Cas no 918145-48-9 (2-bromo-5-(3-bromopropyl)pyridine)

2-Bromo-5-(3-bromopropyl)pyridine is a brominated pyridine derivative featuring reactive bromine substituents at both the aromatic ring and the propyl side chain. This bifunctional compound serves as a versatile intermediate in organic synthesis, particularly in cross-coupling reactions, nucleophilic substitutions, and the construction of complex heterocyclic frameworks. Its dual reactivity enables selective functionalization at either the pyridine ring or the alkyl chain, offering flexibility in medicinal chemistry and materials science applications. The compound’s stability under standard conditions and well-defined reactivity profile make it a valuable building block for pharmaceutical and agrochemical research. Careful handling is advised due to its potential lachrymatory and irritant properties.
2-bromo-5-(3-bromopropyl)pyridine structure
918145-48-9 structure
Product Name:2-bromo-5-(3-bromopropyl)pyridine
CAS No:918145-48-9
MF:C8H9Br2N
MW:278.971760511398
CID:779394
PubChem ID:71427771
Update Time:2025-06-15

2-bromo-5-(3-bromopropyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • Pyridine, 2-bromo-5-(3-bromopropyl)-
    • 2-bromo-5-(3-bromopropyl)pyridine
    • SCHEMBL4590967
    • EN300-1894385
    • DTXSID20846508
    • WIILGEDIDYFKEN-UHFFFAOYSA-N
    • 918145-48-9
    • Inchi: 1S/C8H9Br2N/c9-5-1-2-7-3-4-8(10)11-6-7/h3-4,6H,1-2,5H2
    • InChI Key: WIILGEDIDYFKEN-UHFFFAOYSA-N
    • SMILES: BrCCCC1C=NC(=CC=1)Br

Computed Properties

  • Exact Mass: 278.90813g/mol
  • Monoisotopic Mass: 276.91017g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 108
  • 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: 3.3
  • Topological Polar Surface Area: 12.9?2

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Additional information on 2-bromo-5-(3-bromopropyl)pyridine

Professional Introduction to 2-bromo-5-(3-bromopropyl)pyridine (CAS No. 918145-48-9)

2-bromo-5-(3-bromopropyl)pyridine, a compound with the chemical identifier CAS No. 918145-48-9, is a significant molecule in the field of pharmaceutical and chemical research. This compound, characterized by its brominated pyridine backbone and propyl side chain, has garnered attention due to its versatile applications in synthetic chemistry and drug development. The presence of multiple bromine atoms makes it a valuable intermediate for various organic transformations, particularly in the synthesis of biologically active molecules.

The structure of 2-bromo-5-(3-bromopropyl)pyridine consists of a pyridine ring substituted at the 2-position with a bromine atom and at the 5-position with a 3-bromopropyl group. This specific arrangement imparts unique reactivity, making it an attractive candidate for further functionalization. The bromine atoms are highly reactive sites, facilitating nucleophilic substitution reactions, cross-coupling reactions, and other transformations that are crucial in medicinal chemistry.

In recent years, there has been a surge in research focused on developing novel therapeutic agents targeting various diseases. Among these efforts, small-molecule inhibitors have played a pivotal role. 2-bromo-5-(3-bromopropyl)pyridine has been utilized as a key building block in the synthesis of kinase inhibitors, which are essential in treating cancers and inflammatory diseases. The brominated pyridine moiety is particularly useful in constructing heterocyclic scaffolds that mimic natural product structures, enhancing binding affinity to biological targets.

One of the most compelling applications of 2-bromo-5-(3-bromopropyl)pyridine is in the development of antiviral agents. The compound's ability to undergo selective functionalization allows researchers to design molecules that can interfere with viral replication mechanisms. For instance, studies have shown that derivatives of this compound can inhibit the activity of viral proteases and polymerases, thereby reducing viral load in infected individuals. These findings have opened new avenues for the design of next-generation antiviral drugs.

The pharmaceutical industry has also explored the use of 2-bromo-5-(3-bromopropyl)pyridine in the synthesis of neuroactive compounds. Pyridine derivatives are known for their potential in modulating neurotransmitter systems, making them valuable candidates for treating neurological disorders such as Alzheimer's disease and Parkinson's disease. Researchers have leveraged the reactivity of this compound to create novel analogs with enhanced pharmacological properties, including improved bioavailability and reduced side effects.

Synthetic chemists have developed innovative methodologies to utilize CAS No. 918145-48-9 effectively in multi-step syntheses. For example, palladium-catalyzed cross-coupling reactions have been employed to introduce diverse functional groups onto the pyridine ring, expanding its utility as a scaffold for drug discovery. Additionally, transition-metal-catalyzed reactions have enabled the construction of complex molecular architectures with high precision, further demonstrating the compound's versatility.

The agrochemical sector has not been left behind in exploring the potential of 2-bromo-5-(3-bromopropyl)pyridine. Pyridine-based compounds are widely used as intermediates in the synthesis of pesticides and herbicides due to their ability to interact with biological targets in plants and pests. Researchers have modified this compound to develop environmentally friendly agrochemicals that offer effective pest control while minimizing ecological impact.

In conclusion, 2-bromo-5-(3-bromopropyl)pyridine (CAS No. 918145-48-9) is a multifaceted compound with significant applications across various domains of chemistry and biology. Its unique structural features and reactivity make it an invaluable tool for synthetic chemists and pharmaceutical researchers alike. As scientific understanding advances, it is likely that new applications for this compound will continue to emerge, further solidifying its importance in modern chemical research.

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