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MedKoo Cat#: 555788 | Name: ALS-8112
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

ALS-8112, also known as ALS-008112, is a potent and selective respiratory syncytial virus (RSV) polymerase inhibitor. ALS-8112 is the parent nucleoside of lumicitabine, which has been evaluated in phase I and II clinical trials to treat pediatric and adult respiratory syncytial virus infection. The antiviral activity of ALS-8112 is mediated by its 5'-triphosphate metabolite (ALS-8112-TP, or 2'F-4'ClCH2-cytidine triphosphate) inhibiting the RNA polymerase activity of the RSV L-P protein complex through RNA chain termination.

Chemical Structure

ALS-8112
ALS-8112
CAS#1445379-92-9 (free base)

Theoretical Analysis

MedKoo Cat#: 555788

Name: ALS-8112

CAS#: 1445379-92-9 (free base)

Chemical Formula: C10H13ClFN3O4

Exact Mass: 293.0579

Molecular Weight: 293.68

Elemental Analysis: C, 40.90; H, 4.46; Cl, 12.07; F, 6.47; N, 14.31; O, 21.79

Price and Availability

Size Price Availability Quantity
5mg USD 650.00 2 Weeks
10mg USD 1,150.00 2 Weeks
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Related CAS #
No Data
Synonym
ALS-8112; ALS 8112; ALS8112; ALS-008112; ALS 008112; ALS008112;
IUPAC/Chemical Name
4-amino-1-((2R,3R,4R,5R)-5-(chloromethyl)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
InChi Key
AWSRKKBIPSQHOJ-IBCQBUCCSA-N
InChi Code
InChI=1S/C10H13ClFN3O4/c11-3-10(4-16)7(17)6(12)8(19-10)15-2-1-5(13)14-9(15)18/h1-2,6-8,16-17H,3-4H2,(H2,13,14,18)/t6-,7+,8-,10-/m1/s1
SMILES Code
OC[C@]1(CCl)[C@@H](O)[C@@H](F)[C@H](N2C(N=C(N)C=C2)=O)O1
Appearance
Solid powder
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
>3 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 293.68 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.

Recalculate based on batch purity %
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: Lo MK, Amblard F, Flint M, Chatterjee P, Kasthuri M, Li C, Russell O, Verma K, Bassit L, Schinazi RF, Nichol ST, Spiropoulou CF. Potent in vitro activity of β-D-4'-chloromethyl-2'-deoxy-2'-fluorocytidine against Nipah virus. Antiviral Res. 2020 Mar;175:104712. doi: 10.1016/j.antiviral.2020.104712. Epub 2020 Jan 11. PMID: 31935422; PMCID: PMC7054849. 2: Deval J, Fung A, Stevens SK, Jordan PC, Gromova T, Taylor JS, Hong J, Meng J, Wang G, Dyatkina N, Prhavc M, Symons JA, Beigelman L. Biochemical Effect of Resistance Mutations against Synergistic Inhibitors of RSV RNA Polymerase. PLoS One. 2016 May 10;11(5):e0154097. doi: 10.1371/journal.pone.0154097. PMID: 27163448; PMCID: PMC4862670. 3: Deval J, Hong J, Wang G, Taylor J, Smith LK, Fung A, Stevens SK, Liu H, Jin Z, Dyatkina N, Prhavc M, Stoycheva AD, Serebryany V, Liu J, Smith DB, Tam Y, Zhang Q, Moore ML, Fearns R, Chanda SM, Blatt LM, Symons JA, Beigelman L. Molecular Basis for the Selective Inhibition of Respiratory Syncytial Virus RNA Polymerase by 2'-Fluoro-4'-Chloromethyl-Cytidine Triphosphate. PLoS Pathog. 2015 Jun 22;11(6):e1004995. doi: 10.1371/journal.ppat.1004995. PMID: 26098424; PMCID: PMC4476725. 4: Kasthuri M, Li C, Verma K, Russell OO, Dickson L, McCormick L, Bassit L, Amblard F, Schinazi RF. Synthesis of 4'-Substituted-2'-Deoxy-2'-α-Fluoro Nucleoside Analogs as Potential Antiviral Agents. Molecules. 2020 Mar 11;25(6):1258. doi: 10.3390/molecules25061258. PMID: 32168734; PMCID: PMC7143966. 5: Jordan PC, Stevens SK, Tam Y, Pemberton RP, Chaudhuri S, Stoycheva AD, Dyatkina N, Wang G, Symons JA, Deval J, Beigelman L. Activation Pathway of a Nucleoside Analog Inhibiting Respiratory Syncytial Virus Polymerase. ACS Chem Biol. 2017 Jan 20;12(1):83-91. doi: 10.1021/acschembio.6b00788. Epub 2016 Nov 22. PMID: 28103684. 6: Patel K, Kirkpatrick CM, Nieforth KA, Chanda S, Zhang Q, McClure M, Fry J, Symons JA, Blatt LM, Beigelman L, DeVincenzo JP, Huntjens DR, Smith PF. Respiratory syncytial virus-A dynamics and the effects of lumicitabine, a nucleoside viral replication inhibitor, in experimentally infected humans. J Antimicrob Chemother. 2019 Feb 1;74(2):442-452. doi: 10.1093/jac/dky415. PMID: 30376079. 7: Guo Q, Qian J, Zeng Q, Zhang L, Zhu X, Zheng J, Chen K, Liu E. Characterization of an orally available respiratory syncytial virus L protein polymerase inhibitor DZ7487. Am J Transl Res. 2023 Mar 15;15(3):1680-1692. PMID: 37056816; PMCID: PMC10086872. 8: Brookes DW, Coates M, Allen H, Daly L, Constant S, Huang S, Hows M, Davis A, Cass L, Ayrton J, Knowles I, Strong P, Rapeport G, Ito K. Late therapeutic intervention with a respiratory syncytial virus L-protein polymerase inhibitor, PC786, on respiratory syncytial virus infection in human airway epithelium. Br J Pharmacol. 2018 Jun;175(12):2520-2534. doi: 10.1111/bph.14221. Epub 2018 May 2. PMID: 29579332; PMCID: PMC5980447.

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PF-1163B

PF-1163B