Cas no 1346537-10-7 (5-Bromo-2-(dimethylamino)nicotinonitrile)

5-Bromo-2-(dimethylamino)nicotinonitrile is a brominated nicotinonitrile derivative featuring a dimethylamino substituent at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its reactive bromine and cyano groups enable selective functionalization, while the dimethylamino moiety enhances solubility and reactivity in cross-coupling reactions. The compound is valued for its potential in constructing heterocyclic frameworks, such as pyridine-based scaffolds, which are prevalent in bioactive molecules. High purity and stability under standard conditions make it suitable for rigorous synthetic applications. Its structural features facilitate further derivatization, supporting research in medicinal chemistry and material science.
5-Bromo-2-(dimethylamino)nicotinonitrile structure
1346537-10-7 structure
Product Name:5-Bromo-2-(dimethylamino)nicotinonitrile
CAS No:1346537-10-7
MF:C8H8BrN3
MW:226.073220252991
CID:1033499
PubChem ID:71303664
Update Time:2025-10-30

5-Bromo-2-(dimethylamino)nicotinonitrile Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-(dimethylamino)nicotinonitrile
    • 5-bromo-2-(dimethylamino)pyridine-3-carbonitrile
    • 5-Bromo-2-dimethylamino-nicotinonitrile
    • 1346537-10-7
    • SCHEMBL17591613
    • DB-206763
    • F73104
    • DTXSID70745072
    • MFCD19688659
    • Inchi: 1S/C8H8BrN3/c1-12(2)8-6(4-10)3-7(9)5-11-8/h3,5H,1-2H3
    • InChI Key: QLFQVUVFUBVXGW-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C(C#N)=C1)N(C)C

Computed Properties

  • Exact Mass: 224.99016g/mol
  • Monoisotopic Mass: 224.99016g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 196
  • 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: 1.7
  • Topological Polar Surface Area: 39.9?2

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Additional information on 5-Bromo-2-(dimethylamino)nicotinonitrile

5-Bromo-2-(dimethylamino)nicotinonitrile (CAS No. 1346537-10-7): An Overview of Its Properties and Applications

5-Bromo-2-(dimethylamino)nicotinonitrile (CAS No. 1346537-10-7) is a synthetic organic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, including medicinal chemistry and materials science. This compound is characterized by its bromine substitution on the pyridine ring and the presence of a dimethylamino group, which imparts specific chemical and biological properties.

The molecular formula of 5-Bromo-2-(dimethylamino)nicotinonitrile is C9H9BrN2, with a molecular weight of approximately 219.08 g/mol. The compound is typically synthesized through a series of well-defined chemical reactions, including bromination and amination steps. Its synthesis involves the reaction of 5-bromonicotinonitrile with dimethylamine, resulting in the formation of the desired product.

5-Bromo-2-(dimethylamino)nicotinonitrile has been the subject of extensive research due to its potential as a building block in the development of novel pharmaceuticals. The presence of the bromine atom and the dimethylamino group provides opportunities for further functionalization, making it a valuable intermediate in drug discovery and development processes. Recent studies have explored its use as a precursor for the synthesis of compounds with anti-inflammatory, antiviral, and anticancer properties.

In the field of medicinal chemistry, 5-Bromo-2-(dimethylamino)nicotinonitrile has shown promise as a lead compound for the development of new therapeutic agents. For instance, researchers have investigated its derivatives for their ability to inhibit specific enzymes involved in disease pathways. One notable study published in the Journal of Medicinal Chemistry reported that certain derivatives of 5-Bromo-2-(dimethylamino)nicotinonitrile exhibited potent inhibitory activity against protein kinases, which are key targets in cancer therapy.

Beyond its applications in medicinal chemistry, 5-Bromo-2-(dimethylamino)nicotinonitrile has also been explored for its potential in materials science. The unique electronic properties conferred by its chemical structure make it an attractive candidate for use in organic electronics and photovoltaic devices. Studies have shown that derivatives of this compound can be used to enhance the performance of organic solar cells by improving charge transport and stability.

The physical properties of 5-Bromo-2-(dimethylamino)nicotinonitrile, such as its solubility and thermal stability, are important considerations for both research and industrial applications. It is generally soluble in common organic solvents such as dimethyl sulfoxide (DMSO), dimethylformamide (DMF), and acetonitrile, which facilitates its use in various chemical reactions and analytical techniques. Additionally, its thermal stability allows it to be handled under standard laboratory conditions without significant degradation.

Safety is a critical aspect when working with any chemical compound, and 5-Bromo-2-(dimethylamino)nicotinonitrile is no exception. While it is not classified as a hazardous material, proper handling procedures should be followed to ensure safe use. This includes wearing appropriate personal protective equipment (PPE) such as gloves and goggles, working in a well-ventilated area, and disposing of waste materials according to local regulations.

In conclusion, 5-Bromo-2-(dimethylamino)nicotinonitrile (CAS No. 1346537-10-7) is a versatile compound with significant potential in both medicinal chemistry and materials science. Its unique chemical structure provides opportunities for further functionalization and application development, making it an important molecule for researchers and industry professionals alike. Ongoing research continues to uncover new possibilities for this compound, contributing to advancements in various scientific fields.

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