Cas no 1240528-67-9 (2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide)

2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide is a heterocyclic organic compound featuring a fused imidazopyridine core with an amine functional group at the 6-position. The hydrobromide salt form enhances its stability and solubility, making it suitable for synthetic and pharmaceutical applications. This compound serves as a valuable intermediate in medicinal chemistry, particularly in the development of bioactive molecules targeting neurological and inflammatory pathways. Its rigid aromatic structure contributes to strong binding affinity in receptor interactions. The high purity and well-defined crystalline nature of the hydrobromide salt ensure consistent performance in research and industrial processes. Its synthetic versatility allows for further functionalization, expanding its utility in drug discovery.
2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide structure
1240528-67-9 structure
Product Name:2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide
CAS No:1240528-67-9
MF:C8H10BrN3
MW:228.08910036087
CID:5050751
Update Time:2026-02-28

2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide Chemical and Physical Properties

Names and Identifiers

    • 2-methylimidazo[1,2-a]pyridin-6-amine hydrobromide
    • NE58468
    • 2-methylimidazo[1,2-a]pyridin-6-amine;hydrobromide
    • Z1262327512
    • 2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide
    • Inchi: 1S/C8H9N3.BrH/c1-6-4-11-5-7(9)2-3-8(11)10-6;/h2-5H,9H2,1H3;1H
    • InChI Key: RWEYGBUDAZUPEH-UHFFFAOYSA-N
    • SMILES: Br.N12C=C(C=CC1=NC(C)=C2)N

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 148
  • Topological Polar Surface Area: 43.3

Experimental Properties

  • Melting Point: 229-231 °C

2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide Security Information

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Additional information on 2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide

Introduction to 2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide (CAS No. 1240528-67-9)

2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide, with the chemical formula C9H10N2HBr, is a significant compound in the field of pharmaceutical chemistry and drug discovery. This compound belongs to the imidazopyridine class, a heterocyclic structure that has garnered considerable attention due to its diverse biological activities and potential therapeutic applications. The inclusion of a hydrobromide salt form enhances its solubility and bioavailability, making it a valuable intermediate in the synthesis of more complex pharmacological agents.

The CAS number 1240528-67-9 uniquely identifies this chemical entity, ensuring precise documentation and communication within scientific and industrial settings. The imidazopyridine scaffold is particularly noteworthy for its role in medicinal chemistry, as it can serve as a core structure for developing molecules with antimicrobial, anti-inflammatory, and anticancer properties. The presence of an amine group at the 6-position and a methyl substituent at the 2-position further modulates its pharmacological profile, contributing to its interest in ongoing research.

Recent advancements in computational chemistry and molecular modeling have highlighted the structural features of 2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide that contribute to its interactions with biological targets. Studies indicate that the compound can engage with enzymes and receptors involved in critical metabolic pathways, suggesting its potential as a lead compound for drug development. For instance, modifications to the imidazopyridine ring have been shown to influence binding affinity and selectivity, which are pivotal factors in optimizing drug candidates for clinical use.

In the context of modern drug discovery, imidazopyridine derivatives are under extensive investigation due to their ability to modulate protein-protein interactions and signal transduction pathways. The amine group at the 6-position of this compound provides a site for further functionalization, enabling the synthesis of analogs with tailored biological activities. Researchers have leveraged this flexibility to explore derivatives with enhanced potency and reduced toxicity profiles, aligning with current trends toward precision medicine.

The hydrobromide salt form of 2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide offers practical advantages in pharmaceutical formulations. Improved solubility facilitates intravenous administration and enhances passive diffusion across biological membranes, which is crucial for achieving therapeutic efficacy. Additionally, the stability of the hydrobromide salt under various storage conditions makes it a reliable choice for industrial-scale production and clinical trials.

Current research in this domain has revealed promising applications of imidazopyridine-based compounds in addressing unmet medical needs. For example, studies have demonstrated their potential in inhibiting kinases associated with cancer progression, as well as their role in modulating immune responses. The methyl substituent at the 2-position has been identified as a key structural determinant that influences metabolic stability and pharmacokinetic properties, guiding further optimization efforts.

The synthesis of 2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide involves multi-step organic reactions that highlight the ingenuity of synthetic chemists in constructing complex heterocyclic frameworks. Techniques such as cyclization reactions followed by nucleophilic substitution have been employed to introduce the desired functional groups while maintaining high yields and purity standards. These synthetic strategies are integral to producing sufficient quantities for preclinical testing and eventual commercialization.

The pharmaceutical industry continues to invest in exploring novel scaffolds like imidazopyridines due to their versatility and historical success in drug development. 2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide, with its well-documented chemical properties and potential biological relevance, exemplifies how structural innovation can yield compounds with significant therapeutic value. As research progresses, collaborations between academia and industry will be essential to translate these findings into viable treatments for patients worldwide.

In conclusion,2-Methylimidazo[1,2-a]pyridin-6-amine hydrobromide (CAS No. 1240528-67-9) represents a compelling subject of study within pharmaceutical chemistry. Its unique structural features combined with emerging data on its biological activities position it as a promising candidate for further exploration. The continued development of this compound underscores the importance of heterocyclic chemistry in addressing contemporary challenges in medicine and highlights the contributions of researchers dedicated to advancing human health through innovative science.

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