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Laninamivir

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Category Influenza Virus
CAS 203120-17-6
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.
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Product Information

Synonyms 5-(Acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy-7-O-methyl-D-glycero-D-galacto-non-2-enonic acid; R 125489; (4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid
IUPAC Name (2R,3R,4S)-3-acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
Molecular Weight 346.34
Molecular Formula C13H22N4O7
Canonical SMILES CC(=O)NC1C(C=C(OC1C(C(CO)O)OC)C(=O)O)N=C(N)N
InChI InChI=1S/C13H22N4O7/c1-5(19)16-9-6(17-13(14)15)3-8(12(21)22)24-11(9)10(23-2)7(20)4-18/h3,6-7,9-11,18,20H,4H2,1-2H3,(H,16,19)(H,21,22)(H4,14,15,17)/t6-,7+,9+,10+,11+/m0/s1
InChIKey QNRRHYPPQFELSF-CNYIRLTGSA-N
Purity 99.91%
Density 1.4±0.1 g/cm3
Solubility In Vitro:
H2O : 5 mg/mL(14.44 mM;Need ultrasonic)
Appearance White to off-white (Solid)
Application Antiviral Agents
Storage Powder:
-20°C: 3 years
4°C: 2 years
In solvent:
-80°C: 6 months
-20°C: 1 month
Complexity 532
Exact Mass 346.14884905
Index Of Refraction 1.572
In Vitro Laninamivir (R 125489) inhibits efficiently common oseltamivir-resistant viruses, including those with the ubiquitous His274Tyr substitution.
Laninamivir (R 125489) is potent against p57N2, p09N1 and N5 with a similar binding mode to Zanamivir.
Target Influenza Virus
XLogP3-AA -3.2

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