Cas no 109467-00-7 (2-Amino-5-methylbenzaldehyde)

2-Amino-5-methylbenzaldehyde is a versatile aromatic aldehyde compound featuring both an amino and a formyl functional group on a methyl-substituted benzene ring. Its molecular structure (C8H9NO) makes it a valuable intermediate in organic synthesis, particularly in the preparation of heterocyclic compounds, pharmaceuticals, and agrochemicals. The presence of reactive functional groups allows for selective modifications, enabling applications in coupling reactions, Schiff base formation, and coordination chemistry. The compound exhibits moderate stability under standard conditions but should be stored in a cool, dry environment to prevent degradation. Its purity and consistent performance make it suitable for research and industrial-scale processes requiring precise chemical transformations.
2-Amino-5-methylbenzaldehyde structure
2-Amino-5-methylbenzaldehyde structure
Product Name:2-Amino-5-methylbenzaldehyde
CAS No:109467-00-7
MF:C8H9NO
MW:135.163161993027
MDL:MFCD10696883
CID:1087603
PubChem ID:13891190
Update Time:2025-06-14

2-Amino-5-methylbenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-5-methylbenzaldehyde
    • 2-amino-5-methyl-benzaldehyde
    • 5-methyl-2-aminobenzaldehyde
    • AB58438
    • ACMC-20mcb8
    • AGN-PC-00OCK6
    • Benzaldehyde, 2-amino-5-methyl-
    • CTK0G2417
    • DTXSID40551920
    • CS-0440763
    • SCHEMBL3384426
    • 109467-00-7
    • DA-15626
    • AKOS006342410
    • MDL: MFCD10696883
    • Inchi: 1S/C8H9NO/c1-6-2-3-8(9)7(4-6)5-10/h2-5H,9H2,1H3
    • InChI Key: WUTVUNYCKGJXHV-UHFFFAOYSA-N
    • SMILES: O=CC1C=C(C)C=CC=1N

Computed Properties

  • Exact Mass: 135.068413911g/mol
  • Monoisotopic Mass: 135.068413911g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 124
  • 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: 1.3
  • Topological Polar Surface Area: 43.1?2

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Additional information on 2-Amino-5-methylbenzaldehyde

Recent Advances in the Study of 2-Amino-5-methylbenzaldehyde (CAS: 109467-00-7) in Chemical Biology and Pharmaceutical Research

2-Amino-5-methylbenzaldehyde (CAS: 109467-00-7) is a key intermediate in the synthesis of various bioactive compounds and pharmaceuticals. Recent studies have highlighted its significance in the development of novel therapeutic agents, particularly in the fields of oncology, neurology, and infectious diseases. This research briefing aims to provide an overview of the latest advancements related to this compound, focusing on its chemical properties, synthetic applications, and biological activities.

One of the most notable developments in the use of 2-Amino-5-methylbenzaldehyde is its role in the synthesis of Schiff base ligands, which have demonstrated potent antimicrobial and anticancer properties. A 2023 study published in the Journal of Medicinal Chemistry revealed that derivatives of this compound exhibit strong inhibitory effects against multi-drug resistant bacterial strains, including MRSA. The study also highlighted the compound's ability to chelate metal ions, which enhances its therapeutic potential.

In the field of oncology, researchers have explored the use of 2-Amino-5-methylbenzaldehyde as a precursor for the development of small-molecule inhibitors targeting specific cancer pathways. A recent Nature Communications article (2024) reported that this compound serves as a scaffold for designing inhibitors of the PI3K/AKT/mTOR pathway, which is frequently dysregulated in various cancers. The study demonstrated that these inhibitors significantly reduced tumor growth in preclinical models, with minimal off-target effects.

Another area of interest is the compound's potential in neurodegenerative disease research. A 2023 study in ACS Chemical Neuroscience investigated the neuroprotective effects of 2-Amino-5-methylbenzaldehyde derivatives. The findings suggested that these compounds could mitigate oxidative stress and inflammation in neuronal cells, offering a promising avenue for the treatment of Alzheimer's and Parkinson's diseases. The study also emphasized the need for further pharmacokinetic and toxicological evaluations to assess their clinical applicability.

From a synthetic chemistry perspective, recent advancements have focused on optimizing the production of 2-Amino-5-methylbenzaldehyde to improve yield and purity. A 2024 Organic Process Research & Development paper detailed a novel catalytic method that reduces the use of hazardous reagents and minimizes waste generation. This green chemistry approach aligns with the growing demand for sustainable pharmaceutical manufacturing practices.

In conclusion, 2-Amino-5-methylbenzaldehyde (CAS: 109467-00-7) continues to be a versatile and valuable compound in chemical biology and pharmaceutical research. Its applications span antimicrobial, anticancer, and neuroprotective therapies, with ongoing studies exploring its full potential. Future research should focus on translational studies to bridge the gap between laboratory findings and clinical applications, ensuring that this compound can contribute to the development of next-generation therapeutics.

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