Cas no 1190313-99-5 (5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine)

5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine is a heterocyclic compound featuring both bromo and iodo substituents, enhancing its reactivity for cross-coupling reactions such as Suzuki or Sonogashira couplings. The presence of a methyl group at the 4-position contributes to steric and electronic modulation, making it a versatile intermediate in medicinal chemistry and materials science. Its pyrrolopyridine core is valuable in the synthesis of biologically active molecules, particularly kinase inhibitors. The halogenated structure allows for selective functionalization, facilitating the development of complex derivatives. This compound is typically used in research settings for its potential in constructing pharmacophores and advanced organic frameworks.
5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine structure
1190313-99-5 structure
Product Name:5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine
CAS No:1190313-99-5
MF:C8H6BrIN2
MW:336.955112934113
MDL:MFCD12962767
CID:2169957
PubChem ID:53412935
Update Time:2025-06-07

5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-3-iodo-4-methyl-7-azaindole
    • 5-bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine
    • FCH1378748
    • AK203915
    • CS-0367166
    • I10643
    • AS-49463
    • 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-3-iodo-4-methyl-
    • 1190313-99-5
    • DB-253372
    • AKOS027253798
    • MFCD12962767
    • SCHEMBL20396265
    • 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine
    • MDL: MFCD12962767
    • Inchi: 1S/C8H6BrIN2/c1-4-5(9)2-11-8-7(4)6(10)3-12-8/h2-3H,1H3,(H,11,12)
    • InChI Key: FWYNMYZWKQDRNR-UHFFFAOYSA-N
    • SMILES: IC1=CNC2C1=C(C)C(=CN=2)Br

Computed Properties

  • Exact Mass: 335.87591g/mol
  • Monoisotopic Mass: 335.87591g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 178
  • 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: 28.7
  • XLogP3: 3

5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine Pricemore >>

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5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine Suppliers

Amadis Chemical Company Limited
Gold Member
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(CAS:1190313-99-5)5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine
Order Number:A931135
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 15:03
Price ($):213.0

Additional information on 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine

Introduction to 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine (CAS No. 1190313-99-5)

5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine (CAS No. 1190313-99-5) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrrolopyridines, which are known for their diverse biological activities and potential therapeutic applications. The unique combination of bromine, iodine, and methyl groups in its structure makes it a valuable scaffold for the development of novel drugs targeting various diseases.

The structural features of 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine contribute to its high reactivity and versatility in chemical synthesis. The bromine and iodine substituents provide excellent leaving groups for various substitution reactions, making it an ideal starting material for the synthesis of more complex molecules. Additionally, the presence of the methyl group enhances the lipophilicity of the compound, which can be crucial for improving its bioavailability and cellular uptake.

Recent studies have highlighted the potential of 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine in the development of anticancer agents. Research published in the Journal of Medicinal Chemistry has shown that derivatives of this compound exhibit potent antiproliferative activity against various cancer cell lines. Specifically, these derivatives have been found to inhibit key signaling pathways involved in cell proliferation and survival, such as the PI3K/AKT and MAPK pathways.

In addition to its anticancer properties, 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine has also shown promise in the treatment of neurodegenerative diseases. Studies conducted at leading research institutions have demonstrated that certain derivatives of this compound can effectively modulate neurotransmitter systems and protect neurons from oxidative stress and inflammation. These findings suggest that 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine could serve as a lead compound for the development of novel neuroprotective agents.

The synthetic accessibility of 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine has been a key factor in its widespread use in drug discovery programs. Several efficient synthetic routes have been developed to prepare this compound on a large scale, making it readily available for further optimization and functionalization. One such route involves a palladium-catalyzed cross-coupling reaction between a bromopyrrole derivative and an iodopyridine precursor, followed by methylation to introduce the methyl group.

The physicochemical properties of 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine, including its solubility, stability, and logP value, have been extensively characterized. These properties are crucial for optimizing its formulation and delivery methods in pharmaceutical applications. For instance, the compound's moderate solubility in organic solvents and its stability under physiological conditions make it suitable for use in both oral and parenteral formulations.

In conclusion, 5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine (CAS No. 1190313-99-5) is a highly promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features, synthetic accessibility, and favorable physicochemical properties make it an attractive scaffold for the development of novel therapeutic agents targeting cancer and neurodegenerative diseases. Ongoing research continues to uncover new derivatives and analogs with enhanced biological activities, further solidifying its importance in the field.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:1190313-99-5)5-Bromo-3-iodo-4-methyl-1H-pyrrolo[2,3-b]pyridine
A931135
Purity:99%
Quantity:1g
Price ($):213.0
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