Synonym
RO-2433; RO 2433; RO2433; PSI6206; PSI-6206; PSI 6206; GS331007; GS-331007; GS 331007.
IUPAC/Chemical Name
1-((2R,3R,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyl-tetrahydrofuran-2-yl)pyrimidine-2,4-dione
InChi Key
ARKKGZQTGXJVKW-VPCXQMTMSA-N
InChi Code
InChI=1S/C10H13FN2O5/c1-10(11)7(16)5(4-14)18-8(10)13-3-2-6(15)12-9(13)17/h2-3,5,7-8,14,16H,4H2,1H3,(H,12,15,17)/t5-,7-,8-,10-/m1/s1
SMILES Code
O=C1NC(C=CN1[C@@H]2O[C@H](CO)[C@@H](O)[C@]2(F)C)=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
260.22
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: Lawitz E, Rodriguez-Torres M, Denning JM, Albanis E, Cornpropst M, Berrey MM,
Symonds WT. Pharmacokinetics, pharmacodynamics, and tolerability of GS-9851, a
nucleotide analog polymerase inhibitor, following multiple ascending doses in
patients with chronic hepatitis C infection. Antimicrob Agents Chemother. 2013
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23263000; PubMed Central PMCID: PMC3591915.
2: Denning J, Cornpropst M, Flach SD, Berrey MM, Symonds WT. Pharmacokinetics,
safety, and tolerability of GS-9851, a nucleotide analog polymerase inhibitor for
hepatitis C virus, following single ascending doses in healthy subjects.
Antimicrob Agents Chemother. 2013 Mar;57(3):1201-8. doi: 10.1128/AAC.01262-12.
Epub 2012 Dec 21. PubMed PMID: 23262999; PubMed Central PMCID: PMC3591883.
3: Murakami E, Niu C, Bao H, Micolochick Steuer HM, Whitaker T, Nachman T, Sofia
MA, Wang P, Otto MJ, Furman PA. The mechanism of action of
beta-D-2'-deoxy-2'-fluoro-2'-C-methylcytidine involves a second metabolic pathway
leading to beta-D-2'-deoxy-2'-fluoro-2'-C-methyluridine 5'-triphosphate, a potent
inhibitor of the hepatitis C virus RNA-dependent RNA polymerase. Antimicrob
Agents Chemother. 2008 Feb;52(2):458-64. Epub 2007 Nov 12. PubMed PMID: 17999967;
PubMed Central PMCID: PMC2224766.
4: Asif G, Hurwitz SJ, Shi J, Hernandez-Santiago BI, Schinazi RF.
Pharmacokinetics of the antiviral agent
beta-D-2'-deoxy-2'-fluoro-2'-C-methylcytidine in rhesus monkeys. Antimicrob
Agents Chemother. 2007 Aug;51(8):2877-82. Epub 2007 Jun 11. PubMed PMID:
17562805; PubMed Central PMCID: PMC1932527.
