Cas no 1250115-39-9 (6-bromo-1H-imidazo4,5-bpyridin-2-amine)

6-Bromo-1H-imidazo[4,5-b]pyridin-2-amine is a heterocyclic organic compound featuring a fused imidazole and pyridine core, substituted with a bromine atom at the 6-position and an amino group at the 2-position. This structure lends itself to applications in pharmaceutical and agrochemical research, particularly as a versatile intermediate in the synthesis of biologically active molecules. Its bromine substituent enhances reactivity for further functionalization via cross-coupling reactions, while the amino group offers a handle for derivatization. The compound’s rigid aromatic scaffold contributes to its stability, making it suitable for use in medicinal chemistry and material science. High purity grades are available to ensure reproducibility in synthetic applications.
6-bromo-1H-imidazo4,5-bpyridin-2-amine structure
1250115-39-9 structure
Product Name:6-bromo-1H-imidazo4,5-bpyridin-2-amine
CAS No:1250115-39-9
MF:C6H5BrN4
MW:213.034699201584
CID:4564630
Update Time:2025-11-02

6-bromo-1H-imidazo4,5-bpyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-6-bromo-3H-imidazo[4,5-b]pyridine
    • 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine
    • 3H-Imidazo[4,5-b]pyridin-2-amine, 6-bromo-
    • 6-bromo-1H-imidazo4,5-bpyridin-2-amine
    • Inchi: 1S/C6H5BrN4/c7-3-1-4-5(9-2-3)11-6(8)10-4/h1-2H,(H3,8,9,10,11)
    • InChI Key: GORQWQZKRKREQI-UHFFFAOYSA-N
    • SMILES: C12NC(N)=NC1=CC(Br)=CN=2

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Additional information on 6-bromo-1H-imidazo4,5-bpyridin-2-amine

Comprehensive Guide to 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine (CAS No. 1250115-39-9): Properties, Applications, and Market Insights

6-bromo-1H-imidazo[4,5-b]pyridin-2-amine (CAS No. 1250115-39-9) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This brominated imidazopyridine derivative serves as a crucial building block in medicinal chemistry, particularly in the development of kinase inhibitors and other bioactive molecules. Its unique molecular structure, featuring both imidazole and pyridine rings, makes it an attractive scaffold for drug discovery.

The compound's chemical formula is C6H5BrN4, with a molecular weight of 213.04 g/mol. Researchers frequently search for "6-bromo-1H-imidazo[4,5-b]pyridin-2-amine synthesis" and "CAS 1250115-39-9 applications" as this compound plays a pivotal role in developing treatments for various diseases. Recent studies highlight its potential in creating anticancer agents and anti-inflammatory drugs, aligning with current pharmaceutical trends focusing on targeted therapies.

In the context of drug discovery, 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine serves as a versatile intermediate. Its bromine substituent at the 6-position allows for further functionalization through cross-coupling reactions, making it valuable for structure-activity relationship studies. The growing interest in "imidazopyridine-based drugs" reflects the compound's importance in modern medicinal chemistry, particularly in developing JAK inhibitors and BTK inhibitors that are revolutionizing autoimmune disease treatments.

The global market for pharmaceutical intermediates like 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine is experiencing steady growth, driven by increasing R&D investments in small molecule therapeutics. Many researchers inquire about "CAS 1250115-39-9 suppliers" and "6-bromo-1H-imidazo[4,5-b]pyridin-2-amine price," indicating strong demand from both academic institutions and pharmaceutical companies. The compound's stability and synthetic versatility contribute to its popularity among medicinal chemists.

From a synthetic chemistry perspective, 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine can be prepared through various routes, with researchers often searching for "optimized synthesis of 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine." The most common methods involve cyclization of appropriately substituted pyridine derivatives followed by bromination. Recent advances in green chemistry have led to more sustainable production methods, addressing environmental concerns in pharmaceutical manufacturing.

The compound's physicochemical properties make it particularly interesting for drug development. Its moderate lipophilicity (predicted LogP ~1.5) and presence of hydrogen bond donors/acceptors contribute to good drug-like properties. These characteristics explain why searches for "6-bromo-1H-imidazo[4,5-b]pyridin-2-amine solubility" and "CAS 1250115-39-9 stability" are common among formulation scientists working on preclinical development.

In agrochemical research, derivatives of 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine have shown promise as potential plant growth regulators and pest control agents. The agricultural chemical industry's growing focus on sustainable crop protection solutions has increased interest in this compound's potential applications. Researchers frequently explore "imidazopyridine agrochemicals" and "brominated heterocycles in agriculture" when investigating novel active ingredients.

The intellectual property landscape surrounding 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine is rapidly evolving, with numerous patents filed for its derivatives in recent years. This reflects the compound's importance in innovative drug development and explains why "CAS 1250115-39-9 patents" is a trending search term among IP professionals and medicinal chemists alike.

Quality control of 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine is crucial for its applications, leading to frequent searches for "CAS 1250115-39-9 HPLC methods" and "6-bromo-1H-imidazo[4,5-b]pyridin-2-amine purity standards." Advanced analytical techniques including LC-MS and NMR spectroscopy are typically employed to ensure the compound meets the stringent requirements of pharmaceutical research.

Looking ahead, 6-bromo-1H-imidazo[4,5-b]pyridin-2-amine (CAS No. 1250115-39-9) is poised to maintain its significance in medicinal chemistry and material science. As the pharmaceutical industry continues to explore targeted therapies and personalized medicine, this versatile building block will likely play an increasingly important role in developing next-generation therapeutics. Its unique structural features and synthetic accessibility ensure its continued relevance in scientific research and industrial applications.

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