CAS 203120-17-6|Laninamivir

Introduction:Basic information about CAS 203120-17-6|Laninamivir, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameLaninamivir
CAS Number203120-17-6Molecular Weight346.34
Density1.6±0.1 g/cm3Boiling Point/
Molecular FormulaC13H22N4O7Melting Point/
MSDS/Flash Point/

Names

Name(2R,3R,4S)-3-acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
SynonymMore Synonyms

Laninamivir BiologicalActivity

DescriptionLaninamivir (R 125489) is a potent influenza neuraminidase (NA) inhibitor with IC50s of 0.90 nM, 1.83 nM and 3.12 nM for avian H12N5 NA (N5), pH1N1 N1 NA (p09N1) and A/RI/5+/1957 H2N2 N2 (p57N2), respectively[1].
Related CatalogSignaling Pathways >>Anti-infection >>Influenza VirusResearch Areas >>Infection
Target

IC50: 0.90 nM (N5), 1.83 nM (p09N1), 3.12 nM (p57N2)[1]

In VitroLaninamivir inhibits efficiently common oseltamivir-resistant viruses, including those with the ubiquitous His274Tyr substitution[1]. Laninamivir is potent against p57N2, p09N1 and N5 with a similar binding mode to Zanamivir[1].
References

[1]. Vavricka CJ, et al. Structural and functional analysis of laninamivir and its octanoate prodrug reveals group specific mechanisms for influenza NA inhibition. PLoS Pathog. 2011 Oct;7(10):e1002249.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Molecular FormulaC13H22N4O7
Molecular Weight346.34
Exact Mass346.148834
PSA190.71000
LogP-3.06
Index of Refraction1.634
InChIKeyQNRRHYPPQFELSF-CNYIRLTGSA-N
SMILESCOC(C(O)CO)C1OC(C(=O)O)=CC(N=C(N)N)C1NC(C)=O

Synonyms

5-acetamido-4-guanidino-2,3,4,5-tetradeoxy-7-O-methyl-D-glycero-D-galacto-non-2-enopyranosoic acid
Laninamivir
CS-8958
(6R)-5-Acetamido-2,6-anhydro-4-carbamimidamido-3,4,5-trideoxy-6-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-L-threo-hex-2-enonic acid
D-glycero-D-galacto-Non-2-enonic acid, 5-(acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy-7-O-methyl-
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