Cas no 1001500-52-2 ((4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine)

(4-Bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine is a brominated pyrazole derivative featuring a methylamine substituent at the 5-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of the bromine atom enhances its reactivity for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The methylamine moiety offers additional opportunities for derivatization, making it valuable for constructing complex heterocyclic scaffolds. Its well-defined structure and high purity ensure consistent performance in synthetic applications. This compound is particularly useful in medicinal chemistry for the design of biologically active molecules targeting various therapeutic areas.
(4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine structure
1001500-52-2 structure
Product Name:(4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine
CAS No:1001500-52-2
MF:C6H10BrN3
MW:204.06769990921
MDL:MFCD04969716
CID:3059263
PubChem ID:7017560
Update Time:2025-06-09

(4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine Chemical and Physical Properties

Names and Identifiers

    • (4-Bromo-2-methyl-2H-pyrazol-3-ylmethyl)-methyl-amine
    • (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine
    • EN300-2980578
    • AKOS000309851
    • CS-0245008
    • 1001500-52-2
    • 4-Bromo-N,1-dimethyl-1H-pyrazole-5-methanamine
    • 1-(4-bromo-2-methylpyrazol-3-yl)-N-methylmethanamine
    • STK312364
    • DTXSID301247242
    • 1-(4-bromo-1-methyl-1H-pyrazol-5-yl)-N-methylmethanamine
    • (4-bromo-2-methyl-2 h-pyrazol-3-ylmethyl)-methyl-amine
    • [(4-bromo-1-methyl-1H-pyrazol-5-yl)methyl](methyl)amine
    • 1H-Pyrazole-5-methanamine, 4-bromo-N,1-dimethyl-
    • MDL: MFCD04969716
    • Inchi: 1S/C6H10BrN3/c1-8-4-6-5(7)3-9-10(6)2/h3,8H,4H2,1-2H3
    • InChI Key: ARLPRHAVUSVMMO-UHFFFAOYSA-N
    • SMILES: BrC1C=NN(C)C=1CNC

Computed Properties

  • Exact Mass: 203.00581Da
  • Monoisotopic Mass: 203.00581Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 109
  • 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: 0.3
  • Topological Polar Surface Area: 29.9?2

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Additional information on (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine

Introduction to (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine and Its Significance in Modern Chemical Biology

(4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine, CAS no. 1001500-52-2) is a specialized organic compound that has garnered significant attention in the field of chemical biology due to its unique structural properties and potential applications in drug discovery and molecular research. This compound belongs to the pyrazole class of heterocyclic aromatic compounds, which are widely recognized for their diverse biological activities and roles in medicinal chemistry.

The molecular structure of (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine features a pyrazole ring substituted with a bromine atom at the 4-position and a methyl group at the 1-position, further functionalized with a methyl(methyl)amine side chain. This specific arrangement of functional groups makes it a versatile intermediate in the synthesis of more complex molecules, particularly in the development of novel therapeutic agents.

In recent years, there has been a growing interest in pyrazole derivatives due to their broad spectrum of biological activities. These compounds have been investigated for their potential roles as kinase inhibitors, antiviral agents, and anti-inflammatory drugs. The presence of the bromine atom in (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine enhances its reactivity, making it an attractive building block for further chemical modifications.

One of the most compelling aspects of (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine is its utility in the synthesis of small-molecule inhibitors targeting various disease-related proteins. For instance, studies have demonstrated its effectiveness in modulating the activity of protein kinases, which are key enzymes involved in signal transduction pathways associated with cancer and inflammatory diseases. The bromine substituent allows for easy coupling with other molecules via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, facilitating the construction of more intricate molecular architectures.

The pharmaceutical industry has been particularly interested in leveraging pyrazole derivatives for their potential as drug candidates. (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine serves as a valuable precursor in the synthesis of novel compounds that exhibit promising pharmacological properties. Recent advancements in computational chemistry and high-throughput screening have further enhanced the ability to rapidly identify and optimize derivatives of this compound for therapeutic applications.

Moreover, the structural features of (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine make it an excellent candidate for use in fragment-based drug design. This approach involves identifying small molecules that bind to specific regions of target proteins and then using these fragments as starting points for the development of more potent and selective inhibitors. The bromine atom provides a handle for further derivatization, allowing chemists to fine-tune the properties of these fragments to improve their binding affinity and selectivity.

In academic research, (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine has been employed in various studies aimed at understanding the mechanisms of action of different biological pathways. Its ability to interact with protein targets has made it a useful tool for investigating enzyme function and signal transduction processes. These studies not only contribute to our fundamental understanding of biological systems but also provide insights that can inform the development of new therapeutic strategies.

The synthesis of (4-bromo-1-methyl-1H-pyrazol-5-yl)methyl(methyl)amine) involves multi-step organic reactions that highlight its complexity and synthetic challenge. The process typically begins with the preparation of halogenated pyrazole intermediates, followed by functional group transformations such as alkylation and amination. Advanced synthetic techniques, including palladium-catalyzed cross-coupling reactions, are often employed to achieve high yields and purity.

The versatility of (4-bromo-1-methyl-1H-pyrazol-5-ylylmethylethyl)methanamine) extends beyond its role as an intermediate in drug synthesis. It has also been utilized in materials science research, where its structural motifs contribute to the development of novel polymers and coordination complexes with unique properties. These applications underscore the broad utility of pyrazole derivatives across multiple scientific disciplines.

In conclusion, (4-bromo-lmetyl-lH-pyrrolle-l)-ylmethylene-(methylene)methanarnine, CAS no. 1001500-S2-S2), is a multifaceted compound with significant potential in chemical biology and pharmaceutical research. Its unique structural features and reactivity make it an invaluable tool for synthesizing complex molecules with therapeutic applications. As research continues to uncover new biological targets and synthetic methodologies, the importance of this compound is expected to grow even further.

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