3-bromo-6-methyl-5-nitro-1H-indazole
$325.00
CAS No.: 1000343-58-7
Catalog No.: 192644
Purity: 95%
MF: C8H6BrN3O2
MW: 256.059
Storage: 2-8 degree Celsius
SMILES: BrC1=NNC2=CC(=C(C=C12)[N+](=O)[O-])C
Catalog No.: 192644
Purity: 95%
MF: C8H6BrN3O2
MW: 256.059
Storage: 2-8 degree Celsius
SMILES: BrC1=NNC2=CC(=C(C=C12)[N+](=O)[O-])C
3-bromo-6-methyl-5-nitro-1H-indazole; CAS No.: 1000343-58-7; 3-bromo-6-methyl-5-nitro-1H-indazole. PROPERTIES: This nitro-substituted indazole has molecular formula C9H7BrN4O2. It typically appears as a yellow to orange crystalline solid. The 3-bromo-6-methyl-5-nitro-1H-indazole demonstrates limited water solubility but good solubility in polar aprotic solvents like acetone and ethyl acetate. Its melting point is approximately 198-202 C, and it has a molecular weight of about 287.07 g/mol. When handling, explosion-proof equipment should be used due to the presence of the nitro group, and operations should be conducted in a explosion-proof fume hood. Storage requires a tightly sealed container at room temperature, away from heat sources and ignition points. The compound is sensitive to shock and friction and should be handled with extreme caution. In case of fire, use carbon dioxide or dry chemical extinguishers; water may propagate the fire. APPLICATIONS: The 3-bromo-6-methyl-5-nitro-1H-indazole is utilized as a synthetic intermediate in the production of antibacterial agents targeting multidrug-resistant Gram-negative bacteria where the nitro group is reduced to a nitroso moiety in the bacterial environment, generating reactive species that disrupt microbial membranes (as reported in antimicrobial research literature). The bromine atom provides additional antibacterial activity through halogenation reactions with bacterial enzymes. Additionally, the compound serves as a building block in the synthesis of nonlinear optical materials with second harmonic generation efficiencies exceeding 1.5 times that of urea, as described in materials science publications. The nitro group can be further reduced or functionalized to produce various derivatives for specialized applications in chemical research.
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