Cas no 814255-84-0 ((5-bromothiophen-3-yl)methyl(methyl)amine)

(5-Bromothiophen-3-yl)methyl(methyl)amine is a brominated thiophene derivative featuring a methylamine substituent at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The bromine atom at the 5-position enhances reactivity for cross-coupling reactions, such as Suzuki or Stille couplings, enabling further functionalization. The methyl(methyl)amine moiety introduces potential bioactivity, making it valuable for medicinal chemistry applications. Its well-defined structure and stability under standard conditions ensure consistent performance in synthetic workflows. This compound is particularly useful for researchers exploring thiophene-based scaffolds in drug discovery or material science.
(5-bromothiophen-3-yl)methyl(methyl)amine structure
814255-84-0 structure
Product Name:(5-bromothiophen-3-yl)methyl(methyl)amine
CAS No:814255-84-0
MF:C6H8BrNS
MW:206.103419303894
CID:2135873
PubChem ID:43432000
Update Time:2025-05-20

(5-bromothiophen-3-yl)methyl(methyl)amine Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-N-methyl-3-Thiophenemethanamine
    • 814255-84-0
    • Z401703212
    • 5-bromo-N-methyl-3-Thiophenemethan amine
    • UVWDMQNZHCWKDY-UHFFFAOYSA-N
    • [(5-bromothiophen-3-yl)methyl](methyl)amine
    • 1-(5-bromothiophen-3-yl)-N-methylmethanamine
    • DA-37655
    • AKOS009380400
    • EN300-54596
    • (5-bromothiophen-3-ylmethyl)methylamine
    • PHB25584
    • G45212
    • SCHEMBL1749710
    • (5-bromothiophen-3-yl)methyl(methyl)amine
    • Inchi: 1S/C6H8BrNS/c1-8-3-5-2-6(7)9-4-5/h2,4,8H,3H2,1H3
    • InChI Key: UVWDMQNZHCWKDY-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CS1)CNC

Computed Properties

  • Exact Mass: 204.95608Da
  • Monoisotopic Mass: 204.95608Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 89.1
  • 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
  • Topological Polar Surface Area: 40.3?2

(5-bromothiophen-3-yl)methyl(methyl)amine Security Information

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Additional information on (5-bromothiophen-3-yl)methyl(methyl)amine

Introduction to (5-bromothiophen-3-yl)methyl(methyl)amine and Its Significance in Modern Chemical Research

(5-bromothiophen-3-yl)methyl(methyl)amine, with the CAS number 814255-84-0, is a compound of significant interest in the field of pharmaceutical chemistry and organic synthesis. This heterocyclic amine features a thiophene ring substituted with a bromine atom at the 5-position and an amine group at the 3-position, connected to a methyl group. The unique structural framework of this compound makes it a versatile intermediate in the synthesis of more complex molecules, particularly in the development of novel therapeutic agents.

The< strong> thiophene core of (5-bromothiophen-3-yl)methyl(methyl)amine is a well-known scaffold in medicinal chemistry due to its presence in numerous biologically active compounds. Thiophenes are known for their stability, aromaticity, and ability to interact with biological targets such as enzymes and receptors. The introduction of a< strong> bromine atom at the 5-position enhances the reactivity of the molecule, making it more suitable for further functionalization through cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings. These reactions are pivotal in constructing carbon-carbon bonds, which are essential for creating complex drug molecules.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors targeting various diseases. (5-bromothiophen-3-yl)methyl(methyl)amine has emerged as a valuable building block in this endeavor. For instance, studies have demonstrated its utility in synthesizing kinase inhibitors, which play a crucial role in cancer therapy. The< strong> amine functionality in this compound allows for further derivatization, enabling the creation of molecules with specific binding affinities to target proteins. This flexibility has made it a popular choice among researchers looking to develop personalized medicine approaches.

The< strong> pharmaceutical industry has shown particular interest in thiophene derivatives due to their broad spectrum of biological activities. (5-bromothiophen-3-yl)methyl(methyl)amine has been explored in the synthesis of compounds with potential applications in treating neurological disorders, infectious diseases, and inflammation. One notable area of research involves using this compound to develop novel antiviral agents. The structural features of thiophene derivatives are believed to contribute to their ability to disrupt viral replication mechanisms, offering hope for new treatments against emerging pathogens.

Advances in synthetic methodologies have further enhanced the appeal of (5-bromothiophen-3-yl)methyl(methyl)amine as a research tool. Modern techniques such as flow chemistry and microwave-assisted synthesis have enabled faster and more efficient production of this compound, reducing costs and improving yields. These innovations have made it more accessible for academic and industrial researchers to explore its potential applications without significant hurdles.

The< strong> chemical properties of (5-bromothiophen-3-yl)methyl(methyl)amine also make it a valuable candidate for material science applications. Thiophene derivatives are known for their electronic properties, which make them suitable for use in organic semiconductors and conductive polymers. Researchers are investigating how incorporating this compound into materials can enhance their performance in applications such as flexible electronics and solar cells.

In conclusion, (5-bromothiophen-3-yl)methyl(methyl)amine is a multifaceted compound with significant implications across various fields of chemical research. Its unique structural features and reactivity make it an indispensable tool for synthesizing complex molecules with potential therapeutic benefits. As research continues to uncover new applications for thiophene derivatives, compounds like this one will undoubtedly play a crucial role in shaping the future of pharmaceuticals and materials science.

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