Product Description
4-氨基-3-溴-5-硝基苯甲酸甲酯化学性质熔点:107-109℃沸点:408.5±40.0°C(Predicted)Chemicalbook密度:1.744±0.06g/cm3(Predicted)酸度系数(pKa):-4.79±0.25(Predicted)
AI Product Description
*The following content is generated by AI and is for reference only.
Methyl 4-amino-3-bromo-5-nitrobenzenecarboxylate is a specialized organic intermediate widely utilized in the pharmaceutical and agrochemical industries for the synthesis of complex heterocyclic compounds. With the molecular formula C8H7BrN2O4, this compound features a benzene ring substituted with four distinct functional groups: a methyl ester, an amino group, a bromine atom, and a nitro group. These substituents are strategically positioned to facilitate various chemical transformations, making the molecule a versatile building block in medicinal chemistry research.
The primary application of Methyl 4-amino-3-bromo-5-nitrobenzenecarboxylate lies in its role as a precursor for synthesizing pyrazole, triazole, and quinazoline derivatives. These heterocycles are fundamental scaffolds found in numerous bioactive agents, including anti-inflammatory drugs, antifungal agents, and potential anticancer therapeutics. The presence of the bromine atom allows for further cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling chemists to attach diverse aryl or alkyl chains to the core structure. Meanwhile, the amino and nitro groups offer opportunities for reduction, acylation, or condensation reactions, expanding the synthetic utility of this reagent significantly.
In terms of physical properties, this compound typically appears as a yellow to orange crystalline solid. It exhibits moderate solubility in common organic solvents like ethanol, dichloromethane, and ethyl acetate, while remaining largely insoluble in water. Due to the presence of the nitro group, it requires careful handling to avoid exposure to strong reducing agents or high temperatures that could trigger decomposition. The CAS registry number associated with this specific chemical entity is 100463-59-6, which serves as a unique identifier for cataloging and safety data sheet management across global supply chains.
Researchers and industrial chemists value this intermediate for its high purity and stability under standard storage conditions when kept in cool, dry environments. Its availability supports the rapid development of novel drug candidates by providing a reliable route to functionalized aromatic systems. As the demand for targeted therapies grows, derivatives based on this scaffold continue to play a pivotal role in advancing modern therapeutic modalities. Proper safety protocols must be observed during synthesis and purification to ensure laboratory safety and product integrity.
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