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Inarigivir ammonium

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Category Hepatitis B Virus (HBV)
CAS 2172788-92-8
Description Inarigivir ammonium, a dinucleotide antiviral drug, significantly reduces liver HBV DNA in transgenic mice expressing hepatitis B virus and acts as a RIG-I (Retinoic acid-inducible gene-I) agonist to activate cellular innate immune responses.
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Product Information

Synonyms ORI-9020 ammonium; SB-9000 ammonium; O-{[(2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-3-hydroxytetrahydro-2-furanyl]methyl} O-[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)-2-(hydroxymethyl)-4-methoxytetrahydro-3-furanyl] hydrogen phosphorothioate ammoniate (1:1); O2'-methyl-P-thio-uridylyl-(3'->5')-2'-deoxy-adenosine ammonium
IUPAC Name 1-[(2R,3R,4R,5R)-4-[[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidine-2,4-dione;azane
Molecular Weight 604.53
Molecular Formula C20H29N8O10PS
Canonical SMILES COC1C(C(OC1N2C=CC(=O)NC2=O)CO)OP(=S)(O)OCC3C(CC(O3)N4C=NC5=C(N=CN=C54)N)O.N
InChI InChI=1S/C20H26N7O10PS.H3N/c1-33-16-15(10(5-28)36-19(16)26-3-2-12(30)25-20(26)31)37-38(32,39)34-6-11-9(29)4-13(35-11)27-8-24-14-17(21)22-7-23-18(14)27;/h2-3,7-11,13,15-16,19,28-29H,4-6H2,1H3,(H,32,39)(H2,21,22,23)(H,25,30,31);1H3/t9-,10+,11+,13+,15+,16+,19+,38?;/m0./s1
InChIKey CAUBLFJDYDLFRY-NJCNYLKWSA-N
Purity ≥95%
Solubility Soluble in DMSO, Water
Appearance White to light yellow (Solid)
Storage Store at 2-8°C, sealed storage, away from moisture
In Vitro Inarigivir (SB 9200) is active against HBV variants carrying resistance markers against all the nucleos(t)ide analogues approved for treating chronic hepatitis B.
In Vivo Inarigivir (100 mg/kg/day, ip) significantly reduces viral DNA in the liver and shows anti-HBV activity. Serum HBV DNA is not reduced in response to treatment. Inarigivir does not affect levels of HBV RNA in liver, levels of HBeAg in serum, or mean titers of HBsAg. The minimal effective dose is identified to be between 1.6 and 0.5 mg/kg/day using liver HBV DNA values.
Target HBV

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