Cas no 1289048-18-5 (3-Bromo-5-(4-methylpiperidin-1-yl)pyridine)

3-Bromo-5-(4-methylpiperidin-1-yl)pyridine is a brominated pyridine derivative featuring a 4-methylpiperidine substitution at the 5-position. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical research. Its bromine moiety offers a reactive site for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the methylpiperidine group enhances solubility and bioavailability. The structural rigidity of the pyridine core contributes to its stability, making it suitable for high-temperature reactions. This compound is valued for its potential in developing bioactive molecules, including kinase inhibitors and CNS-targeting agents, due to its balanced lipophilicity and hydrogen-bonding capacity.
3-Bromo-5-(4-methylpiperidin-1-yl)pyridine structure
1289048-18-5 structure
Product Name:3-Bromo-5-(4-methylpiperidin-1-yl)pyridine
CAS No:1289048-18-5
MF:C11H15BrN2
MW:255.154201745987
MDL:MFCD19544059
CID:2102579
Update Time:2025-06-15

3-Bromo-5-(4-methylpiperidin-1-yl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-5-(4-methylpiperidin-1-yl)pyridine
    • MDL: MFCD19544059
    • Inchi: 1S/C11H15BrN2/c1-9-2-4-14(5-3-9)11-6-10(12)7-13-8-11/h6-9H,2-5H2,1H3
    • InChI Key: JYOPKRQEOOYXCL-UHFFFAOYSA-N
    • SMILES: C1=NC=C(N2CCC(C)CC2)C=C1Br

3-Bromo-5-(4-methylpiperidin-1-yl)pyridine Pricemore >>

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Additional information on 3-Bromo-5-(4-methylpiperidin-1-yl)pyridine

Recent Advances in the Study of 3-Bromo-5-(4-methylpiperidin-1-yl)pyridine (CAS: 1289048-18-5) in Chemical Biology and Pharmaceutical Research

The compound 3-Bromo-5-(4-methylpiperidin-1-yl)pyridine (CAS: 1289048-18-5) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This heterocyclic compound, characterized by its brominated pyridine core and 4-methylpiperidin-1-yl substituent, has shown promising potential in various therapeutic applications. Recent studies have focused on its synthesis, structural optimization, and biological activity, particularly in the context of kinase inhibition and central nervous system (CNS) targeting.

One of the key areas of interest is the role of 3-Bromo-5-(4-methylpiperidin-1-yl)pyridine as a versatile intermediate in medicinal chemistry. Its unique structure allows for further functionalization, making it a valuable scaffold for the development of novel kinase inhibitors. Recent publications have highlighted its utility in the synthesis of compounds targeting protein kinases involved in cancer and inflammatory diseases. For instance, a 2023 study demonstrated its efficacy as a precursor in the development of selective JAK2 inhibitors, which are critical for treating myeloproliferative disorders.

In addition to its applications in kinase inhibition, this compound has also been explored for its potential in CNS drug discovery. The 4-methylpiperidin-1-yl moiety is known to enhance blood-brain barrier (BBB) penetration, a desirable property for drugs targeting neurological conditions. Recent preclinical studies have investigated derivatives of 3-Bromo-5-(4-methylpiperidin-1-yl)pyridine for their ability to modulate neurotransmitter receptors, such as serotonin and dopamine receptors, suggesting potential applications in treating psychiatric and neurodegenerative disorders.

From a synthetic chemistry perspective, advancements in the preparation of 3-Bromo-5-(4-methylpiperidin-1-yl)pyridine have been reported, with a focus on improving yield and purity. Novel catalytic methods, including palladium-catalyzed cross-coupling reactions, have been employed to streamline its production. These methodological improvements are critical for scaling up synthesis and ensuring the compound's availability for further biological evaluation.

Looking ahead, the continued exploration of 3-Bromo-5-(4-methylpiperidin-1-yl)pyridine and its derivatives holds great promise for drug discovery. Future research directions may include further structural optimization to enhance selectivity and potency, as well as in-depth pharmacological profiling to assess its therapeutic potential. Collaborative efforts between academic and industrial researchers will be essential to translate these findings into clinically viable treatments.

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