203120-17-6

203120-17-6 structure

Name: Laninamivir
Chemical Name: (2R,3R,4S)-3-acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
CAS Number: 203120-17-6
Molecular Formula: C₁₃H₂₂N₄O₇
Molecular Weight: 346.34
Catalog: Signaling Pathways Anti-infection Influenza Virus
Create Date: 2018-12-30 20:44:57
Modify Date: 2024-01-24 09:54:28
Laninamivir (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].

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

Description	Laninamivir (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 Catalog	Signaling Pathways >> Anti-infection >> Influenza Virus Research Areas >> Infection
Target	IC50: 0.90 nM (N5), 1.83 nM (p09N1), 3.12 nM (p57N2)[1]
In Vitro	Laninamivir 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.

Precursor 3
1072449-92-3 475483-21-7 4023-02-3
DownStream 0