Cas no 1565690-82-5 ((2-Bromo-5-methylphenyl)methanesulfonamide)

(2-Bromo-5-methylphenyl)methanesulfonamide is a brominated aromatic sulfonamide compound with potential applications in pharmaceutical and agrochemical research. Its structure features a methanesulfonamide group attached to a bromo- and methyl-substituted phenyl ring, offering reactivity for further functionalization. The bromine substituent enhances its utility as an intermediate in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the methyl group can influence steric and electronic properties. The sulfonamide moiety provides versatility in medicinal chemistry, often serving as a bioisostere for carboxylic acids or amides. This compound is particularly valuable for synthesizing targeted molecules in drug discovery and material science due to its balanced reactivity and stability under standard conditions.
(2-Bromo-5-methylphenyl)methanesulfonamide structure
1565690-82-5 structure
Product Name:(2-Bromo-5-methylphenyl)methanesulfonamide
CAS No:1565690-82-5
MF:C8H10BrNO2S
MW:264.139500141144
MDL:MFCD26064689
CID:4606500
PubChem ID:112639833
Update Time:2025-06-13

(2-Bromo-5-methylphenyl)methanesulfonamide Chemical and Physical Properties

Names and Identifiers

    • (2-bromo-5-methylphenyl)methanesulfonamide
    • Z2738925364
    • (2-Bromo-5-methylphenyl)methanesulfonamide
    • MDL: MFCD26064689
    • Inchi: 1S/C8H10BrNO2S/c1-6-2-3-8(9)7(4-6)5-13(10,11)12/h2-4H,5H2,1H3,(H2,10,11,12)
    • InChI Key: RJHLNEPAKYBNEL-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C)C=C1CS(N)(=O)=O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 260
  • XLogP3: 1.5
  • Topological Polar Surface Area: 68.5

Experimental Properties

  • Density: 1.6±0.1 g/cm3
  • Boiling Point: 409.9±47.0 °C at 760 mmHg
  • Flash Point: 201.7±29.3 °C
  • Vapor Pressure: 0.0±1.0 mmHg at 25°C

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(2-Bromo-5-methylphenyl)methanesulfonamide Related Literature

Additional information on (2-Bromo-5-methylphenyl)methanesulfonamide

Introduction to (2-Bromo-5-methylphenyl)methanesulfonamide (CAS No. 1565690-82-5)

Compound with the CAS number 1565690-82-5 and the product name (2-Bromo-5-methylphenyl)methanesulfonamide represents a significant area of interest in the field of chemical and pharmaceutical research. This compound, characterized by its unique molecular structure, has garnered attention due to its potential applications in various scientific domains. The presence of both bromine and methyl substituents on the phenyl ring, coupled with the methanesulfonamide functional group, imparts distinct chemical properties that make it a valuable candidate for further exploration.

The molecular structure of (2-Bromo-5-methylphenyl)methanesulfonamide consists of a phenyl ring substituted at the 2-position with a bromine atom and at the 5-position with a methyl group. The methanesulfonamide moiety is attached to the ring, contributing to its overall reactivity and utility. This specific arrangement of atoms endows the compound with a set of characteristics that are both challenging and intriguing for researchers.

In recent years, there has been a growing interest in exploring the pharmacological properties of aromatic sulfonamides. The sulfonamide group is well-known for its role in medicinal chemistry, particularly due to its presence in numerous drugs that have demonstrated efficacy in treating various diseases. The introduction of halogen substituents, such as bromine, can further modulate the pharmacokinetic and pharmacodynamic properties of these compounds, making them more suitable for specific therapeutic applications.

One of the most compelling aspects of (2-Bromo-5-methylphenyl)methanesulfonamide is its potential as a building block for more complex molecules. Researchers have been leveraging this compound to synthesize novel derivatives that exhibit enhanced biological activity. For instance, studies have shown that modifications at the bromine and methyl positions can significantly alter the binding affinity and selectivity of sulfonamides towards target enzymes and receptors.

The synthesis of (2-Bromo-5-methylphenyl)methanesulfonamide involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Advanced synthetic methodologies, including cross-coupling reactions and nucleophilic substitutions, have been employed to construct the desired molecular framework. These synthetic strategies not only highlight the compound's complexity but also showcase the advancements in synthetic organic chemistry that enable such intricate constructions.

Recent research has begun to uncover the biological significance of this compound. Studies have indicated that derivatives of sulfonamides can exhibit antimicrobial, anti-inflammatory, and even anticancer properties. The specific arrangement of substituents in (2-Bromo-5-methylphenyl)methanesulfonamide may contribute to its ability to interact with biological targets in unique ways, potentially leading to new therapeutic interventions.

The chemical reactivity of (2-Bromo-5-methylphenyl)methanesulfonamide also makes it a valuable tool for mechanistic studies. Researchers are investigating how this compound behaves under various conditions, which could provide insights into broader chemical principles. Understanding these reaction mechanisms is crucial for developing more efficient synthetic routes and for predicting the behavior of related compounds.

In conclusion, (2-Bromo-5-methylphenyl)methanesulfonamide (CAS No. 1565690-82-5) represents a fascinating subject of study in chemical biology and pharmaceutical chemistry. Its unique structure and reactivity offer numerous opportunities for further research, potentially leading to new applications in medicine and materials science. As our understanding of this compound continues to grow, so too will its significance in advancing scientific knowledge.

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