4'-C-Fluoro-uridine

Product Name: 4'-C-Fluoro-uridine
CAS No.: 1613589-24-4
Chemical Name: 4'-C-Fluoro-uridine
Synonyms: 4'-FlU;EIDD-2749;4'-Fluorouridine;4′-Fluorouridine;4'-C-Fluoro-uridine;Uridine, 4'-C-fluoro-;4'-Fluorouridine|||4'-FlU;1-[(2R,3R,4S,5S)-5-fluoro-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;1-[(2R,3R,4S,5S)-5-fluoro-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
CBNumber: CB85822139
Molecular Formula: C9H11FN2O6
Formula Weight: 262.19
MOL File: 1613589-24-4.mol

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4'-C-Fluoro-uridine Property

Density: 1.77±0.1 g/cm3(Predicted)
solubility: DMF: 20 mg/ml
DMSO: 10 mg/mlPBS (pH 7.2): 10 mg/ml
pka: 9.39±0.10(Predicted)
form: Solid
color: Off-white to yellow
InChI: InChI=1S/C9H11FN2O6/c10-9(3-13)6(16)5(15)7(18-9)12-2-1-4(14)11-8(12)17/h1-2,5-7,13,15-16H,3H2,(H,11,14,17)/t5-,6+,7-,9-/m1/s1
InChIKey: RDCYLPRXPILMRP-JVZYCSMKSA-N
SMILES: OC[C@@]1(F)O[C@@H](N2C=CC(=O)NC2=O)[C@H](O)[C@@H]1O

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Hazard and Precautionary Statements (GHS)

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4'-C-Fluoro-uridine Chemical Properties,Usage,Production

Uses

EIDD-2749 (4'-Fluorouridine) is an orally active RdRp inhibitor. EIDD-2749 effectively blocks the replication of RSV and SARS-CoV-2. EIDD-2749 also exhibits activity against HCV and lymphocytic choriomeningitis virus (LCMV). EIDD-2749 is a promising oral therapeutic candidate for COVID-19 and is also suitable for research on other RNA viruses[1][2][3].

in vivo

EIDD-2749 (0.2, 1, 5 mg/kg; p.o.; single daily for 4 days) shows good orally efficacious in RSV infection mice model in a dose-dependent manner^[1].
EIDD-2749 shows high efficacious to SARS-CoV-2 infection and is effective with a single daily dose versus molnupiravir administered twice daily in vivo^[2].

Animal Model:	Balb/cJ mice (RSV infection model)^[1].
Dosage:	0.2, 1, 5 mg/kg
Administration:	Oral administration; single daily for 4 days
Result:	Resulted in a statistically significant reduction in lung virus load.

References

[1] Sourimant J, et al. 4'-Fluorouridine is an oral antiviral that blocks respiratory syncytial virus and SARS-CoV-2 replication. Science. 2022 Jan 14;375(6577):161-167. DOI:10.1126/science.abj5508

[2] Abas AH, et al. 4’-fluorouridine and its derivatives as potential COVID-19 oral drugs: a review [version 1; peer review: 1 approved with reservations, 1 not approved]. F1000Research 2022, 11:410.

[3] George R. Painter, et al. 4'-halogen containing nucleotide and nucleoside therapeutic compositions and uses related thereto. Patent WO2019173602A1.

4'-C-Fluoro-uridine Preparation Products And Raw materials

Raw materials

Preparation Products

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1613589-24-4, 4'-C-Fluoro-uridineRelated Search:

4'-C-Fluoro-uridine

Uridine, 4'-C-fluoro-

EIDD-2749

4′-Fluorouridine

4'-Fluorouridine

4'-Fluorouridine|||4'-FlU

1-[(2R,3R,4S,5S)-5-fluoro-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

4'-FlU

1-[(2R,3R,4S,5S)-5-fluoro-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

1613589-24-4