Cas no 1624262-06-1 ((2-Bromopyridin-4-yl)(phenyl)methanamine)

(2-Bromopyridin-4-yl)(phenyl)methanamine is a brominated pyridine derivative featuring a phenyl-substituted methanamine group, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its key structural attributes include a reactive bromine atom at the 2-position of the pyridine ring, enabling further functionalization via cross-coupling reactions such as Suzuki or Buchwald-Hartwig couplings. The phenylmethanamine moiety enhances its utility in medicinal chemistry, particularly in the development of bioactive molecules. This compound is valued for its stability, well-defined reactivity, and compatibility with diverse synthetic transformations, making it suitable for applications in ligand design, drug discovery, and material science. Proper handling under inert conditions is recommended due to its sensitivity.
(2-Bromopyridin-4-yl)(phenyl)methanamine structure
1624262-06-1 structure
Product Name:(2-Bromopyridin-4-yl)(phenyl)methanamine
CAS No:1624262-06-1
MF:C12H11BrN2
MW:263.133141756058
CID:3164179
PubChem ID:86280204
Update Time:2025-06-10

(2-Bromopyridin-4-yl)(phenyl)methanamine Chemical and Physical Properties

Names and Identifiers

    • (2-Bromopyridin-4-yl)(phenyl)methanamine
    • 1624262-06-1
    • AKOS024464492
    • MDL: MFCD28125594
    • Inchi: 1S/C12H11BrN2/c13-11-8-10(6-7-15-11)12(14)9-4-2-1-3-5-9/h1-8,12H,14H2
    • InChI Key: UCNTZLPVZOLGNW-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CN=1)C(C1C=CC=CC=1)N

Computed Properties

  • Exact Mass: 262.01056Da
  • Monoisotopic Mass: 262.01056Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 192
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.4
  • Topological Polar Surface Area: 38.9?2

(2-Bromopyridin-4-yl)(phenyl)methanamine Pricemore >>

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Additional information on (2-Bromopyridin-4-yl)(phenyl)methanamine

Introduction to (2-Bromopyridin-4-yl)(phenyl)methanamine and Its Significance in Modern Chemical Research

(2-Bromopyridin-4-yl)(phenyl)methanamine, with the CAS number 1624262-06-1, is a compound of significant interest in the field of pharmaceutical and chemical research. This molecule, featuring a brominated pyridine core linked to a phenyl group via a methanamine moiety, has garnered attention due to its versatile structural properties and potential applications in drug development.

The< strong> bromopyridine moiety is a key structural feature that contributes to the compound's reactivity and interaction with biological targets. Pyridine derivatives are widely recognized for their role in medicinal chemistry, often serving as pharmacophores in various therapeutic agents. The presence of a< strong> bromine atom at the 2-position of the pyridine ring enhances its electrophilicity, making it a valuable intermediate in synthetic chemistry. This property allows for further functionalization, enabling the creation of more complex molecules with tailored biological activities.

The< strong> phenyl group attached through the methanamine linkage provides additional stability and influences the electronic properties of the molecule. Phenyl rings are commonly found in biologically active compounds due to their ability to participate in hydrophobic interactions and π-stacking, which are crucial for binding to biological targets. The combination of these two aromatic systems in< strong> (2-Bromopyridin-4-yl)(phenyl)methanamine creates a scaffold that is both structurally diverse and functionally rich.

In recent years, there has been growing interest in developing small-molecule inhibitors targeting various kinases and other enzymes involved in cancer metabolism. The< strong> bromopyridin-4-yl moiety, in particular, has been explored as a key component in kinase inhibitors due to its ability to mimic ATP binding pockets. Studies have shown that pyridine-based inhibitors can effectively disrupt signaling pathways by inhibiting key enzymes such as tyrosine kinases, which are overexpressed in many cancers.

One notable area of research involving< strong> (2-Bromopyridin-4-yl)(phenyl)methanamine is its potential application as an intermediate in the synthesis of antiviral agents. The bromine atom at the 2-position of the pyridine ring allows for cross-coupling reactions with various nucleophiles, enabling the introduction of diverse functional groups. These reactions are pivotal in constructing complex molecular architectures that can interact with viral proteases and other essential viral enzymes.

The compound's< strong> phenyl-methanamine structure also suggests its utility in developing neurokinin receptor antagonists. Neurokinin receptors are involved in various physiological processes, including pain perception and inflammation. Inhibitors targeting these receptors have shown promise in treating conditions such as migraine and chronic pain syndromes. The< strong> bromopyridin-4-yl moiety's ability to modulate receptor activity makes it an attractive scaffold for further derivatization.

The synthesis of< strong> (2-Bromopyridin-4-yl)(phenyl)methanamine involves multi-step organic transformations that highlight its synthetic versatility. The bromination of pyridine derivatives is a well-established method for introducing electrophilic centers, while cross-coupling reactions such as Suzuki or Buchwald-Hartwig couplings allow for the introduction of phenyl groups. These synthetic strategies are not only efficient but also scalable, making< strong> (2-Bromopyridin-4-yl)(phenyl)methanamine accessible for further research and development.

In conclusion, the compound< strong> (2-Bromopyridin-4-yl)(phenyl)methanamine, CAS number 1624262-06-1, represents a promising candidate for drug discovery and chemical research. Its unique structural features, including the< strong> bromopyridine,< strong> phenyl, and methanamine moieties, provide a rich platform for exploring new therapeutic agents. As research continues to uncover new applications and synthetic methodologies, this compound is poised to play a significant role in advancing pharmaceutical science.

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