Cas no 1000340-73-7 (6-Bromo-7-methyl-3-formyl (1H)Indazole)

6-Bromo-7-methyl-3-formyl (1H)Indazole is a heterocyclic organic compound featuring a bromo and formyl functional group on an indazole scaffold. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of biologically active molecules. The presence of both electron-withdrawing (bromo) and electron-donating (methyl) substituents enhances its reactivity in cross-coupling and nucleophilic substitution reactions. The formyl group further allows for versatile derivatization, enabling the synthesis of Schiff bases, hydrazones, or other functionalized derivatives. Its well-defined crystalline form ensures consistent purity, making it suitable for research and industrial applications requiring precise molecular modifications.
6-Bromo-7-methyl-3-formyl (1H)Indazole structure
1000340-73-7 structure
Product Name:6-Bromo-7-methyl-3-formyl (1H)Indazole
CAS No:1000340-73-7
MF:C9H7BrN2O
MW:239.068681001663
MDL:MFCD09027043
CID:1124258
PubChem ID:24729305
Update Time:2025-08-05

6-Bromo-7-methyl-3-formyl (1H)Indazole Chemical and Physical Properties

Names and Identifiers

    • 6-Bromo-7-methyl-1H-indazole-3-carbaldehyde
    • 6-BROMO-7-METHYL-3-FORMYL (1H)INDAZOLE
    • EN300-1425552
    • 1000340-73-7
    • AMY9854
    • 6-bromo-7-methyl-2H-indazole-3-carbaldehyde
    • DB-253524
    • CS-0280134
    • 6-Bromo-7-methyl-3-formyl (1H)Indazole
    • MDL: MFCD09027043
    • Inchi: 1S/C9H7BrN2O/c1-5-7(10)3-2-6-8(4-13)11-12-9(5)6/h2-4H,1H3,(H,11,12)
    • InChI Key: IBWRVJFENOQITQ-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2=C(C=O)NN=C2C=1C

Computed Properties

  • Exact Mass: 237.97418g/mol
  • Monoisotopic Mass: 237.97418g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 212
  • 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: 2.4
  • Topological Polar Surface Area: 45.8?2

Experimental Properties

  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 420.0±40.0 °C at 760 mmHg
  • Flash Point: 207.8±27.3 °C
  • Vapor Pressure: 0.0±1.0 mmHg at 25°C

6-Bromo-7-methyl-3-formyl (1H)Indazole Security Information

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Additional information on 6-Bromo-7-methyl-3-formyl (1H)Indazole

Introduction to 6-Bromo-7-methyl-3-formyl (1H)Indazole (CAS No. 1000340-73-7) and Its Emerging Applications in Chemical Biology

6-Bromo-7-methyl-3-formyl (1H)Indazole, identified by the Chemical Abstracts Service Number (CAS No.) 1000340-73-7, is a heterocyclic compound that has garnered significant attention in the field of chemical biology due to its unique structural and functional properties. This compound belongs to the indazole class, which is a fused bicyclic structure consisting of a benzene ring and a pyrrole ring. The presence of bromine and methyl substituents, along with a formyl group, enhances its reactivity and makes it a valuable scaffold for the development of novel bioactive molecules.

The 6-bromo-7-methyl-3-formyl (1H)indazole structure provides multiple sites for chemical modification, enabling researchers to design derivatives with tailored biological activities. The bromine atom, in particular, serves as a versatile handle for cross-coupling reactions such as Suzuki-Miyaura, Stille, and Buchwald-Hartwig couplings, which are widely employed in medicinal chemistry to construct complex molecular architectures. The formyl group at the 3-position allows for further functionalization via condensation reactions or reduction to an alcohol, expanding the compound's utility in synthetic pathways.

In recent years, indazole derivatives have been extensively studied for their potential applications in pharmaceuticals and agrochemicals. The 6-bromo-7-methyl-3-formyl (1H)indazole derivative has been explored as a key intermediate in the synthesis of various bioactive compounds. For instance, it has been utilized in the development of inhibitors targeting enzymes involved in cancer metabolism. Preliminary studies suggest that this compound exhibits inhibitory activity against certain kinases, making it a promising candidate for further investigation in oncology research.

Moreover, the 6-bromo-7-methyl-3-formyl (1H)indazole scaffold has shown promise in the field of antimicrobial research. The bromine and methyl substituents contribute to its ability to interact with bacterial enzymes and cell wall components, leading to potent antibacterial effects. Recent publications have highlighted its efficacy against multidrug-resistant strains of *Staphylococcus aureus* and *Pseudomonas aeruginosa*, indicating its potential as a novel therapeutic agent.

The formyl group in 6-bromo-7-methyl-3-formyl (1H)indazole also facilitates the synthesis of conjugates with other bioactive molecules, such as peptides or nucleoside analogs. This capability is particularly valuable in drug discovery efforts aimed at developing targeted therapies for neurological disorders. Researchers have demonstrated that indazole derivatives can cross-link with neurotransmitter receptors or ion channels, offering insights into potential treatments for conditions like epilepsy and Alzheimer's disease.

From a synthetic chemistry perspective, 6-bromo-7-methyl-3-formyl (1H)indazole serves as an excellent precursor for constructing more complex indazole derivatives. The compound's reactivity allows for the introduction of diverse functional groups at multiple positions on the indazole core. This flexibility is crucial for generating libraries of compounds with varying biological profiles, which can then be screened for desired pharmacological activities.

Recent advances in computational chemistry have further enhanced the utility of 6-bromo-7-methyl-3-formyl (1H)indazole in drug design. Molecular modeling studies have revealed that this compound can bind to specific pockets on target proteins with high affinity. These insights have guided the optimization of its structure to improve binding affinity and reduce off-target effects. Such computational approaches are becoming increasingly integral to modern drug discovery pipelines.

The pharmaceutical industry has also shown interest in 6-bromo-7-methyl-3-formyl (1H)indazole due to its potential as a building block for small molecule drugs. Its ability to undergo multiple transformations while retaining its core structure makes it an attractive candidate for iterative synthesis campaigns. Companies specializing in custom synthesis have reported increased demand for this intermediate as researchers explore new therapeutic modalities.

In conclusion, 6-bromo-7-methyl-3-formyl (1H)indazole (CAS No. 1000340-73-7) is a multifaceted compound with significant potential in chemical biology and drug development. Its unique structural features enable diverse functionalization strategies, making it a valuable tool for medicinal chemists. As research continues to uncover new applications for indazole derivatives, compounds like this are poised to play a crucial role in advancing therapeutic interventions across multiple disease areas.

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