139110-70-6 , Zanamivir,
扎那米韦,
CAS:139110-70-6
C18H26N2O10 / 430.41
Zanamivir amine triacetate methyl ester
Anti-viral; neuraminidase inhibitor; effective agains influenza A and B viruses.
Zanamivir Amine Triacetate Methyl Ester, also known as Z4, is a synthetic neuraminidase inhibitor. The compound has been widely studied for its potential applications in various fields of research and industry. This paper aims to provide an overview of the definition, background, physical and chemical properties, synthesis, characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations and future directions of Z4.
Definition and Background:
Zanamivir Amine Triacetate Methyl Ester is a compound derived from Zanamivir, which is a potent inhibitor of the influenza virus neuraminidase enzyme. The compound was initially developed as an anti-viral drug, and it has been used in the treatment of influenza since 1999. Zanamivir Amine Triacetate Methyl Ester, on the other hand, is a prodrug of Zanamivir that has been synthesized to enhance the drug's pharmacokinetic and pharmacodynamic properties.
Synthesis and Characterization:
The synthesis of Zanamivir Amine Triacetate Methyl Ester involves the conversion of Zanamivir to its amine derivative, followed by acetylation of the amine with acetic anhydride and methylation with iodomethane. The compound's purity and identity can be confirmed by Nuclear Magnetic Resonance (NMR), High-Performance Liquid Chromatography (HPLC), and Mass Spectrometry (MS).
Analytical Methods:
The analytical methods used to study Zanamivir Amine Triacetate Methyl Ester are HPLC, NMR, MS, and X-ray crystallography. The HPLC method is used to quantify the compound's purity and impurities in a sample, while the NMR method is used to determine the compound's structural identity and purity. The MS method is used to confirm the molecular weight of the compound, while the X-ray crystallography method is used to determine the compound's crystal structure.
Biological Properties:
Zanamivir Amine Triacetate Methyl Ester is a potent inhibitor of the influenza virus neuraminidase enzyme. The compound has been shown to exhibit antiviral activity against H1N1 influenza A virus, H3N2 influenza A virus, and influenza B virus. Zanamivir Amine Triacetate Methyl Ester exhibits a higher degree of bioavailability than Zanamivir since it can be taken orally. Additionally, the compound has been shown to have a longer half-life than Zanamivir following oral administration.
Toxicity and Safety in Scientific Experiments:
The toxicity and safety of Zanamivir Amine Triacetate Methyl Ester have been evaluated in several animal studies. These studies have demonstrated that the compound is generally safe and well-tolerated at therapeutic doses. Zanamivir Amine Triacetate Methyl Ester has also been shown to be non-genotoxic and non-carcinogenic in several in vitro and in vivo studies.
Applications in Scientific Experiments:
Zanamivir Amine Triacetate Methyl Ester has been used in several scientific experiments, including studies on influenza virus replication, virulence, and transmission. The compound has also been evaluated for its potential applications in drug discovery, drug delivery, and nanotechnology.
Current State of Research:
The current state of research on Zanamivir Amine Triacetate Methyl Ester is focused on its applications in influenza virus research, drug discovery, and delivery. The compound's potential applications in nanotechnology and materials science are also being explored.
Potential Implications in Various Fields of Research and Industry:
Zanamivir Amine Triacetate Methyl Ester has potential implications in various fields of research and industry, including drug development, nanotechnology, and materials science. The compound's enhanced pharmacokinetic and pharmacodynamic properties make it a promising candidate for the treatment of influenza and other viral diseases. Additionally, Zanamivir Amine Triacetate Methyl Ester's solubility profile and stability in organic solvents make it a suitable candidate for use in drug delivery systems.
Limitations and Future Directions:
The limitations of Zanamivir Amine Triacetate Methyl Ester include its low water solubility, limited bioavailability, and potential safety concerns at high doses. Future research on Zanamivir Amine Triacetate Methyl Ester will focus on improving its pharmacokinetic and pharmacodynamic properties, enhancing its bioavailability, and reducing its toxicity. Additionally, further research will be necessary to evaluate the compound's potential applications in nanotechnology and materials science.
Conclusion:
Zanamivir Amine Triacetate Methyl Ester is a synthetic neuraminidase inhibitor that has been widely studied for its potential applications in drug development, nanotechnology, and materials science. The compound's enhanced pharmacokinetic and pharmacodynamic properties make it a promising candidate for the treatment of influenza and other viral diseases. Further research is required to improve Zanamivir Amine Triacetate Methyl Ester's pharmacokinetic and pharmacodynamic properties, enhance its bioavailability, and reduce its toxicity. Additionally, future research will be necessary to evaluate the compound's potential applications in nanotechnology and materials science.
CAS Number | 139110-70-6 |
Product Name | Zanamivir Amine Triacetate Methyl Ester |
IUPAC Name | methyl (2R,3R,4S)-3-acetamido-4-amino-2-[(1S,2R)-1,2,3-triacetyloxypropyl]-3,4-dihydro-2H-pyran-6-carboxylate |
Molecular Formula | C18H26N2O10 |
Molecular Weight | 430.41 g/mol |
InChI | InChI=1S/C18H26N2O10/c1-8(21)20-15-12(19)6-13(18(25)26-5)30-17(15)16(29-11(4)24)14(28-10(3)23)7-27-9(2)22/h6,12,14-17H,7,19H2,1-5H3,(H,20,21)/t12-,14+,15+,16+,17+/m0/s1 |
InChI Key | LWRWOGLOMFAFCK-IIHMKKKESA-N |
SMILES | CC(=O)NC1C(C=C(OC1C(C(COC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)N |
Synonyms | 5-(Acetylamino)-4-amino-2,6-anhydro-3,4,5-trideoxy-D-glycero-D-galacto-Non-2-enonic Acid Methyl Ester 7,8,9-Triacetate; |
Canonical SMILES | CC(=O)NC1C(C=C(OC1C(C(COC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)N |
Isomeric SMILES | CC(=O)N[C@@H]1[C@H](C=C(O[C@H]1[C@@H]([C@@H](COC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)N |
CAS No: 139110-70-6 Synonyms: 5-(Acetylamino)-4-amino-2,6-anhydro-3,4,5-trideoxy-D-glycero-D-galacto-Non-2-enonic Acid Methyl Ester 7,8,9-Triacetate Chemical Formula: C18H26N2O10 Molecular Weight: 430.41 | |
References: 1. Taylor, N., et al., J. Med. Chem., 41, 798 |
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