Cas no 861803-78-3 (3-Bromo-1,5-dimethylindazole)

3-Bromo-1,5-dimethylindazole is a brominated indazole derivative characterized by its distinct molecular structure, featuring a bromine substituent at the 3-position and methyl groups at the 1- and 5-positions. This compound is primarily utilized as a versatile intermediate in organic synthesis and pharmaceutical research, particularly in the development of heterocyclic compounds. Its bromine moiety enhances reactivity, facilitating selective cross-coupling reactions, while the dimethyl substitution pattern contributes to steric and electronic modulation. The compound exhibits high purity and stability, making it suitable for applications in medicinal chemistry and material science. Its well-defined structure allows for precise functionalization, supporting the synthesis of complex target molecules.
3-Bromo-1,5-dimethylindazole structure
3-Bromo-1,5-dimethylindazole structure
Product Name:3-Bromo-1,5-dimethylindazole
CAS No:861803-78-3
MF:C9H9BrN2
MW:225.085160970688
CID:4661824
PubChem ID:83839594
Update Time:2025-11-03

3-Bromo-1,5-dimethylindazole Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-1,5-dimethylindazole
    • Inchi: 1S/C9H9BrN2/c1-6-3-4-8-7(5-6)9(10)11-12(8)2/h3-5H,1-2H3
    • InChI Key: JYPWTFQBPNNMON-UHFFFAOYSA-N
    • SMILES: BrC1C2C=C(C)C=CC=2N(C)N=1

Computed Properties

  • Exact Mass: 223.99491g/mol
  • Monoisotopic Mass: 223.99491g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 174
  • 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
  • XLogP3: 3
  • Topological Polar Surface Area: 17.8

3-Bromo-1,5-dimethylindazole Pricemore >>

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Additional information on 3-Bromo-1,5-dimethylindazole

Comprehensive Overview of 3-Bromo-1,5-dimethylindazole (CAS No. 861803-78-3): Properties, Applications, and Market Trends

3-Bromo-1,5-dimethylindazole (CAS No. 861803-78-3) is a specialized heterocyclic compound gaining attention in pharmaceutical and agrochemical research due to its unique structural features. As a brominated indazole derivative, it serves as a versatile building block in organic synthesis, particularly in the development of bioactive molecules. The compound's molecular formula C9H9BrN2 and precise bromine substitution at the 3-position make it valuable for cross-coupling reactions and medicinal chemistry applications.

Recent studies highlight the growing demand for indazole-based compounds in drug discovery, with 3-Bromo-1,5-dimethylindazole being frequently searched in connection with kinase inhibitor development and cancer research targets. Analytical data shows increasing Google Scholar citations for this CAS number since 2020, reflecting its rising importance in small molecule therapeutics. The compound's crystallographic properties and solubility characteristics are also common search queries among synthetic chemists.

From a synthetic perspective, 861803-78-3 demonstrates excellent reactivity in palladium-catalyzed reactions, making it crucial for constructing complex molecular architectures. Laboratory protocols often discuss its use in Suzuki-Miyaura couplings and Buchwald-Hartwig aminations – two techniques dominating current organic chemistry publications. The dimethyl substitution pattern enhances stability while maintaining sufficient reactivity, a balance highly sought after in high-throughput screening libraries.

Market analysis reveals that 3-Bromo-1,5-dimethylindazole suppliers are increasingly addressing inquiries about scale-up synthesis and GMP-grade production, indicating transition from research to potential commercial applications. Regulatory databases show no restrictions, but proper handling protocols for brominated compounds remain a frequent discussion topic in chemical forums. The compound's storage conditions and shelf life also generate significant search volume among purchasing managers.

Emerging applications in material science have been explored, particularly in designing organic electronic materials where brominated heterocycles serve as key intermediates. Patent literature suggests growing interest in using this indazole derivative for photovoltaic materials and OLED components. These developments align with global trends in sustainable technology, making 861803-78-3 relevant to green chemistry initiatives.

Quality control aspects of 3-Bromo-1,5-dimethylindazole frequently appear in analytical chemistry discussions, with HPLC purity (>98%) being the industry standard. Mass spectrometry fragmentation patterns and NMR spectral data (particularly 1H and 13C) are commonly requested technical parameters. Recent improvements in chromatographic separation techniques have enabled more efficient purification of this compound.

Environmental and safety profiles of brominated indazoles continue to be researched, with particular attention to biodegradation pathways and ecotoxicological assessments. While not classified as hazardous, proper waste disposal methods for laboratory-scale quantities generate consistent search traffic from EHS professionals. The compound's vapor pressure and thermal stability data have been recently updated in major chemical databases.

From a commercial standpoint, pricing trends for CAS 861803-78-3 show seasonal fluctuations tied to bromine commodity markets. Procurement specialists often search for bulk pricing tiers and alternate synthetic routes to optimize costs. The development of continuous flow processes for indazole bromination may impact future availability and pricing structures.

Academic interest in 3-Bromo-1,5-dimethylindazole extends to computational chemistry, where its molecular docking potential and quantum chemical properties are being modeled. These studies frequently appear in journals covering structure-activity relationships and drug design principles. The compound's logP value and hydrogen bonding capacity make it particularly interesting for bioavailability optimization studies.

Looking forward, innovation in indazole chemistry suggests expanding applications for 861803-78-3 in asymmetric synthesis and chiral auxiliary development. Research papers from 2023 highlight its potential in constructing axially chiral compounds, a hot topic in contemporary organic synthesis. These advancements position 3-Bromo-1,5-dimethylindazole as a compound with both current utility and future growth potential across multiple scientific disciplines.

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