| Identification | Back Directory | [Name]
ALS-8176 (active form) | [CAS]
1445379-92-9 | [Synonyms]
ALS-8112
ALS-8112
(ALS 8112
ALS-8176 (active form)
4'-chloromethyl-2'-deoxy-2'-fluorocytidine
Cytidine, 4'-C-(chloromethyl)-2'-deoxy-2'-fluoro-
4-Amino-1-[5-chloro-2,5-dideoxy-2-fluoro-4-(hydroxymethyl)-a-L-lyxofuranosyl]-2(1H)-pyrimidinone
4-amino-1-((2R,3R,4R,5R)-5-(chloromethyl)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one | [Molecular Formula]
C10H13ClFN3O4 | [MDL Number]
MFCD28902237 | [MOL File]
1445379-92-9.mol | [Molecular Weight]
293.68 |
| Chemical Properties | Back Directory | [Boiling point ]
532.8±60.0 °C(Predicted) | [density ]
1.78±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO : ≥ 47 mg/mL (160.04 mM) | [form ]
Solid | [pka]
12.47±0.70(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Uses]
ALS-8112 is a potent and selective respiratory syncytial virus (RSV) polymerase inhibitor. The 5'-triphosphate form of ALS-8112 inhibits RSV polymerase with an IC50 of 0.02 μM. | [References]
[1] Wang G, et al. Discovery of 4'-chloromethyl-2'-deoxy-3',5'-di-O-isobutyryl-2'-fluorocytidine (ALS-8176), a first-in-class RSV polymerase inhibitor for treatment of human respiratory syncytial virus infection. J Med Chem. 2015 Feb 26;58(4):1862-78. DOI:10.1021/jm5017279
[2] Jordan PC, et al. 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
[3] DeVincenzo JP, et al. Activity of Oral ALS-008176 in a Respiratory Syncytial Virus Challenge Study. N Engl J Med. 2015 Nov 19;373(21):2048-58. DOI:10.1056/NEJMoa1413275
[4] Deval J, et al. 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 |
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