ChemicalBook--->CAS DataBase List--->1445385-02-3

1445385-02-3

1445385-02-3 Structure

1445385-02-3 Structure
IdentificationBack Directory
[Name]

ALS-8176
[CAS]

1445385-02-3
[Synonyms]

ALS-8176
ALS-008176
Lumicitabine
ALS-8176 (Lumicitabine
Lumicitabine (ALS-8176)
LUMICITABINE;ALS8176;ALS 8176
4'-chloromethyl-2'-deoxy-3',5'-di-O-isobutyryl-2'-fluorocytidine
Cytidine, 4'-C-(chloromethyl)-2'-deoxy-2'-fluoro-, 3',5'-bis(2-methylpropanoate)
4-Amino-1-{5-chloro-2,5-dideoxy-2-fluoro-3-O-isobutyryl-4-[(isobutyryloxy)methyl]-a-L-lyxofuranosyl}-2(1H)-pyrimidinone
[Molecular Formula]

C18H25ClFN3O6
[MOL File]

1445385-02-3.mol
[Molecular Weight]

433.86
Chemical PropertiesBack Directory
[Boiling point ]

533.5±60.0 °C(Predicted)
[density ]

1.43±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO : ≥ 50 mg/mL (115.24 mM)
[form ]

Solid
[pka]

4.26±0.10(Predicted)
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]


GHS08
[Signal word ]

Danger
[Hazard statements ]

H360
[Precautionary statements ]

P201-P202-P280-P308+P313-P405-P501
Hazard InformationBack Directory
[Uses]

Lumicitabine (ALS-008176) is an inhibitor of the respiratory syncytial virus (RSV) polymerase.
[in vivo]

Lumicitabine demonstrates excellent anti-RSV efficacy and safety in a phase 2 clinical RSV challenge study. It exhibits good oral bioavailability and a high level of 2c-TP in vivo. Lumicitabine has excellent stability profiles in formulations (>24 h storage stability in 0.5% methylcellulose aqueous formulation at rt) and simulats gastric and intestinal fluids (half-life >2 h). Its solubility is adequate to support oral administration in solutions with relatively low percentage of organic solvent and in aqueous suspensions. High levels of NMP and NTP are obtained following oral administration of Lumicitabine to monkeys[2]. In an adult human challenge study, Lumicitabine has shown efficacy against RSV infection[1].

[References]

[1] 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
[2] 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
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