Cas no 590417-93-9 (4-Bromo-2-methyl-2H-indazole)

4-Bromo-2-methyl-2H-indazole is a brominated indazole derivative commonly utilized as a versatile intermediate in organic synthesis and pharmaceutical research. Its key advantages include a stable heterocyclic structure, which facilitates further functionalization, and the presence of both bromine and methyl groups, enabling selective cross-coupling reactions and derivatization. This compound is particularly valuable in the development of bioactive molecules, serving as a precursor for ligands, catalysts, and potential therapeutic agents. Its well-defined reactivity profile and compatibility with standard synthetic methodologies make it a reliable choice for researchers in medicinal chemistry and material science applications. Proper handling and storage under inert conditions are recommended to maintain stability.
4-Bromo-2-methyl-2H-indazole structure
4-Bromo-2-methyl-2H-indazole structure
Product Name:4-Bromo-2-methyl-2H-indazole
CAS No:590417-93-9
MF:C8H7BrN2
MW:211.058580636978
MDL:MFCD09870046
CID:857033
PubChem ID:22559031
Update Time:2025-05-21

4-Bromo-2-methyl-2H-indazole Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2-methyl-2H-indazole
    • 2-Methyl-4-bromoindazole
    • 2H- Indazole, 4-bromo-2-methyl-
    • 4-bromo-2-methylindazole
    • 2H-INDAZOLE, 4-BROMO-2-METHYL-
    • PubChem16375
    • 4-bromo-2-methyl-indazole
    • OFOZLGCQBJDWRJ-UHFFFAOYSA-N
    • BCP27357
    • BDBM50390024
    • VI20035
    • RP04769
    • PB25224
    • OR60016
    • FCH1327479
    • BC004104
    • 4-Bromo-2-methy
    • 590417-93-9
    • A15672
    • 4-Bromo-2-methyl-2H-indazole, AldrichCPR
    • SY097485
    • MFCD09870046
    • J-514673
    • SCHEMBL544118
    • FT-0646359
    • EN300-217134
    • AKOS005258429
    • CS-0037486
    • DTXSID50626451
    • PS-5590
    • CHEMBL2071548
    • MDL: MFCD09870046
    • Inchi: 1S/C8H7BrN2/c1-11-5-6-7(9)3-2-4-8(6)10-11/h2-5H,1H3
    • InChI Key: OFOZLGCQBJDWRJ-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC2C1=CN(C)N=2

Computed Properties

  • Exact Mass: 209.97900
  • Monoisotopic Mass: 209.979
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 151
  • 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: 17.8
  • XLogP3: 2.3

Experimental Properties

  • Density: 1.607
  • Boiling Point: 322.677°C at 760 mmHg
  • Flash Point: 148.95°C
  • Refractive Index: 1.663
  • PSA: 17.82000
  • LogP: 2.33580

4-Bromo-2-methyl-2H-indazole Security Information

  • Signal Word:Warning
  • Hazard Statement: H302
  • Warning Statement: P280-P305+P351+P338
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn
  • Storage Condition:Sealed in dry,Room Temperature

4-Bromo-2-methyl-2H-indazole Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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4-Bromo-2-methyl-2H-indazole Production Method

Additional information on 4-Bromo-2-methyl-2H-indazole

Comprehensive Overview of 4-Bromo-2-methyl-2H-indazole (CAS No. 590417-93-9): Properties, Applications, and Market Trends

4-Bromo-2-methyl-2H-indazole (CAS No. 590417-93-9) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This brominated indazole derivative is characterized by its unique molecular structure, combining a bromine substituent with a methyl group at the 2-position of the indazole ring. Its chemical formula C8H7BrN2 and molecular weight of 211.06 g/mol make it a versatile intermediate in organic synthesis.

The compound's high purity grade (>98%) and stability under controlled conditions have made it a valuable building block for drug discovery. Researchers are particularly interested in its potential as a kinase inhibitor scaffold, a topic frequently searched in AI-driven drug development platforms. Recent studies highlight its role in modulating enzyme activity, with applications being explored in metabolic disorder research—a trending topic in 2023 biomedical literature.

From a synthetic chemistry perspective, 4-Bromo-2-methyl-2H-indazole offers distinct advantages. Its bromine atom serves as an excellent leaving group for cross-coupling reactions, particularly in palladium-catalyzed transformations such as Suzuki-Miyaura couplings. This property aligns with current industry demands for efficient C-C bond formation methodologies, as evidenced by rising Google Scholar citations for "brominated heterocycle coupling reactions."

The compound's crystallographic data reveals interesting packing patterns, with hydrogen bonding networks that influence its solubility profile—a critical parameter frequently queried in chemical databases. Analytical techniques like HPLC and LC-MS are commonly employed for quality control, addressing another common search trend among quality assurance professionals seeking "indazole characterization methods."

Market analysts note growing demand for 4-Bromo-2-methyl-2H-indazole in Asia-Pacific research centers, correlating with increased patent filings for indazole-based therapeutics. This regional trend reflects broader movements in precision medicine development, where customized molecular scaffolds are essential. The compound's structure-activity relationship (SAR) potential makes it particularly valuable for medicinal chemistry applications—a subject generating over 5,000 monthly searches on scientific platforms.

Environmental and handling considerations for 590417-93-9 follow standard laboratory protocols for brominated compounds. While not classified as hazardous under current regulations, proper personal protective equipment (PPE) is recommended during handling—a safety aspect increasingly emphasized in online chemical safety courses. Storage typically requires protection from light at 2-8°C, with stability data showing excellent shelf life when properly maintained.

Emerging applications in material science have expanded the compound's utility beyond life sciences. Its incorporation into organic electronic materials is being investigated for potential use in OLED technologies—a hot topic in materials science forums. The bromine moiety's ability to participate in polymerization reactions opens possibilities for novel conductive polymers, addressing another frequent search query regarding "heterocyclic monomers for electronics."

Quality specifications for research-grade 4-Bromo-2-methyl-2H-indazole typically include ≥95% HPLC purity with stringent controls on residual solvents—parameters that align with current Good Manufacturing Practice (cGMP) standards for pharmaceutical intermediates. This quality assurance aspect generates substantial discussion in online chemistry communities focused on "API intermediate specifications."

The compound's spectroscopic properties make it identifiable through characteristic NMR peaks (1H NMR: δ 7.5-7.8 ppm for aromatic protons, 4.2 ppm for methyl group) and mass spectral patterns—analytical data frequently requested in chemical vendor portals. These identification methods satisfy the growing demand for "compound authentication techniques" among research purchasers.

Looking forward, 4-Bromo-2-methyl-2H-indazole is poised to maintain its relevance in cutting-edge research. Its combination of structural versatility and synthetic accessibility addresses two key requirements in modern drug discovery—a connection frequently made in recent webinar discussions about "next-generation heterocyclic building blocks." As the scientific community continues exploring indazole pharmacology, this compound's role in developing targeted therapies is expected to expand significantly.

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