Cas no 98858-10-7 (N-Methyl-1H-imidazo4,5-cpyridin-4-amine)

N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine is a heterocyclic organic compound featuring a fused imidazole-pyridine core structure. This scaffold is of significant interest in medicinal chemistry due to its potential as a pharmacophore in drug discovery. The N-methyl substitution enhances metabolic stability while retaining the compound's ability to participate in hydrogen bonding and π-stacking interactions, making it a versatile intermediate for designing biologically active molecules. Its rigid bicyclic framework offers conformational restraint, which can improve target binding affinity and selectivity. The compound is particularly useful in the synthesis of kinase inhibitors, antiviral agents, and other therapeutic candidates requiring a nitrogen-rich aromatic system.
N-Methyl-1H-imidazo4,5-cpyridin-4-amine structure
98858-10-7 structure
Product Name:N-Methyl-1H-imidazo4,5-cpyridin-4-amine
CAS No:98858-10-7
MF:C7H8N4
MW:148.16522026062
MDL:MFCD18808140
CID:802095
PubChem ID:44280775
Update Time:2025-10-29

N-Methyl-1H-imidazo4,5-cpyridin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 3H-Imidazo[4,5-c]pyridin-4-amine,N-methyl-
    • 1H-Imidazo[4,5-c]pyridin-4-amine,N-methyl-(9CI)
    • CHEMBL33315
    • 1H-Imidazo[4,5-c]pyridin-4-amine, N-methyl-
    • DS-18838
    • N-METHYL-1H-IMIDAZO[4,5-C]PYRIDIN-4-AMINE
    • EN300-364279
    • O12026
    • AKOS027420120
    • 98858-10-7
    • N-Methyl-1H-imidazo4,5-cpyridin-4-amine
    • MDL: MFCD18808140
    • Inchi: 1S/C7H8N4/c1-8-7-6-5(2-3-9-7)10-4-11-6/h2-4H,1H3,(H,8,9)(H,10,11)
    • InChI Key: HYPBCFYXQPRGHA-UHFFFAOYSA-N
    • SMILES: N1C=NC2C(=NC=CC1=2)NC

Computed Properties

  • Exact Mass: 148.074896272g/mol
  • Monoisotopic Mass: 148.074896272g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 138
  • 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: 0.7
  • Topological Polar Surface Area: 53.6?2

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Additional information on N-Methyl-1H-imidazo4,5-cpyridin-4-amine

Introduction to N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine (CAS No. 98858-10-7)

N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine, a compound with the chemical identifier CAS No. 98858-10-7, is a heterocyclic organic molecule that has garnered significant attention in the field of pharmaceutical research and development. This compound belongs to the imidazopyridine class, a structural motif known for its diverse biological activities and potential therapeutic applications.

The structural framework of N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine consists of an imidazole ring fused with a pyridine ring, with a methyl group and an amine functional group at specific positions. This unique configuration contributes to its distinct chemical properties and biological interactions. The presence of the amine group at the 4-position enhances its reactivity, making it a valuable scaffold for further chemical modifications and derivatization.

In recent years, there has been a growing interest in imidazopyridine derivatives due to their potential as pharmacological agents. Studies have demonstrated that these compounds exhibit a wide range of biological activities, including antimicrobial, anti-inflammatory, and anticancer properties. The< strong>N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine molecule has been investigated for its ability to interact with various biological targets, making it a promising candidate for drug discovery.

One of the most compelling aspects of N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine is its versatility in medicinal chemistry. Researchers have explored its potential as a lead compound for the development of novel therapeutic agents. By leveraging its structural features, scientists have designed derivatives with enhanced potency and selectivity. These modifications have led to the identification of compounds with improved pharmacokinetic profiles and reduced side effects.

The synthesis of N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic methodologies have been employed to optimize yield and purity. Techniques such as catalytic hydrogenation, nucleophilic substitution, and cyclization reactions are commonly used in the preparation of this compound. The efficiency of these synthetic routes has been crucial in enabling large-scale production for research and industrial applications.

Recent advancements in computational chemistry have further facilitated the study of N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine. Molecular modeling techniques have been used to predict binding interactions with biological targets, providing insights into its mechanism of action. These computational studies have complemented experimental approaches, allowing researchers to design more effective derivatives with targeted biological activities.

The pharmacological evaluation of N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine has revealed several interesting findings. In vitro studies have shown that this compound exhibits inhibitory effects on various enzymes and receptors relevant to human health. For instance, it has been found to modulate pathways involved in inflammation and cancer progression. These findings have prompted further investigation into its potential as a therapeutic agent.

In vivo studies have also provided valuable insights into the biological activity of N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine. Animal models have been used to assess its efficacy and safety profile in treating diseases such as cancer and inflammatory disorders. The results from these studies have highlighted the compound's promise as a lead candidate for drug development. Additionally, pharmacokinetic studies have evaluated its absorption, distribution, metabolism, and excretion (ADME) properties, providing critical data for optimizing therapeutic dosages.

The future direction of research on N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine is likely to focus on expanding its therapeutic applications and improving its pharmacological properties. Efforts are underway to develop more potent derivatives with enhanced selectivity and reduced toxicity. Collaborative efforts between academic institutions and pharmaceutical companies are expected to accelerate the translation of these findings into clinical applications.

In conclusion, N-Methyl-1H-imidazo[4,5-c]pyridin-4-amine (CAS No. 98858-10-7) is a versatile heterocyclic compound with significant potential in pharmaceutical research. Its unique structural features and biological activities make it a valuable scaffold for drug discovery. Advances in synthetic chemistry, computational modeling, and pharmacological evaluation continue to drive innovation in this field. As research progresses, this compound is poised to contribute to the development of novel therapeutic agents that address unmet medical needs.

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