Cas no 1196146-05-0 (4-bromo-3-ethynylpyridine)

4-Bromo-3-ethynylpyridine is a versatile heterocyclic compound featuring both bromo and ethynyl functional groups, making it a valuable intermediate in organic synthesis and pharmaceutical research. The bromo substituent facilitates further functionalization via cross-coupling reactions (e.g., Suzuki or Heck reactions), while the ethynyl group enables click chemistry applications, such as Huisgen cycloaddition. This compound is particularly useful in the development of biologically active molecules, agrochemicals, and materials science due to its rigid pyridine core and reactive sites. Its stability under standard conditions and compatibility with diverse reaction conditions enhance its utility in multi-step synthetic pathways. Suitable for use in medicinal chemistry and ligand design.
4-bromo-3-ethynylpyridine structure
4-bromo-3-ethynylpyridine structure
Product Name:4-bromo-3-ethynylpyridine
CAS No:1196146-05-0
MF:C7H4BrN
MW:182.017360687256
CID:2616371
PubChem ID:23436886
Update Time:2025-09-28

4-bromo-3-ethynylpyridine Chemical and Physical Properties

Names and Identifiers

    • 4-bromo-3-ethynylpyridine
    • SCHEMBL5700448
    • 1196146-05-0
    • AB69055
    • Inchi: 1S/C7H4BrN/c1-2-6-5-9-4-3-7(6)8/h1,3-5H
    • InChI Key: ZGDNGZMBBCLAES-UHFFFAOYSA-N
    • SMILES: BrC1C=CN=CC=1C#C

Computed Properties

  • Exact Mass: 180.95271Da
  • Monoisotopic Mass: 180.95271Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 135
  • 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: 1.8
  • Topological Polar Surface Area: 12.9?2

4-bromo-3-ethynylpyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1708683-100mg
4-Bromo-3-ethynylpyridine
1196146-05-0 98%
100mg
¥2002.00 2024-08-09
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1708683-250mg
4-Bromo-3-ethynylpyridine
1196146-05-0 98%
250mg
¥3108.00 2024-08-09
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1708683-1g
4-Bromo-3-ethynylpyridine
1196146-05-0 98%
1g
¥8450.00 2024-08-09

4-bromo-3-ethynylpyridine Related Literature

Additional information on 4-bromo-3-ethynylpyridine

Introduction to 4-Bromo-3-Ethynylpyridine (CAS No. 1196146-05-0)

4-Bromo-3-ethynylpyridine (CAS No. 1196146-05-0) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique bromo and ethynyl functionalities, has shown promise in various applications, particularly in the synthesis of bioactive molecules and drug discovery.

The molecular structure of 4-bromo-3-ethynylpyridine consists of a pyridine ring with a bromine atom at the 4-position and an ethynyl group at the 3-position. The presence of these functional groups imparts distinct chemical properties, making it a valuable intermediate in synthetic pathways. The bromo group can serve as a leaving group in substitution reactions, while the ethynyl group can undergo various transformations, such as hydrolysis, reduction, and coupling reactions.

Recent studies have highlighted the potential of 4-bromo-3-ethynylpyridine in the development of novel therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that this compound can be used as a key intermediate in the synthesis of potent inhibitors of protein kinases, which are implicated in various diseases, including cancer and inflammatory disorders. The ability to fine-tune the structure through functional group manipulation allows for the optimization of pharmacological properties, such as potency, selectivity, and bioavailability.

In addition to its role in medicinal chemistry, 4-bromo-3-ethynylpyridine has been explored for its applications in materials science. Research conducted at the University of California, Berkeley, revealed that this compound can be used to synthesize conjugated polymers with tunable electronic properties. These polymers have potential applications in organic electronics, such as organic field-effect transistors (OFETs) and organic photovoltaic (OPV) devices.

The synthetic accessibility of 4-bromo-3-ethynylpyridine is another factor contributing to its widespread use. Several efficient synthetic routes have been developed to produce this compound on both laboratory and industrial scales. One notable method involves the Sonogashira coupling reaction between 4-bromopyridine and an appropriate terminal alkyne, followed by deprotection if necessary. This method is highly versatile and can be adapted to incorporate various substituents on the pyridine ring or the ethynyl group.

The safety and environmental impact of 4-bromo-3-ethynylpyridine are also important considerations. While it is not classified as a hazardous material under current regulations, proper handling and storage practices should be followed to ensure workplace safety. It is recommended to use personal protective equipment (PPE) such as gloves and goggles when handling this compound to minimize exposure risks.

In conclusion, 4-bromo-3-ethynylpyridine (CAS No. 1196146-05-0) is a multifaceted compound with significant potential in both medicinal chemistry and materials science. Its unique chemical structure and synthetic versatility make it an invaluable tool for researchers aiming to develop novel therapeutic agents and advanced materials. As research continues to advance, it is likely that new applications for this compound will emerge, further solidifying its importance in the scientific community.

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