Cas no 1032943-41-1 (4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine)

4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine is a heterocyclic compound featuring a pyrazolo[3,4-c]pyridine core substituted with a bromine atom at the 4-position and a methyl group at the 1-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of biologically active molecules. The bromine substituent enhances reactivity for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling precise structural modifications. Its rigid fused-ring system contributes to stability while maintaining synthetic versatility. The compound is commonly utilized in medicinal chemistry research for the design of kinase inhibitors and other therapeutic agents. Proper handling under inert conditions is recommended due to its sensitivity to moisture and air.
4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine structure
1032943-41-1 structure
Product Name:4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine
CAS No:1032943-41-1
MF:C7H6BrN3
MW:212.046639919281
MDL:MFCD16250453
CID:1026535
PubChem ID:57606936
Update Time:2025-05-26

4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine
    • 4-bromo-1-methylpyrazolo[3,4-c]pyridine
    • AK-55080
    • ANW-57686
    • CTK8B7568
    • KB-72112
    • SureCN2411996
    • 1H-Pyrazolo[3,4-c]pyridine, 4-bromo-1-methyl-
    • JKJHQTNGESACSE-UHFFFAOYSA-N
    • 0787AA
    • SB10475
    • FCH1396459
    • AX8216399
    • DB-367368
    • CS-0044863
    • DTXSID70727297
    • SY103355
    • EN300-249158
    • Y11129
    • 1032943-41-1
    • A896548
    • MFCD16250453
    • AKOS016001442
    • DS-14668
    • 4-Bromo-1-methyl-1H-pyrazolo[3 pound not4-c]pyridine
    • SCHEMBL2411996
    • MDL: MFCD16250453
    • Inchi: 1S/C7H6BrN3/c1-11-7-4-9-3-6(8)5(7)2-10-11/h2-4H,1H3
    • InChI Key: JKJHQTNGESACSE-UHFFFAOYSA-N
    • SMILES: BrC1=CN=CC2=C1C=NN2C

Computed Properties

  • Exact Mass: 210.97451g/mol
  • Monoisotopic Mass: 210.97451g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 153
  • 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
  • Topological Polar Surface Area: 30.7
  • XLogP3: 1.2

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Additional information on 4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine

Recent Advances in the Study of 4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine (CAS: 1032943-41-1)

4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine (CAS: 1032943-41-1) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. This compound serves as a key intermediate in the synthesis of various biologically active molecules, particularly those targeting protein kinases and other enzymes involved in critical cellular pathways. Recent studies have explored its utility in the design of novel therapeutic agents, with a focus on its structural versatility and reactivity.

One of the most notable advancements in the study of 4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine is its role in the development of kinase inhibitors. Kinases are pivotal in regulating cellular processes such as proliferation, differentiation, and apoptosis, making them attractive targets for cancer therapy. Researchers have successfully utilized this compound as a scaffold to design selective inhibitors for kinases like JAK2 and FLT3, which are implicated in hematologic malignancies. The bromo substituent at the 4-position allows for further functionalization, enabling the introduction of diverse pharmacophores to enhance binding affinity and selectivity.

In addition to its applications in oncology, 4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine has been investigated for its potential in treating inflammatory and autoimmune diseases. Recent studies have demonstrated its efficacy in modulating the activity of immune-related kinases, such as IRAK4 and TAK1, which play crucial roles in inflammatory signaling pathways. These findings highlight the compound's versatility as a building block for the development of small-molecule therapeutics with broad clinical applications.

The synthetic routes to 4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine have also been optimized in recent years, with a focus on improving yield and scalability. Novel methodologies, including transition-metal-catalyzed cross-coupling reactions and microwave-assisted synthesis, have been employed to streamline the production of this compound and its derivatives. These advancements are critical for facilitating its use in high-throughput screening and medicinal chemistry campaigns.

Despite its promising potential, challenges remain in the clinical translation of 4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine-based therapeutics. Issues such as off-target effects, metabolic stability, and bioavailability need to be addressed through further structural optimization and preclinical studies. Nevertheless, the compound's unique chemical properties and biological activities make it a valuable tool for researchers aiming to develop next-generation therapeutics.

In conclusion, 4-Bromo-1-methyl-1H-pyrazolo[3,4-c]pyridine (CAS: 1032943-41-1) represents a versatile and promising scaffold in medicinal chemistry. Its applications span oncology, immunology, and beyond, driven by its ability to serve as a key intermediate in the synthesis of biologically active molecules. Continued research into its synthetic accessibility and therapeutic potential will undoubtedly yield new insights and opportunities for drug discovery.

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