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Valopicitabine dihydrochloride

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Category HCV Protease
CAS 640725-71-9
Description Valopicitabine dihydrochloride is a nucleoside analogue and the orally bioavailable 2'-C-methylcytidine (NM107) prodrug, with anti-hepatitis C virus (HCV) activity.
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Product Information

Synonyms NM283 dihydrochloride; (2R,3R,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-4-hydroxy-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-yl L-valinate dihydrochloride; 2'-C-Methyl-3'-O-L-valylcytidine dihydrochloride; Cytidine, 3'-O-[(2S)-2-amino-3-methyl-1-oxobutyl]-2'-C-methyl-, hydrochloride (1:2)
IUPAC Name [(2R,3R,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)-4-methyloxolan-3-yl] (2S)-2-amino-3-methylbutanoate;dihydrochloride
Molecular Weight 429.30
Molecular Formula C15H26Cl2N4O6
Canonical SMILES CC(C)C(C(=O)OC1C(OC(C1(C)O)N2C=CC(=NC2=O)N)CO)N.Cl.Cl
InChI InChI=1S/C15H24N4O6.2ClH/c1-7(2)10(17)12(21)25-11-8(6-20)24-13(15(11,3)23)19-5-4-9(16)18-14(19)22;;/h4-5,7-8,10-11,13,20,23H,6,17H2,1-3H3,(H2,16,18,22);2*1H/t8-,10+,11-,13-,15-;;/m1../s1
InChIKey XENHXZMAOSTXGD-DSMKLBDQSA-N
Purity ≥98%
Solubility Soluble in DMSO
Appearance White to off-white (Solid)
Storage Store at -20°C, protect from light, stored under nitrogen
Complexity 607
Exact Mass 428.1229399
In Vivo Valopicitabine (NM 283) has potent antiviral activity against chronic hepatitis C virus genotype-1 in the chimpanzee. Valopicitabine exhibits moderate Cmax (3.62 ug/mL) and terminal elimination half-lives (T1/2 0.64 h) following oral administration (100 mg/kg) in Sprague-Dawley rats.
PSA 163.91000
Target HCV; HCV Protease; Nucleoside Antimetabolite/Analog

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