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Balapiravir

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Category Hepatitis C Virus (HCV)
CAS 690270-29-2
Description Balapiravir is the prodrug of a nucleoside analogue inhibitor of the hepatitis C virus (HCV) RNA-dependent RNA polymerase. It is the tri-isobutyrate ester prodrug of R1479 under clinical development to improve exposure of R1479 upon oral administration. It was discontinued for safety reasons in 28-36% of patients and the percentage of patients with serious adverse events was dose related.
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Product Information

Synonyms R1626; R-1626; R 1626; RO4588161; RO-4588161; RO 4588161; Balapiravir.
Molecular Weight 494.5
Molecular Formula C21H30N6O8
Canonical SMILES CC(C)C(=O)OCC1(C(C(C(O1)N2C=CC(=NC2=O)N)OC(=O)C(C)C)OC(=O)C(C)C)N=[N+]=[N-]
InChI InChI=1S/C21H30N6O8/c1-10(2)17(28)32-9-21(25-26-23)15(34-19(30)12(5)6)14(33-18(29)11(3)4)16(35-21)27-8-7-13(22)24-20(27)31/h7-8,10-12,14-16H,9H2,1-6H3,(H2,22,24,31)/t14-,15+,16-,21-/m1/s1
InChIKey VKXWOLCNTHXCLF-DXEZIKHYSA-N
Purity >98%
Solubility In Vitro:
DMSO : ≥ 100 mg/mL(202.22 mM)
In Vivo:
1.Add each solvent one by one:10% DMSO >> 40%PEG300 >> 5%Tween-80 >> 45% saline
Solubility: ≥ 2.5 mg/mL (5.06 mM); Clear solution
2.Add each solvent one by one:10% DMSO >> 90% (20%SBE-β-CDin saline)
Solubility: ≥ 2.5 mg/mL (5.06 mM); Clear solution
3.Add each solvent one by one:10% DMSO >> 90%corn oil
Solubility: ≥ 2.5 mg/mL (5.06 mM); Clear solution
Appearance Off-white to light yellow (Solid)
Storage Powder:
-20°C 3 years
4°C 2 years
In solvent:
-80°C 6 months
-20°C 1 months
Complexity 971
Exact Mass 494.21251194
In Vitro After oral dosing of the CD-1 mice with 28.1 mg/kg of balapiravir (Ro 4588161; R1626), R1479 reaches a Cmax and a minimum concentration in plasma (Cmin) of 24.38 μM and 6.34 μM, respectively, at 2 h and 24 h postdosing,
PSA 198.79000
Target HCV; DNA/RNA Synthesis
XLogP3-AA 2.5

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