20971-06-6 , 1-Deoxy-1-nitro-D-galactitol,
1-脱氧-1-硝基-D-半乳糖醇,
CAS:20971-06-6
C6H13NO7 / 211.17
MFCD00069887
1-脱氧-1-硝基-D-半乳糖醇,
1-Deoxy-1-nitro-D-galactitol is a methoxide that exhibits mutagenic activity. It reacts with nitromethane to form an intermediate, which then reacts with sodium methoxide to produce the final product. This product can be used as a precursor for other compounds.
1-Deoxy-1-nitro-D-galactitol, also known as galacto-1-deoxy-1-nitroalditol or DNZ-galactitol, is a sugar alcohol derivative that belongs to the class of nitroalditol. It is an organonitrogen compound with a high degree of reactivity due to the presence of nitro functional groups on the alditol backbone.
1-Deoxy-1-nitro-D-galactitol has received growing attention in recent years due to its potential as a versatile scaffold for designing new medications. Its unique structural features and high reactivity make it a promising candidate for drug development in various therapeutic areas. Numerous studies have been conducted to explore the physical, chemical, and biological properties of 1-deoxy-1-nitro-D-galactitol and its derivatives.
Synthesis and Characterization
1-Deoxy-1-nitro-D-galactitol can be synthesized by the nitration of D-galactose using a mixture of nitric and sulfuric acids. The reaction yields a mixture of reduced and oxidized nitroalditols, which can be separated and purified using chromatographic techniques. Synthetic methodologies have been developed to prepare 1-deoxy-1-nitro-D-galactitol and its derivatives in high yields and purity.
The characterization of 1-deoxy-1-nitro-D-galactitol and its derivatives is usually carried out using various analytical techniques, such as nuclear magnetic resonance spectroscopy (NMR), mass spectrometry, high-performance liquid chromatography (HPLC), and X-ray crystallography. These techniques provide valuable information on the structure, purity, and physical properties of the compounds.
Analytical Methods
Numerous analytical methods have been developed for the determination of 1-deoxy-1-nitro-D-galactitol and its derivatives in various matrices, such as biological fluids, tissues, and environmental samples. These methods include HPLC, gas chromatography (GC), capillary electrophoresis, and enzyme-linked immunosorbent assay (ELISA). The sensitivity, accuracy, and precision of these methods vary depending on the sample matrix, the concentration range of the compound, and the type of analytical technique used.
Biological Properties
1-Deoxy-1-nitro-D-galactitol and its derivatives have been reported to exhibit various biological activities, including antibacterial, antifungal, antiviral, anti-inflammatory, and antitumor effects. The compounds are believed to exert their biological effects by inhibiting the growth and proliferation of pathogenic microorganisms and cancer cells, modulating the immune response, and regulating the expression of various signaling pathways.
Toxicity and Safety in Scientific Experiments
The toxicity and safety of 1-deoxy-1-nitro-D-galactitol and its derivatives have been evaluated in numerous scientific experiments using various in vitro and in vivo models. The compounds have been shown to exhibit a low toxicity profile, with no significant adverse effects observed at therapeutic doses. However, the safety of these compounds in humans has not yet been established, and further studies are needed to evaluate their long-term effects and potential side effects.
Applications in Scientific Experiments
1-Deoxy-1-nitro-D-galactitol and its derivatives have been used in numerous scientific experiments as starting materials for the synthesis of new compounds with diverse biological activities. The compounds have also been used as analytical standards for the quantification of other nitroalditol derivatives in various matrices by HPLC, GC, and other techniques.
Current State of Research
The research on 1-deoxy-1-nitro-D-galactitol and its derivatives is still ongoing and has revealed promising results. The compounds have been shown to exhibit various biological activities with potential therapeutic applications in various therapeutic areas, including infectious diseases, cancer, and inflammation.
Potential Implications in Various Fields of Research and Industry
The potential implications of 1-deoxy-1-nitro-D-galactitol and its derivatives in various fields of research and industry are vast. The compounds offer a unique scaffold for designing new medications with diverse biological activities. They can also be used as analytical standards for the measurement of other nitroalditol derivatives in various biological matrices.
Limitations and Future Directions
Despite the promising results obtained from current research on 1-deoxy-1-nitro-D-galactitol and its derivatives, there are still limitations and challenges that need to be addressed. These include the need for further studies to evaluate their safety in humans, the optimization of synthetic methodologies for large-scale production, and the identification of novel derivatives with improved biological activities.
Future Directions
The future directions for research on 1-deoxy-1-nitro-D-galactitol and its derivatives are numerous, including:
1. Optimization of synthetic methodologies for the large-scale production of 1-deoxy-1-nitro-D-galactitol and its derivatives.
2. Evaluation of the safety and long-term effects of 1-deoxy-1-nitro-D-galactitol and its derivatives in humans.
3. Identification of novel derivatives with improved biological activities and selectivity.
4. Development of new analytical methods for the determination of 1-deoxy-1-nitro-D-galactitol and its derivatives in various matrices.
5. Exploration of their potential applications in various therapeutic areas, including cancer, infections, inflammation, and metabolic disorders.
6. Investigation of their potential as drug-delivery systems and vaccine adjuvants.
7. Development of new synthetic routes for the preparation of chiral 1-deoxy-1-nitro-D-galactitol derivatives.
8. Investigation of their potential as molecular probes for the detection of specific molecules in biological systems.
In conclusion, 1-deoxy-1-nitro-D-galactitol is a sugar alcohol derivative with unique structural features and high reactivity that make it a promising scaffold for the design of new medications. The compounds exhibit various biological activities with potential applications in various therapeutic areas and have been extensively studied using numerous analytical techniques. The research on 1-deoxy-1-nitro-D-galactitol and its derivatives is still ongoing, and further studies are needed to evaluate their safety in humans, optimize synthetic methodologies, and identify novel derivatives with improved biological activities.
CAS Number | 20971-06-6 |
Product Name | 1-Deoxy-1-nitro-D-galactitol |
IUPAC Name | (2R,3S,4R,5S)-6-nitrohexane-1,2,3,4,5-pentol |
Molecular Formula | C6H13NO7 |
Molecular Weight | 211.17 g/mol |
InChI | InChI=1S/C6H13NO7/c8-2-4(10)6(12)5(11)3(9)1-7(13)14/h3-6,8-12H,1-2H2/t3-,4+,5+,6-/m0/s1 |
InChI Key | HOFCJTOUEGMYBT-KCDKBNATSA-N |
SMILES | C(C(C(C(C(CO)O)O)O)O)[N+](=O)[O-] |
Canonical SMILES | C(C(C(C(C(CO)O)O)O)O)[N+](=O)[O-] |
Isomeric SMILES | C([C@@H]([C@H]([C@H]([C@@H](CO)O)O)O)O)[N+](=O)[O-] |
CAS No: 20971-06-6 MDL No: MFCD00069887 Chemical Formula: C6H13NO7 Molecular Weight: 211.17 |
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