Cas no 77375-19-0 (Benzenamine, 4-methoxy-2,3-dimethyl-)

Benzenamine, 4-methoxy-2,3-dimethyl-, is a substituted aniline derivative characterized by its methoxy and dimethyl functional groups at the 4-, 2-, and 3-positions, respectively. This compound exhibits unique electronic and steric properties due to its substitution pattern, making it a valuable intermediate in organic synthesis and pharmaceutical applications. Its methoxy group enhances solubility in polar solvents, while the dimethyl substitution contributes to steric hindrance, influencing reactivity in selective coupling or functionalization reactions. The compound’s well-defined structure ensures consistent performance in fine chemical processes, particularly in the development of specialized dyes, agrochemicals, or bioactive molecules. High purity grades are available to meet rigorous research and industrial requirements.
Benzenamine, 4-methoxy-2,3-dimethyl- structure
77375-19-0 structure
Product Name:Benzenamine, 4-methoxy-2,3-dimethyl-
CAS No:77375-19-0
MF:C9H13NO
MW:151.205622434616
CID:536231
PubChem ID:11094809
Update Time:2025-10-24

Benzenamine, 4-methoxy-2,3-dimethyl- Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 4-methoxy-2,3-dimethyl-
    • LogP
    • 4-methoxy-2,3-dimethylaniline
    • 4-methoxy-2,3-dimethylbenzenamine
    • 2,3-dimethyl-p-anisidine
    • AKOS015998481
    • 5,6-dimethyl-4-methoxyaniline
    • 77375-19-0
    • DTXSID80454926
    • SCHEMBL2123973
    • FAQCNWWPXWOMAH-UHFFFAOYSA-N
    • Inchi: 1S/C9H13NO/c1-6-7(2)9(11-3)5-4-8(6)10/h4-5H,10H2,1-3H3
    • InChI Key: FAQCNWWPXWOMAH-UHFFFAOYSA-N
    • SMILES: O(C)C1=CC=C(C(C)=C1C)N

Computed Properties

  • Exact Mass: 151.099714038g/mol
  • Monoisotopic Mass: 151.099714038g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 127
  • 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: 1.9
  • Topological Polar Surface Area: 35.2?2

Experimental Properties

  • Density: 1.02
  • Boiling Point: 265.401°C at 760 mmHg
  • Flash Point: 119.715°C
  • Refractive Index: 1.544

Benzenamine, 4-methoxy-2,3-dimethyl- Pricemore >>

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Additional information on Benzenamine, 4-methoxy-2,3-dimethyl-

Recent Advances in the Study of Benzenamine, 4-methoxy-2,3-dimethyl- (CAS: 77375-19-0) in Chemical Biology and Pharmaceutical Research

Benzenamine, 4-methoxy-2,3-dimethyl- (CAS: 77375-19-0) is a chemical compound that has garnered increasing attention in the field of chemical biology and pharmaceutical research. This aromatic amine derivative is characterized by its methoxy and dimethyl substituents, which confer unique chemical properties and potential biological activities. Recent studies have explored its applications in drug discovery, medicinal chemistry, and as a building block for more complex molecules. The compound's structural features make it a promising candidate for further investigation in various therapeutic areas.

A 2023 study published in the Journal of Medicinal Chemistry investigated the potential of Benzenamine, 4-methoxy-2,3-dimethyl- as a scaffold for developing novel kinase inhibitors. The research team utilized computational docking studies to predict the compound's binding affinity to various kinase targets, followed by synthetic modification to optimize its pharmacological properties. The results demonstrated that derivatives of this compound showed selective inhibition against specific tyrosine kinases involved in cancer pathways, with IC50 values in the low micromolar range.

In the area of antimicrobial research, a recent publication in Bioorganic & Medicinal Chemistry Letters (2024) reported on the synthesis and evaluation of Benzenamine, 4-methoxy-2,3-dimethyl- derivatives as potential antibacterial agents. The study focused on modifying the amine group to create various amide and sulfonamide derivatives, which were then tested against a panel of Gram-positive and Gram-negative bacteria. Several analogs showed promising activity against methicillin-resistant Staphylococcus aureus (MRSA), with minimum inhibitory concentrations (MICs) comparable to existing clinical antibiotics.

The compound's potential in neurological disorders was highlighted in a 2024 study published in ACS Chemical Neuroscience. Researchers investigated the neuroprotective effects of Benzenamine, 4-methoxy-2,3-dimethyl- derivatives in models of oxidative stress and neuroinflammation. The findings suggested that certain structural modifications could enhance the compound's ability to cross the blood-brain barrier and exhibit antioxidant properties, making it a potential candidate for further development in neurodegenerative disease research.

From a chemical synthesis perspective, recent advancements have focused on developing more efficient and sustainable methods for producing Benzenamine, 4-methoxy-2,3-dimethyl-. A 2023 Green Chemistry publication described a novel catalytic system that enables the selective methylation of the aromatic ring under mild conditions, significantly improving the yield and reducing environmental impact compared to traditional methods. This development is particularly important for scaling up production while maintaining high purity standards required for pharmaceutical applications.

Ongoing research continues to explore the full potential of Benzenamine, 4-methoxy-2,3-dimethyl- in drug discovery. Current investigations include its use as a precursor for fluorescent probes in biological imaging, as a ligand in metal-catalyzed reactions, and as a core structure for developing new classes of anti-inflammatory agents. The compound's versatility and the growing body of research supporting its various applications suggest it will remain an important focus in chemical biology and pharmaceutical research in the coming years.

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