Production Method 1

84486-97-5

84487-03-6

Reaction Conditions

1.1 Reagents: Sulfuric acid

Reference

Substituent effects on the isomer ratios in the rearrangement of some 2- and 4-nitraminopyridines

Deady, Leslie W.; et al, Australian Journal of Chemistry, 1982, 35(10), 2025-34

Production Method 2

159603-71-1

84487-03-6

Reaction Conditions

1.1 Reagents: Hydrochloric acid
2.1 Reagents: Sulfuric acid ,  Nitric acid
3.1 Reagents: Sulfuric acid

Reference

Substituent effects on the isomer ratios in the rearrangement of some 2- and 4-nitraminopyridines

Deady, Leslie W.; et al, Australian Journal of Chemistry, 1982, 35(10), 2025-34

6-Chloro-5-nitropyridin-2-amine Raw materials

• Tert-Butyl (6-chloropyridin-2-yl)carbamate
• 2-PYRIDINAMINE, 6-CHLORO-N-NITRO-

6-Chloro-5-nitropyridin-2-amine Preparation Products

• 6-Chloro-5-nitropyridin-2-amine (84487-03-6)

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• Solvents and Organic Chemicals Organic Compounds Organic 1,3-dipolar compounds Allyl-type 1,3-dipolar organic compounds C-nitro compounds
• Solvents and Organic Chemicals Organic Compounds Organic 1,3-dipolar compounds Allyl-type 1,3-dipolar organic compounds Organic nitro compounds C-nitro compounds

6-Chloro-5-nitropyridin-2-amine (CAS No. 84487-03-6): An Overview and Recent Advances

6-Chloro-5-nitropyridin-2-amine (CAS No. 84487-03-6) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique chemical structure, has shown promising potential in various applications, particularly in the development of novel therapeutic agents.

The molecular formula of 6-Chloro-5-nitropyridin-2-amine is C₆H₄ClN₃O₂, and it features a pyridine ring substituted with a chlorine atom at the 6-position and a nitro group at the 5-position, along with an amino group at the 2-position. This specific arrangement of functional groups imparts unique chemical and biological properties to the compound, making it an attractive candidate for further investigation.

In recent years, extensive research has been conducted to explore the pharmacological activities of 6-Chloro-5-nitropyridin-2-amine. One notable area of interest is its potential as an antiviral agent. Studies have shown that this compound exhibits significant antiviral activity against a range of viruses, including influenza and herpes simplex virus (HSV). The mechanism of action is believed to involve the inhibition of viral replication through the modulation of key enzymes and pathways involved in viral replication.

Beyond its antiviral properties, 6-Chloro-5-nitropyridin-2-amine has also been investigated for its anti-inflammatory effects. In vitro studies have demonstrated that this compound can effectively reduce the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α). These findings suggest that 6-Chloro-5-nitropyridin-2-amine may have therapeutic potential in treating inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

The structural flexibility of 6-Chloro-5-nitropyridin-2-amine also makes it an excellent starting point for the synthesis of more complex derivatives. Chemists have successfully synthesized various analogs by modifying the substituents on the pyridine ring, leading to compounds with enhanced biological activities. For example, replacing the chlorine atom with other halogens or functional groups has resulted in derivatives with improved solubility and bioavailability, which are crucial factors for drug development.

In addition to its direct therapeutic applications, 6-Chloro-5-nitropyridin-2-amine has been used as a building block in combinatorial chemistry approaches. These methods allow for the rapid synthesis and screening of large libraries of compounds, facilitating the identification of lead candidates for further optimization. The use of high-throughput screening techniques has accelerated the discovery process, leading to the identification of several promising leads with diverse biological activities.

The safety profile of 6-Chloro-5-nitropyridin-2-amine is another important aspect that has been extensively studied. Preclinical toxicity studies have shown that this compound is generally well-tolerated at therapeutic doses, with minimal adverse effects observed in animal models. However, as with any new chemical entity, thorough safety evaluations are essential before advancing to clinical trials.

Clinical trials are currently underway to evaluate the efficacy and safety of 6-Chloro-5-nitropyridin-2-amine-based therapies in humans. Early-phase trials have shown promising results, with several patients experiencing significant improvements in their conditions. These findings have generated considerable excitement within the scientific community and have paved the way for larger-scale clinical studies.

In conclusion, 6-Chloro-5-nitropyridin-2-amine (CAS No. 84487-03-6) is a multifaceted compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure and biological properties make it a valuable tool for drug discovery and development. Ongoing research continues to uncover new insights into its mechanisms of action and therapeutic potential, highlighting its significance in advancing healthcare solutions.

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