Laninamivir (Inavir, CS8958, R125489)

Alias: CS8958; CS-8958; CS 8958;R-125489; R 125489; R125489;
Cat No.:V5767 Purity: ≥98%
Laninamivir (Inavir, CS-8958,R-125489) is a novel and potent neuraminidase inhibitor with antiviral activities.
Laninamivir (Inavir, CS8958, R125489) Chemical Structure CAS No.: 203120-17-6
Product category: Influenza Virus
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Laninamivir (Inavir, CS8958, R125489):

  • Laninamivir Octanoate (Inavir, CS 8958, R 125489)
  • Laninamivir Octanoate Monohydrate (R 125489)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Laninamivir (Inavir, CS-8958, R-125489) is a novel and potent neuraminidase inhibitor with antiviral activities. It inhibits avian H12N5 NA (N5), pH1N1 N1 NA (p09N1) and A/RI/5+/1957 H2N2 N2 (p57N2) strains with IC50s of 0.90 nM, 1.83 nM and 3.12 nM, respectively. Laninamivir exhibits clinical efficacy for both treatment and prophylaxis of influenza virus infection, resulting from hydrolytic bioactivation into its pharmacologically active metabolite laninamivir in the pulmonary tissue.

Biological Activity I Assay Protocols (From Reference)
Targets
N5(IC50= 0.90 nM);p09N1(IC50= 1.83 nM);p57N2(IC50= 3.12 nM)
ln Vitro
Common oseltamivir-resistant viruses, including those with the common His274Tyr substitution, are effectively inhibited by laninamivir (R 125489)[1]. Like Zanamivir, laninamivir (R 125489) has a similar binding mechanism and is effective against p57N2, p09N1, and N5[1].
References
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.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C13H22N4O6
Molecular Weight
346.33638
Exact Mass
346.15
Elemental Analysis
C, 45.08; H, 6.40; N, 16.18; O, 32.34
CAS #
203120-17-6
Related CAS #
Laninamivir octanoate;203120-46-1;Laninamivir octanoate hydrate;1233643-88-3
Appearance
Solid powder
SMILES
O=C(C1=C[C@H](NC(N)=N)[C@@H](NC(C)=O)[C@@H](C[C@@H](OC)CO)O1)O
InChi Key
LANWZBLPTYVJPY-PKIKSRDPSA-N
InChi Code
InChI=1S/C13H22N4O6/c1-6(19)16-11-8(17-13(14)15)4-10(12(20)21)23-9(11)3-7(5-18)22-2/h4,7-9,11,18H,3,5H2,1-2H3,(H,16,19)(H,20,21)(H4,14,15,17)/t7-,8+,9-,11-/m1/s1
Chemical Name
(2R,3R,4S)-3-acetamido-4-guanidino-2-((R)-3-hydroxy-2-methoxypropyl)-3,4-dihydro-2H-pyran-6-carboxylic acid
Synonyms
CS8958; CS-8958; CS 8958;R-125489; R 125489; R125489;
HS Tariff Code
2934.99.03.00
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~5 mg/mL (~14.44 mM )
Solubility (In Vivo)
Solubility in Formulation 1: 3.12 mg/mL (9.01 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8873 mL 14.4367 mL 28.8734 mL
5 mM 0.5775 mL 2.8873 mL 5.7747 mL
10 mM 0.2887 mL 1.4437 mL 2.8873 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
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  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • The chemical structures of influenza NA inhibitors used in this study.[1].PLoS Pathog. 2011 Oct;7(10):e1002249.
  • Comparison of the active sites of p57N2, p09N1 and N5.[1].PLoS Pathog. 2011 Oct;7(10):e1002249.
  • Binding of laninamivir and zanamivir to p57N2, p09N1 and N5.[1].PLoS Pathog. 2011 Oct;7(10):e1002249.
  • Binding of the laninamivir octanoate prodrug (CS-8958) to p57N2 and p09N1.[1].PLoS Pathog. 2011 Oct;7(10):e1002249.
  • Comparison of oseltamivir (yellow), laninamivir octanoate (magenta) and laninamivir (turquoise) binding to p09N1.[1].PLoS Pathog. 2011 Oct;7(10):e1002249.
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