Synonym
Inarigivir soproxil; SB 44 (dinucleotide); SB 9200; SB-9200; SB9200.
IUPAC/Chemical Name
(((((2S,3S,5S)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl)methoxy)(((2R,3R,4R,5R)-5-(2,4-dioxotetrahydropyrimidin-1(2H)-yl)-2-ethyl-4-methoxytetrahydrofuran-3-yl)oxy)phosphoryl)thio)methyl isopropyl carbonate
InChi Key
VMDKICCZWKJSHV-OLTNJDQQSA-N
InChi Code
InChI=1S/C26H38N7O12PS/c1-5-15-20(21(39-4)24(44-15)32-7-6-17(35)31-25(32)36)45-46(38,47-12-40-26(37)42-13(2)3)41-9-16-14(34)8-18(43-16)33-11-30-19-22(27)28-10-29-23(19)33/h10-11,13-16,18,20-21,24,34H,5-9,12H2,1-4H3,(H2,27,28,29)(H,31,35,36)/t14-,15+,16-,18-,20+,21+,24+,46?/m0/s1
SMILES Code
O[C@@H](C[C@@H](N1C2=C(C(N)=NC=N2)N=C1)O3)[C@@H]3COP(O[C@@H]4[C@@H](CC)O[C@@H](N5CCC(NC5=O)=O)[C@@H]4OC)(SCOC(OC(C)C)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
703.66
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Dawood A, Abdul Basit S, Jayaraj M, Gish RG. Drugs in Development for
Hepatitis B. Drugs. 2017 Aug;77(12):1263-1280. doi: 10.1007/s40265-017-0769-2.
Review. PubMed PMID: 28660478; PubMed Central PMCID: PMC5529495.
2: Jones M, Cunningham ME, Wing P, DeSilva S, Challa R, Sheri A, Padmanabhan S,
Iyer RP, Korba BE, Afdhal N, Foster GR. SB 9200, a novel agonist of innate
immunity, shows potent antiviral activity against resistant HCV variants. J Med
Virol. 2017 Sep;89(9):1620-1628. doi: 10.1002/jmv.24809. Epub 2017 May 23. PubMed
PMID: 28303593; PubMed Central PMCID: PMC5513743.
3: Suresh M, Korolowicz KE, Balarezo M, Iyer RP, Padmanabhan S, Cleary D, Gimi R,
Sheri A, Yon C, Kallakury BV, Tucker RD, Afdhal N, Menne S. Antiviral Efficacy
and Host Immune Response Induction during Sequential Treatment with SB 9200
Followed by Entecavir in Woodchucks. PLoS One. 2017 Jan 5;12(1):e0169631. doi:
10.1371/journal.pone.0169631. eCollection 2017. PubMed PMID: 28056062; PubMed
Central PMCID: PMC5215947.
4: Korolowicz KE, Iyer RP, Czerwinski S, Suresh M, Yang J, Padmanabhan S, Sheri
A, Pandey RK, Skell J, Marquis JK, Kallakury BV, Tucker RD, Menne S. Antiviral
Efficacy and Host Innate Immunity Associated with SB 9200 Treatment in the
Woodchuck Model of Chronic Hepatitis B. PLoS One. 2016 Aug 23;11(8):e0161313.
doi: 10.1371/journal.pone.0161313. eCollection 2016. PubMed PMID: 27552102;
PubMed Central PMCID: PMC4995001.
