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1000787-75-6

1000787-75-6 structure
1000787-75-6 structure
  • Name: Tegobuvir
  • Chemical Name: 5-[[6-[2,4-bis(trifluoromethyl)phenyl]pyridazin-3-yl]methyl]-2-(2-fluorophenyl)imidazo[4,5-c]pyridine
  • CAS Number: 1000787-75-6
  • Molecular Formula: C25H14F7N5
  • Molecular Weight: 517.401
  • Catalog: Signaling Pathways Anti-infection HCV
  • Create Date: 2018-12-22 16:07:45
  • Modify Date: 2024-01-11 21:32:27
  • Tegobuvir is a specific, covalent inhibitor of the HCV NS5B polymerase.

Name 5-[[6-[2,4-bis(trifluoromethyl)phenyl]pyridazin-3-yl]methyl]-2-(2-fluorophenyl)imidazo[4,5-c]pyridine
Synonyms 5-({6-[2,4-Bis(trifluoromethyl)phenyl]-3-pyridazinyl}methyl)-2-(2-fluorophenyl)-5H-imidazo[4,5-c]pyridine
5H-Imidazo[4,5-c]pyridine, 5-[[6-[2,4-bis(trifluoromethyl)phenyl]-3-pyridazinyl]methyl]-2-(2-fluorophenyl)-
tegobuvir
5-({6-[2,4-bis(trifluoromethyl)phenyl]pyridazin-3-yl}methyl)-2-(2-fluorophenyl)-5H-imidazo[4,5-c]pyridine
Tegobuvir [USN:INN]
Tegobuvir (USAN/INN)
Description Tegobuvir is a specific, covalent inhibitor of the HCV NS5B polymerase.
Related Catalog
In Vitro Tegobuvir rapidly increases the proportion of replicons with the Y448H mutation in a dose-dependent manner. After 3 days of treatment, 1.2%, 6.8%, and > 50% of the replicon population expresses Y448H with the use of Tegobuvir at 1, 10, and 20 times its 50% effective concentration, respectively[1]. Tegobuvir exerts anti-HCV activity utilizing a unique chemical activation and subsequent direct interaction with the NS5B protein. Treatment of HCV subgenomic replicon cells with Tegobuvir results in a modified form of NS5B with a distinctly altered mobility on a SDS-PAGE gel[2]. Tegobuvir is potent in GT1a and 1b with mean EC50s of 19.8 and 1.5 nM respectively. For genotype 3a, 4a, and 6a Con chimeras, tegobuvir EC50s are all greater than 100 nM. The F445C NS5B mutations in GT3a, 4a, and 6a chimeric replicons restore tegobuvir potency to EC50 levels comparable to GT1a[3].
Cell Assay Replicon-containing cells are trypsinized and seeded in cell culture media without G418 in white 96-well plates for EC50 analysis. Stable replicon carrying cell lines are seeded at a density of 5,000 cells per well. Serial threefold dilutions (10 concentrations) of compounds are performed in DMSO followed by further dilution in cell culture media and subsequent addition to cell plates. Compound-treated cells are incubated 72 hours at 37°C in a 5% CO2 incubator. 
References

[1]. Bae AS, et al. Allele-specific real-time PCR system for detection of subpopulations of genotype 1a and 1b hepatitis C NS5B Y448H mutant viruses in clinical samples. J Clin Microbiol. 2011 Sep;49(9):3168-74.

[2]. Hebner CM, et al. The HCV non-nucleoside inhibitor Tegobuvir utilizes a novel mechanism of action to inhibit NS5B polymerase function.PLoS One. 2012;7(6):e39163.

[3]. Wong KA, et al. Tegobuvir (GS-9190) potency against HCV chimeric replicons derived from consensus NS5B sequences from genotypes 2b, 3a, 4a, 5a, and 6a. Virology. 2012 Jul 20;429(1):57-62.

Density 1.5±0.1 g/cm3
Boiling Point 558.0±60.0 °C at 760 mmHg
Molecular Formula C25H14F7N5
Molecular Weight 517.401
Flash Point 291.3±32.9 °C
Exact Mass 517.113770
PSA 56.49000
LogP 4.07
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.605
Storage condition 2-8℃