• 1. An approach to biodegradable star polymeric architectures using disulfide coupling?
  Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. Davis Chem. Commun., 2008, 6582-6584
• 2. An insight into the role of side chains in the microstructure and carrier mobility of high-performance conjugated polymers?
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• 3. An automatic determination of thoria in thoria-urania mixtures
  Analyst, 1966,91, 208-210
• 4. An anti-ultrasonic-stripping effect in confined micro/nanoscale cavities and its applications for efficient multiscale metallic patterning?
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• 5. Acenaphthenic hopanoids, a novel series of aromatised
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazanaphthalenes Naphthyridine carboxylic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazanaphthalenes Naphthyridines Naphthyridine carboxylic acids and derivatives

Ethyl 6-bromo-4-chloro-1,5-naphthyridine-3-carboxylate (CAS No. 1083181-13-8): An Overview of Its Synthesis, Properties, and Applications in Medicinal Chemistry

Ethyl 6-bromo-4-chloro-1,5-naphthyridine-3-carboxylate (CAS No. 1083181-13-8) is a versatile compound with significant potential in the field of medicinal chemistry. This compound is characterized by its unique structural features, including a bromo and chloro substituent on the naphthyridine ring and an ethyl ester group. These functional groups contribute to its diverse reactivity and biological activity, making it a valuable intermediate in the synthesis of various pharmaceuticals and research chemicals.

The synthesis of Ethyl 6-bromo-4-chloro-1,5-naphthyridine-3-carboxylate typically involves a multi-step process. One common approach starts with the preparation of 6-bromo-4-chloro-1,5-naphthyridine-3-carboxylic acid, which is then esterified to form the ethyl ester. The initial step often involves the reaction of 2,4-dichloropyridine with an appropriate brominating agent to form the brominated intermediate. Subsequent steps may include cyclization to form the naphthyridine ring and esterification to introduce the ethyl group.

Recent studies have highlighted the importance of Ethyl 6-bromo-4-chloro-1,5-naphthyridine-3-carboxylate in the development of novel therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry reported that this compound serves as a key intermediate in the synthesis of potent inhibitors of specific kinases involved in cancer progression. The bromo and chloro substituents on the naphthyridine ring play a crucial role in modulating the binding affinity and selectivity of these inhibitors.

In addition to its applications in cancer research, Ethyl 6-bromo-4-chloro-1,5-naphthyridine-3-carboxylate has also shown promise in other areas of medicinal chemistry. A recent paper in Bioorganic & Medicinal Chemistry Letters described its use as a scaffold for developing antiviral agents targeting RNA-dependent RNA polymerases. The unique electronic properties of the naphthyridine ring and the flexibility provided by the ethyl ester group allow for fine-tuning of molecular interactions with target enzymes.

The physical and chemical properties of Ethyl 6-bromo-4-chloro-1,5-naphthyridine-3-carboxylate are well-documented. It is a solid at room temperature with a melting point typically ranging from 90°C to 95°C. The compound is moderately soluble in common organic solvents such as dichloromethane and ethanol but has limited solubility in water. Its stability under various conditions has been studied extensively, and it is generally stable under standard laboratory conditions.

The safety profile of Ethyl 6-bromo-4-chloro-1,5-naphthyridine-3-carboxylate is an important consideration for its use in research and development. While it is not classified as a hazardous material, appropriate handling precautions should be followed to ensure safe use. This includes wearing personal protective equipment (PPE) such as gloves and goggles when handling the compound and ensuring proper ventilation in laboratory settings.

In conclusion, Ethyl 6-bromo-4-chloro-1,5-naphthyridine-3-carboxylate (CAS No. 1083181-13-8) is a valuable compound with significant potential in medicinal chemistry. Its unique structural features and versatile reactivity make it an important intermediate in the synthesis of various pharmaceuticals and research chemicals. Ongoing research continues to uncover new applications for this compound, further solidifying its importance in the field.

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• 1256789-73-7(Methyl 6-bromo-4-chloronicotinate)
• 1335054-04-0(ethyl 6-broMo-4-chloronicotinate)
• 1214363-43-5(Ethyl 2-bromo-3-chloro-5-pyridinecarboxylate)
• 83067-95-2(ethyl 4-chloro-1,5-naphthyridine-3-carboxylate)
• 127448-21-9(Ethyl 7-bromo-4-chloro-1,5-naphthyridine-3-carboxylate)
• 1214357-93-3(ethyl 2-bromo-5-chloropyridine-4-carboxylate)
• 749260-25-1(5H-Pyrido[3,2-b]indole-3-carboxylic acid, 4-chloro-, ethyl ester)
• 1214336-33-0(methyl 2-bromo-5-chloropyridine-4-carboxylate)