6-S-((4-Nitrophenyl)methyl)-6-thioinosine
6-S-((4-Nitrophenyl)methyl)-6-thioinosine is a chemical compound that belongs to the class of nucleoside analogs. It is a modified form of inosine, where the 6-thio group is substituted with a 4-nitrophenylmethyl group. This compound is of interest in the field of biochemistry and pharmacology due to its potential applications in drug development and biological research.
Chemical Structure and Properties[edit | edit source]
6-S-((4-Nitrophenyl)methyl)-6-thioinosine is characterized by the presence of a thioether linkage at the 6-position of the inosine molecule. The addition of the 4-nitrophenylmethyl group introduces a nitroaromatic moiety, which can influence the compound's electronic properties and reactivity.
Molecular Formula[edit | edit source]
The molecular formula of 6-S-((4-Nitrophenyl)methyl)-6-thioinosine is C₁₆H₁₄N₄O₅S.
Molecular Weight[edit | edit source]
The molecular weight of this compound is approximately 374.37 g/mol.
Chemical Structure[edit | edit source]
The chemical structure can be represented as follows:
- Inosine core with a ribose sugar and purine base. - Thioether linkage at the 6-position. - 4-nitrophenylmethyl group attached to the sulfur atom.
Synthesis[edit | edit source]
The synthesis of 6-S-((4-Nitrophenyl)methyl)-6-thioinosine typically involves the modification of inosine through a series of chemical reactions. The key steps include:
1. Protection of the hydroxyl groups on the ribose sugar. 2. Introduction of the thio group at the 6-position of the purine base. 3. Coupling of the 4-nitrophenylmethyl group to the thio group. 4. Deprotection of the hydroxyl groups to yield the final product.
Applications[edit | edit source]
6-S-((4-Nitrophenyl)methyl)-6-thioinosine is primarily used in research settings. Its applications include:
- Biochemical Studies: Used as a probe to study enzyme interactions and nucleoside metabolism. - Pharmacological Research: Investigated for its potential as an antiviral or anticancer agent due to its ability to interfere with nucleic acid synthesis.
Safety and Handling[edit | edit source]
As with many chemical compounds, proper safety protocols should be followed when handling 6-S-((4-Nitrophenyl)methyl)-6-thioinosine. This includes the use of personal protective equipment (PPE) such as gloves and goggles, and working in a well-ventilated area.
Also see[edit | edit source]
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