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ALS-8176 (active form)

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Category Respiratory syncytial Virus (RSV)
CAS 1445379-92-9
Description ALS-8176 (active form), a 4'-substituted cytidine analogue, is a potent, selective RSV polymerase inhibitor. It has an EC50 of 0.15 μM in the RSV replicon assay and an IC50= 0.02 μM due to its corresponding 5'-triphosphate in the RSV polymerase assay.
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Product Information

Synonyms 4-amino-1-[(2R,3R,4R,5R)-5-(chloromethyl)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-oneALS-8176 (active form); ALS-8112; ALS8112; ALS 8112.UNII-7795987MKM7795987MKMCHEMBL3417243SCHEMBL15070479CS-5472; HY-12983; CS 5472; HY 12983; CS5472; HY129834'-Chloromethyl-2'-deoxy-2'-fluorocytidineCytidine,
IUPAC Name 4-amino-1-[(2R,3R,4R,5R)-5-(chloromethyl)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Molecular Weight 293.68
Molecular Formula C10H13ClFN3O4
Canonical SMILES C1=CN(C(=O)N=C1N)C2C(C(C(O2)(CO)CCl)O)F
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
InChIKey AWSRKKBIPSQHOJ-IBCQBUCCSA-N
Boiling Point 532.8±60.0 °C | Condition: Press: 760 Torr
Flash Point 276.0±32.9 °C
Purity 99.67%
Density 1.78±0.1 g/cm3
Solubility Soluble to > 47 mg/mL in DMSO
Appearance Solid powder
Shelf Life 2 years
Storage Store in a cool and dry place and at 0 - 4°C for short term (days to weeks) or -58°C for long term (months to years).
Complexity 447
Exact Mass 293.057861
Index Of Refraction 1.668
In Vitro The 5'-triphosphate form of ALS-8112 is the active form of the drug and selectively inhibits RSV polymerase through chain termination of RNA synthesis. ALS-008112 enters various types of epithelial cells in the respiratory tract and is subsequently phosphorylated to form an intracellular nucleoside triphosphate. It is a pan-strain inhibitor of RSV replication in vitro. The RNA transcription activity of the RSV-RNP complex is dose-proportionally inhibited by ALS-8112-TP with an IC50 of 0.020 ± 0.008 μM.
Target IC50: 0.02 μM (RSV)
Vapor Pressure 0.0±3.2 mmHg at 25°C
XLogP3-AA -1.2

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