Cas no 1378260-25-3 (methyl 8-bromoquinoxaline-6-carboxylate)

Methyl 8-bromoquinoxaline-6-carboxylate is a brominated quinoxaline derivative featuring a carboxylate ester functional group. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of heterocyclic compounds and pharmaceutical building blocks. The bromine substituent at the 8-position enhances reactivity for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The methyl ester group offers stability while remaining amenable to hydrolysis or transesterification. Its structural features make it valuable for medicinal chemistry research, including the development of kinase inhibitors or antimicrobial agents. The product is typically supplied with high purity, ensuring reliable performance in synthetic applications. Proper handling under inert conditions is recommended due to its sensitivity to moisture and light.
methyl 8-bromoquinoxaline-6-carboxylate structure
1378260-25-3 structure
Product Name:methyl 8-bromoquinoxaline-6-carboxylate
CAS No:1378260-25-3
MF:C10H7BrN2O2
MW:267.078781366348
CID:4594979
Update Time:2025-05-21

methyl 8-bromoquinoxaline-6-carboxylate Chemical and Physical Properties

Names and Identifiers

    • methyl 8-bromoquinoxaline-6-carboxylate
    • 8-Bromo-quinoxaline-6-carboxylic acid methyl ester
    • Inchi: 1S/C10H7BrN2O2/c1-15-10(14)6-4-7(11)9-8(5-6)12-2-3-13-9/h2-5H,1H3
    • InChI Key: FPHVJQGDEZIMJR-UHFFFAOYSA-N
    • SMILES: N1C2C(=CC(C(OC)=O)=CC=2Br)N=CC=1

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Additional information on methyl 8-bromoquinoxaline-6-carboxylate

Methyl 8-Bromoquinoxaline-6-Carboxylate: A Comprehensive Overview

Methyl 8-bromoquinoxaline-6-carboxylate, with the CAS number 1378260-25-3, is a highly specialized organic compound that has garnered significant attention in the fields of organic chemistry, materials science, and drug discovery. This compound belongs to the quinoxaline family, which is known for its unique aromatic properties and versatile applications. The structure of methyl 8-bromoquinoxaline-6-carboxylate features a quinoxaline ring system with a bromine substituent at position 8 and a methyl ester group at position 6, making it a valuable precursor for various functional materials and bioactive molecules.

The synthesis of methyl 8-bromoquinoxaline-6-carboxylate typically involves multi-step organic reactions, including nucleophilic aromatic substitution and esterification processes. Recent advancements in catalytic methodologies have enabled more efficient and selective syntheses of this compound, reducing production costs and improving yields. Researchers have also explored green chemistry approaches to minimize environmental impact during its preparation.

One of the most promising applications of methyl 8-bromoquinoxaline-6-carboxylate lies in its use as a building block for advanced materials. For instance, it has been employed in the construction of coordination polymers and metal-organic frameworks (MOFs), which exhibit exceptional porosity and catalytic activity. These materials are being investigated for their potential in gas storage, separation, and catalysis.

In the realm of drug discovery, methyl 8-bromoquinoxaline-6-carboxylate has shown potential as a lead compound for developing anti-cancer agents. Recent studies have demonstrated that derivatives of this compound can inhibit key enzymes involved in cancer cell proliferation, such as cyclin-dependent kinases (CDKs). Additionally, its ability to modulate cellular signaling pathways makes it a candidate for targeted therapies.

Another area where methyl 8-bromoquinoxaline-6-carboxylate has made an impact is in optoelectronic devices. The compound's electronic properties make it suitable for use in organic light-emitting diodes (OLEDs) and photovoltaic cells. Researchers have reported enhanced device performance when this compound is incorporated into conjugated systems, highlighting its role in next-generation energy technologies.

From an environmental perspective, methyl 8-bromoquinoxaline-6-carboxylate has been studied for its biodegradation potential and eco-toxicological effects. Understanding its environmental fate is crucial for ensuring sustainable practices in its production and application.

In conclusion, methyl 8-bromoquinoxaline-6-carboxylate is a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure, coupled with recent advancements in synthesis and application development, positions it as a key player in modern material science and pharmaceutical research.

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