Cas no 1416438-38-4 (3-bromo-5-methoxy-quinoline)

3-Bromo-5-methoxy-quinoline is a halogenated quinoline derivative characterized by a bromine substituent at the 3-position and a methoxy group at the 5-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The bromine moiety offers reactivity for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the methoxy group enhances electron density, influencing regioselectivity in further modifications. Its stable quinoline core ensures compatibility with a range of reaction conditions. This compound is valued for its structural utility in constructing complex heterocyclic systems with potential biological activity.
3-bromo-5-methoxy-quinoline structure
3-bromo-5-methoxy-quinoline structure
Product Name:3-bromo-5-methoxy-quinoline
CAS No:1416438-38-4
MF:C10H8BrNO
MW:238.08062171936
MDL:MFCD22690582
CID:1016127
PubChem ID:23159764
Update Time:2025-10-30

3-bromo-5-methoxy-quinoline Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-5-methoxyquinoline
    • 3-bromo-5-methoxy-quinoline
    • ZWDNTOJIDPGGDV-UHFFFAOYSA-N
    • AMY26167
    • DTXSID80631114
    • MFCD22690582
    • AKOS016842644
    • CS-0144185
    • AS-41438
    • DB-252388
    • 1416438-38-4
    • SCHEMBL2204145
    • A885606
    • SB70384
    • Quinoline, 3-bromo-5-methoxy-
    • MDL: MFCD22690582
    • Inchi: 1S/C10H8BrNO/c1-13-10-4-2-3-9-8(10)5-7(11)6-12-9/h2-6H,1H3
    • InChI Key: ZWDNTOJIDPGGDV-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C2C=CC=C(C2=C1)OC

Computed Properties

  • Exact Mass: 236.97893g/mol
  • 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

3-bromo-5-methoxy-quinoline Pricemore >>

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Additional information on 3-bromo-5-methoxy-quinoline

Comprehensive Overview of 3-Bromo-5-Methoxy-Quinoline (CAS No. 1416438-38-4): Properties, Applications, and Industry Insights

3-Bromo-5-methoxy-quinoline (CAS No. 1416438-38-4) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This brominated quinoline derivative is characterized by its unique molecular structure, combining a methoxy group at the 5-position and a bromine atom at the 3-position of the quinoline scaffold. Such structural features make it a valuable intermediate in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents.

The compound's CAS registry number 1416438-38-4 ensures precise identification in chemical databases, while its systematic name, 3-bromo-5-methoxyquinoline, reflects its IUPAC nomenclature. Researchers frequently search for "3-bromo-5-methoxy-quinoline synthesis" or "quinoline derivatives applications," highlighting its relevance in modern organic chemistry. Recent studies have explored its role in drug discovery pipelines, especially in targeting inflammatory pathways and cancer cell proliferation.

From a physicochemical perspective, 3-bromo-5-methoxy-quinoline exhibits moderate solubility in polar organic solvents like dimethyl sulfoxide (DMSO) and dichloromethane, which is critical for its handling in laboratory settings. Its molecular weight (238.08 g/mol) and melting point (reported between 120-125°C) are frequently queried by synthetic chemists optimizing reaction conditions. The compound's UV-Vis absorption spectrum also makes it useful in fluorescence-based assays, a trending topic in high-throughput screening technologies.

In the context of green chemistry—a hot topic in 2024—researchers are investigating catalytic bromination methods to produce 3-bromo-5-methoxy-quinoline with reduced waste. Searches for "sustainable quinoline synthesis" have surged by 40% year-over-year, reflecting industry shifts toward eco-friendly protocols. Additionally, the compound's potential in material science, such as in organic semiconductors, aligns with growing interest in flexible electronics.

Quality control of CAS No. 1416438-38-4 typically involves HPLC purity analysis and 1H/13C NMR verification, as emphasized in recent publications. Suppliers often highlight "≥98% purity" as a key selling point, addressing demand from contract research organizations (CROs). The compound's stability under nitrogen atmosphere storage conditions is another frequently discussed aspect in chemical forums.

Looking ahead, 3-bromo-5-methoxy-quinoline continues to inspire innovation across disciplines. Its adaptability in cross-coupling reactions (e.g., Suzuki-Miyaura) positions it as a cornerstone in medicinal chemistry, while emerging applications in bioconjugation techniques open new avenues for diagnostic probe development. As the scientific community prioritizes structure-activity relationship (SAR) studies, this compound remains a focal point for rational drug design.

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