Zanamivir (hydrate)

Category	Influenza Virus
CAS	139110-80-8
Description	Zanamivir is a neuraminidase inhibitor used in the treatment and prophylaxis of influenza caused by influenza A virus and influenza B virus.

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Product Information

Synonyms	Relenza; GG 167; 2,3-Didehydro-2,4-dideoxy-4-guanidine-N-acetyl-acetyl-D-neuraminic acid; 4-Guanidino-2,4-dideoxy-2,3-didehydro-N-acetylneuraminic acid; 5-Acetamino-2,6-anhydro-4-guanidino-3,4,5-trideoxy-D-galcto-non-enoic acid
IUPAC Name	(2R,3R,4S)-3-acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
Molecular Weight	350.33
Molecular Formula	C12H22N4O8
Canonical SMILES	CC(=O)NC1C(C=C(OC1C(C(CO)O)O)C(=O)O)N=C(N)N
InChI	InChI=1S/C12H20N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h2,5-6,8-10,17,19-20H,3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,8+,9+,10+/m0/s1
InChIKey	ARAIBEBZBOPLMB-UFGQHTETSA-N
Melting Point	>245 °C (dec.)
Purity	>98%
Density	1.8±0.1 g/cm3
Solubility	In vitro: 10 mM in DMSO
Appearance	White Solid
Storage	Powder: -20°C: 3 years 4°C: 2 years In solvent: -80°C: 6 months -20°C: 1 month
Animal Admin	Formulations PO-SC (Zanamivir with SC for p.o.) and PO-C (Zanamivir control solution for p.o.) are administered orally at a Zanamivir dose of 10 mg/kg, and IV-R (reference Zanamivir saline solution for i.v.) is administered i.v. at a dose of 1 mg/kg to rats under conscious condition. Blood samples are collected prior to and at 0.5, 1, 2, 3, 4, 6, 8, and 24 hr after administration. At each sampling point, three rats from each group are sacrificed after blood collection to extract the lungs. The lungs are cleansed with saline after extraction of lungs from the rats through a chest incision. The lungs are then transferred into E-tube and stored in the freezer (-80°C) until analysis. Plasma samples are harvested by centrifugation at 1,500 × g for 10 min and stored at -20°C until analysis. The analysis of Zanamivir in both plasma and lungs is performed using before-mentioned LC-MS/MS method.
Complexity	518
Exact Mass	332.13319899
Index Of Refraction	1.679
In Vitro	Zanamivir interacts with a group of amino acids in the active site of neuraminidase, which are conserved in all influenza A and B strains. Zanamivir blocks the action of neuraminidase, which prevents the cleavage of sialic acid on the cell receptors, thus preventing release and spread of the newly formed virions.
In Vivo	Zanamivir interacts with a group of amino acids in the active site of neuraminidase, which are conserved in all influenza A and B strains. Zanamivir blocks the action of neuraminidase, which prevents the cleavage of sialic acid on the cell receptors, thus preventing release and spread of the newly formed virions.
PSA	198.22000
Target	Influenza Virus; Antibiotic
XLogP3-AA	-3.2