Monoisotopic Mass: 346.91155g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 319
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.4
  • Topological Polar Surface Area: 39.2?2

Experimental Properties

  • Color/Form: NA
  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 411.9±40.0 °C at 760 mmHg
  • Flash Point: 220.9±31.5 °C

Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate Security Information

Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate Pricemore >>

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Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate Related Literature

Additional information on Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate

Ethyl 6-Bromo-4,7-Dichloroquinoline-3-Carboxylate: A Comprehensive Overview

Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate (CAS No. 1260821-25-7) is a highly specialized organic compound that has garnered significant attention in the fields of pharmaceutical research and materials science. This compound belongs to the quinoline derivative family, which is known for its versatile applications in drug development and advanced materials. The Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate structure is characterized by a quinoline ring system with substituents at positions 3, 4, 6, and 7, making it a unique member of this chemical class.

The quinoline derivatives have been extensively studied due to their potential as pharmacophores in various therapeutic areas. Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate, in particular, has been investigated for its role in anti-cancer drug design. Recent studies have highlighted its ability to inhibit specific kinase enzymes, which are crucial in the signaling pathways of cancer cells. This makes it a promising candidate for the development of targeted therapies.

One of the key features of Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate is its structural flexibility. The presence of bromine and chlorine substituents at positions 6 and 4/7, respectively, introduces electronic variations that can be exploited to modulate bioactivity. Researchers have also explored the influence of these substituents on the compound's solubility and permeability, which are critical factors for drug delivery systems.

From a synthetic perspective, the preparation of Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate involves multi-step organic synthesis techniques. The process typically begins with the synthesis of quinoline derivatives followed by functionalization at specific positions. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses of this compound.

In terms of applications beyond pharmaceuticals, Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate has shown potential in optoelectronic materials. Its conjugated π-system allows for electronic transitions that are valuable in light-emitting diodes (LEDs) and photovoltaic devices. Researchers are actively exploring its use as a building block for organic semiconductors.

Moreover, the compound's stability under various conditions has been a focal point of recent studies. Understanding its degradation pathways is essential for both its therapeutic applications and industrial uses. Preliminary findings suggest that Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate exhibits moderate stability under physiological conditions but may degrade under harsher chemical environments.

The exploration of Ethyl 6-bromo-4,7-dichloroquinoline-3-carboxylate continues to expand into new territories as researchers uncover its multifaceted properties. With ongoing advancements in computational chemistry and experimental techniques, this compound is poised to play a significant role in future innovations across diverse scientific domains.

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