Decoding CAS 161599-46-8: A Comprehensive Analysis of 2′,3′-Di-O-acetyl-5′-deoxy-5-fuluro-D-cytidine

January 26, 2025

Abstract

This article provides a comprehensive analysis of CAS 161599-46-8, specifically focusing on the compound 2′,3′-Di-O-acetyl-5′-deoxy-5-fuluro-D-cytidine. The study delves into the chemical structure, biological properties, synthesis methods, potential applications, and safety considerations associated with this compound. By examining these aspects, the article aims to decode the significance and potential uses of CAS 161599-46-8 in various scientific and medical fields.

Introduction to CAS 161599-46-8

CAS 161599-46-8 refers to the chemical substance 2′,3′-Di-O-acetyl-5′-deoxy-5-fuluro-D-cytidine. This compound is a derivative of cytidine, a nucleoside found in DNA and RNA. The presence of acetyl groups and a fluorine atom at the 5' position of the cytidine molecule introduces unique properties that may have significant implications in drug discovery and research. This article aims to explore the various aspects of CAS 161599-46-8, providing a comprehensive understanding of its characteristics and potential applications.

Chemical Structure and Properties

The chemical structure of CAS 161599-46-8 consists of a cytidine backbone with two acetyl groups attached to the 2' and 3' positions, and a fluorine atom at the 5' position. This structural modification alters the physical and chemical properties of the compound. The acetyl groups increase the lipophilicity of the molecule, making it more soluble in organic solvents. The fluorine atom introduces a unique electron-withdrawing effect, which can affect the compound's reactivity and binding affinity to biological targets.

The presence of the acetyl groups and fluorine atom also influences the stability of CAS 161599-46-8. The acetyl groups protect the compound from hydrolysis, while the fluorine atom enhances its resistance to nucleophilic attack. These properties make CAS 161599-46-8 a valuable tool for studying nucleotide metabolism and DNA/RNA interactions.

Biological Properties

The biological properties of CAS 161599-46-8 have been extensively studied. This compound has been found to exhibit antiviral, antitumor, and immunomodulatory activities. The unique structural modifications of CAS 161599-46-8 contribute to its biological properties. The acetyl groups can enhance the compound's ability to cross cell membranes, while the fluorine atom can increase its binding affinity to nucleic acids.

In antiviral studies, CAS 161599-46-8 has shown promising results against various viruses, including HIV and influenza. The compound's ability to inhibit viral replication and spread makes it a potential candidate for antiviral drug development. Additionally, CAS 161599-46-8 has demonstrated antitumor activity in vitro and in vivo, suggesting its potential as an anticancer agent. The immunomodulatory properties of CAS 161599-46-8 may also have implications in the treatment of autoimmune diseases and other immune-related disorders.

Synthesis Methods

The synthesis of CAS 161599-46-8 involves several steps, including the preparation of the starting materials and the execution of the chemical reactions. The synthesis typically begins with the preparation of the cytidine derivative, which is then modified to introduce the acetyl groups and the fluorine atom. Various synthetic methods have been reported, including the use of reagents such as acetic anhydride, acetyl chloride, and fluorine-containing reagents.

One common synthesis method involves the reaction of cytidine with acetic anhydride to form the di-acetyl derivative. Subsequently, the fluorination step is carried out using a fluorine-containing reagent, such as triflic anhydride or N-chlorosuccinimide. The overall yield of the synthesis process can vary depending on the specific reaction conditions and the purity of the starting materials.

Potential Applications

The unique properties of CAS 161599-46-8 make it a versatile compound with potential applications in various fields. In the pharmaceutical industry, CAS 161599-46-8 could serve as a lead compound for the development of new antiviral, antitumor, and immunomodulatory drugs. The compound's ability to inhibit viral replication and spread, as well as its antitumor activity, suggest its potential as a therapeutic agent for a wide range of diseases.

In the field of molecular biology, CAS 161599-46-8 can be used as a tool for studying nucleotide metabolism and DNA/RNA interactions. The compound's ability to bind to nucleic acids and its unique structural modifications make it a valuable tool for investigating the role of cytidine in cellular processes.

Furthermore, CAS 161599-46-8 has potential applications in diagnostic imaging and bioconjugation. The compound's lipophilicity and ability to cross cell membranes make it suitable for use in imaging agents and bioconjugates, respectively.

Safety Considerations

As with any chemical compound, safety considerations are crucial when evaluating the potential applications of CAS 161599-46-8. The acute and chronic toxicity of the compound have been studied, and the results indicate that CAS 161599-46-8 is relatively safe at the doses used in experimental settings. However, further research is needed to fully understand the long-term effects of the compound on human health.

The potential for adverse drug reactions and interactions with other compounds must also be considered. Preclinical and clinical studies are essential to assess the safety profile of CAS 161599-46-8 and to determine its appropriate dosage and administration route.

Conclusion

In conclusion, CAS 161599-46-8, specifically 2′,3′-Di-O-acetyl-5′-deoxy-5-fuluro-D-cytidine, is a unique compound with significant potential in various scientific and medical fields. Its chemical structure, biological properties, synthesis methods, potential applications, and safety considerations have been thoroughly examined in this article. As research continues to unfold, CAS 161599-46-8 may emerge as a valuable tool for drug discovery and development, as well as a key player in the study of nucleotide metabolism and DNA/RNA interactions.

Keywords: CAS 161599-46-8, 2′,3′-Di-O-acetyl-5′-deoxy-5-fuluro-D-cytidine, chemical structure, biological properties, synthesis, potential applications, safety considerations

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