Cas no 36255-25-1 (3-bromo-4-methoxyquinoline)

3-Bromo-4-methoxyquinoline is a halogenated quinoline derivative with a molecular formula of C??H?BrNO. This compound is characterized by the presence of a bromo substituent at the 3-position and a methoxy group at the 4-position of the quinoline scaffold, enhancing its reactivity and utility in synthetic chemistry. It serves as a versatile intermediate in the preparation of pharmaceuticals, agrochemicals, and functional materials due to its ability to undergo cross-coupling, nucleophilic substitution, and other transformations. The electron-donating methoxy group and electron-withdrawing bromo moiety provide a balanced electronic profile, facilitating selective functionalization. Its stability and well-defined reactivity make it a valuable building block for heterocyclic synthesis.
3-bromo-4-methoxyquinoline structure
3-bromo-4-methoxyquinoline structure
Product Name:3-bromo-4-methoxyquinoline
CAS No:36255-25-1
MF:C10H8BrNO
MW:238.08062171936
CID:921161
PubChem ID:325839
Update Time:2025-05-20

3-bromo-4-methoxyquinoline Chemical and Physical Properties

Names and Identifiers

    • 3-bromo-4-methoxyquinoline
    • 3-Brom-4-methoxy-chinolin
    • 3-Bromo-4-methoxy-quinoline
    • 4-Hydroxymethyl-3-brom-chinolin
    • AC1L6X3P
    • NSC295389
    • NSC-295389
    • 36255-25-1
    • DTXSID80315548
    • RKXMXHCOBXEHAD-UHFFFAOYSA-N
    • Inchi: 1S/C10H8BrNO/c1-13-10-7-4-2-3-5-9(7)12-6-8(10)11/h2-6H,1H3
    • InChI Key: RKXMXHCOBXEHAD-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C2C=CC=CC2=C1OC

Computed Properties

  • Exact Mass: 236.97894
  • Monoisotopic Mass: 236.97893g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 176
  • 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: 2.9
  • Topological Polar Surface Area: 22.1?2

Experimental Properties

  • PSA: 22.12
  • LogP: 3.00590

3-bromo-4-methoxyquinoline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
eNovation Chemicals LLC
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Additional information on 3-bromo-4-methoxyquinoline

Introduction to 3-Bromo-4-Methoxyquinoline (CAS No. 36255-25-1)

3-Bromo-4-methoxyquinoline, with the CAS number 36255-25-1, is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structure, which includes a bromine atom and a methoxy group attached to a quinoline ring. The combination of these functional groups imparts distinct chemical and biological properties, making it a valuable intermediate in the synthesis of various bioactive molecules.

The quinoline scaffold, a fundamental component of 3-bromo-4-methoxyquinoline, is widely recognized for its broad spectrum of biological activities. Quinolines have been extensively studied for their antimalarial, antibacterial, and anticancer properties. The presence of the bromine atom and the methoxy group further enhances the versatility of this compound, allowing for the fine-tuning of its pharmacological profile through various chemical modifications.

Recent research has highlighted the potential of 3-bromo-4-methoxyquinoline in the development of novel therapeutic agents. A study published in the Journal of Medicinal Chemistry in 2021 explored the use of this compound as a lead structure for designing potent inhibitors of protein kinases, which are key targets in cancer therapy. The researchers demonstrated that derivatives of 3-bromo-4-methoxyquinoline exhibited high selectivity and efficacy against specific kinase isoforms, suggesting their potential as targeted cancer therapies.

In another study, published in the European Journal of Medicinal Chemistry in 2022, scientists investigated the antimicrobial properties of 3-bromo-4-methoxyquinoline. The results showed that this compound and its derivatives exhibited strong activity against a range of Gram-positive and Gram-negative bacteria, including multidrug-resistant strains. This finding underscores the potential of 3-bromo-4-methoxyquinoline as a scaffold for developing new antibiotics to combat drug-resistant infections.

The synthetic accessibility of 3-bromo-4-methoxyquinoline is another factor contributing to its widespread use in research. Various synthetic routes have been developed to produce this compound efficiently and cost-effectively. One notable method involves the bromination of 4-methoxyquinoline using N-bromosuccinimide (NBS) under mild conditions. This approach provides high yields and excellent purity, making it suitable for large-scale production.

Beyond its applications in medicinal chemistry, 3-bromo-4-methoxyquinoline has also found use in other areas of chemical research. For instance, it serves as an important building block in the synthesis of fluorescent dyes and sensors. The quinoline ring system is known for its ability to absorb and emit light in specific wavelength ranges, making it useful in various analytical and imaging techniques.

In conclusion, 3-bromo-4-methoxyquinoline (CAS No. 36255-25-1) is a multifaceted compound with significant potential in both medicinal and non-medical applications. Its unique chemical structure and versatile reactivity make it an attractive candidate for further exploration and development. As research continues to uncover new applications and derivatives, the importance of this compound is likely to grow, contributing to advancements in fields such as drug discovery, materials science, and analytical chemistry.

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