CAS 203120-17-6

Laninamivir

Description:

Laninamivir is an antiviral compound primarily used in the treatment of influenza. It belongs to the class of neuraminidase inhibitors, which function by blocking the viral enzyme neuraminidase, thereby preventing the release of new viral particles from infected cells and limiting the spread of the virus within the respiratory tract. Laninamivir is characterized by its long half-life, allowing for less frequent dosing compared to other antiviral medications. It is typically administered via inhalation, which facilitates direct delivery to the site of infection in the lungs. The compound has shown effectiveness against various strains of influenza, including those resistant to other antiviral agents. Additionally, laninamivir has a favorable safety profile, with common side effects being mild and transient. Its unique pharmacokinetic properties and mechanism of action make it a valuable option in the management of influenza, particularly in populations at high risk for complications from the virus.

Formula: C₁₃H₂₂N₄O₇

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

InChI key: InChIKey=QNRRHYPPQFELSF-CNYIRLTGSA-N

SMILES: [C@H]([C@@H](CO)O)(OC)[C@]1([C@H](NC(C)=O)[C@@H](NC(=N)N)C=C(C(O)=O)O1)[H]

Synonyms:

• (4S,5R,6R)-5-Acetamido-4-carbamimidamido-6-((1R,2R)-3-hydroxy-2-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid
• (4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid
• 203120-17-6
• 5-(Acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy-7-O-methyl-<span class="text-smallcaps">D</smallcap>-glycero-<smallcap>D</span>-galacto-non-2-enonic acid
• <span class="text-smallcaps">D</smallcap>-glycero-<smallcap>D</span>-galacto-Non-2-enonic acid, 5-(acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy-7-O-methyl-
• Laninamivir
• R 125489
• D-glycero-D-galacto-Non-2-enonic acid, 5-(acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy-7-O-methyl-
• 5-(Acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy-7-O-methyl-D-glycero-D-galacto-non-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-

CAS: 203120-17-6

Formula: C₁₃H₂₂N₄O₇

Purity: 98%

Color and Shape: Solid

Molecular weight: 346.3364

Ref: IN-DA0028OB

Laninamivir

CAS: 203120-17-6

Laninamivir (R 125489) inhibits influenza NA (IC50: 0.90-3.12 nM) across strains H12N5, pH1N1, and H2N2.

Formula: C₁₃H₂₂N₄O₇

Purity: 99%

Color and Shape: Solid

Molecular weight: 346.34

Ref: TM-T15707

(2R,3R,4S)-3-Acetamido-2-((1R,2R)-2,3-Dihydroxy-1-Methoxypropyl)-4-Guanidino-3,4-Dihydro-2H-Pyran-6-Carboxylic Acid

CAS: 203120-17-6

(2R,3R,4S)-3-Acetamido-2-((1R,2R)-2,3-Dihydroxy-1-Methoxypropyl)-4-Guanidino-3,4-Dihydro-2H-Pyran-6-Carboxylic Acid

Purity: 98%

Molecular weight: 346.34g/mol

Ref: 54-OR1024357

Laninamivir

CAS: 203120-17-6

Laninamivir

Purity: ≥98%

Molecular weight: 346.34g/mol

Ref: 54-BUP02004

Laninamivir

CAS: 203120-17-6

Formula: C₁₃H₂₂N₄O₇

Molecular weight: 346.34

Ref: 4Z-L-222001

Tetradifon 10 µg/mL in Acetonitrile

CAS: 203120-17-6

Applications A new potent neuraminidase (NA) inhibitor, shows long-acting anti-influenza virus activity.
References Bantia, S., et al.: Antimicrob. Agents Chemother., 42, 801 (1998), Honda, T., et al.: Bioorg. Med. Chem. Lett., 12, 1925 (2002), Kiso, M., et al.: Lancet, 364, 759 (2004), Macdonald, S., et al.: J. Med. Chem., 48, 2964 (2005),

Formula: C₁₃H₂₂N₄O₇

Color and Shape: White To Off-White

Molecular weight: 346.34

Ref: TR-L174000

(2R,3R,4S)-3-Acetamido-2-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-4-guanidino-3,4-dihydro-2H-pyran-6-carboxylic acid

CAS: 203120-17-6

Formula: C₁₃H₂₂N₄O₇

Purity: 98%

Molecular weight: 346.34

Ref: 10-F549638

Laninamivir-13C,15N2

Controlled Product

CAS: 203120-17-6

Applications Isotope labelled Laninamir (L174000) is a new potent neuraminidase (NA) inhibitor, shows long-acting anti-influenza virus activity.
References Bantia, S., et al.: Antimicrob. Agents Chemother., 42, 801 (1998), Honda, T., et al.: Bioorg. Med. Chem. Lett., 12, 1925 (2002), Kiso, M., et al.: Lancet, 364, 759 (2004), Macdonald, S., et al.: J. Med. Chem., 48, 2964 (2005),

Formula: C₁₃H₂₂N₄O₇

Color and Shape: Neat

Molecular weight: 346.34

Ref: TR-L174003

Laninamivir

CAS: 203120-17-6

Laninamivir is an antiviral drug that inhibits the neuraminidase activity of influenza A and B viruses. It is a prodrug that is activated by esterases to form the active metabolite laninamivir carboxylate, which inhibits virus replication. Laninamivir has been shown to be effective against oseltamivir-resistant mutants and has been used in combination with oseltamivir as a treatment for pandemic influenza. Laninamivir has also been studied in pediatric patients with influenza-like symptoms, with significant reductions in symptom severity, duration of symptoms, and viral load.

Formula: C₁₃H₂₂N₄O₇

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 346.34 g/mol

Ref: 3D-ML58733