Didox
Catalog Number: BT-264485
CAS Number: 69839-83-4
Molecular Formula: C7H7NO4
Molecular Weight: 169.13 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
Didox is a synthetic compound that has been studied for its potential therapeutic and environmental applications. It is a nucleoside analog that has been shown to have antiviral, anticancer, and anti-inflammatory properties.
Properties
CAS Number
69839-83-4
Product Name
Didox
IUPAC Name
N,3,4-trihydroxybenzamide
Molecular Formula
C7H7NO4
Molecular Weight
169.13 g/mol
InChI
InChI=1S/C7H7NO4/c9-5-2-1-4(3-6(5)10)7(11)8-12/h1-3,9-10,12H,(H,8,11)
InChI Key
QJMCKEPOKRERLN-UHFFFAOYSA-N
SMILES
C1=CC(=C(C=C1C(=O)NO)O)O
Solubility
Soluble in DMSO
Synonyms
3,4-dihydroxybenzohydroxamic acid
didox
N,3,4-trihydroxybenzamide
NSC 324360
NSC-324360
VF 147
didox
N,3,4-trihydroxybenzamide
NSC 324360
NSC-324360
VF 147
Canonical SMILES
C1=CC(=C(C=C1C(=O)NO)O)O
Method of Synthesis or Extraction
Didox can be synthesized using several methods, including the reaction of 2,4-dioxo-5-fluoropyrimidine with 2,2-dimethyl-1,3-dioxolane-4-methanol in the presence of a strong acid catalyst. Another method involves the reaction of 2,4-dioxo-5-fluoropyrimidine with 2,2-dimethyl-1,3-dioxolane-4-methanol in the presence of a base catalyst. The efficiency and yield of each method vary, with the acid-catalyzed method producing a higher yield but also generating more waste. Environmental and safety considerations must be taken into account when synthesizing Didox, as some of the reagents used can be hazardous.
Chemical Structure and Biological Activity
Didox has a chemical structure that is similar to that of the nucleoside thymidine, with a fluorine atom replacing the 5-methyl group. It acts as a competitive inhibitor of thymidylate synthase, an enzyme that is essential for DNA synthesis. Didox has been shown to have potent antiviral activity against several viruses, including HIV, herpes simplex virus, and hepatitis B virus. It also has anticancer activity, inhibiting the growth of several types of cancer cells. In addition, Didox has anti-inflammatory properties, reducing the production of inflammatory cytokines.
Biological Effects
Didox has been shown to have several biological effects on cell function and signal transduction. It inhibits DNA synthesis by blocking the conversion of deoxyuridine monophosphate to deoxythymidine monophosphate, leading to cell cycle arrest and apoptosis. Didox also inhibits the activation of nuclear factor-kappa B, a transcription factor that plays a key role in inflammation and cancer. Potential therapeutic and toxic effects of Didox must be carefully evaluated, as it can have both beneficial and harmful effects on cells.
Applications
Didox has potential applications in medical research, such as its role in drug development. It has been studied in clinical trials for the treatment of HIV, hepatitis B, and cancer. Benefits and potential side effects of Didox must be carefully evaluated in these trials. Didox also has potential applications in environmental research, such as its effects on ecosystems and its role in pollution management. In industrial research, Didox can be used in manufacturing processes to improve product quality and efficiency, but health and safety considerations must be taken into account.
Future Perspectives and Challenges
Current limitations in the use and study of Didox include its potential toxicity and the need for further research to fully understand its mechanisms of action. Possible solutions and improvements include the development of more efficient and environmentally friendly synthesis methods and the identification of new biological targets for Didox. Future trends and prospects in the application of Didox in scientific research include its potential use in combination therapies for cancer and viral infections, as well as its role in the development of new drugs with improved efficacy and safety profiles.
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