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SML2873

Sigma-Aldrich

EIDD-2801

≥98% (HPLC)

Synonym(s):

((2R,3S,4R,5R)-3,4-Dihydroxy-5-(4-(hydroxyamino)-2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl isobutyrate, (oh)4Cyd lester, 4-N-HO-Cyd ester, BHC ester, EIDD 1931 5′-isopropylester, EIDD 1931 prodrug, EIDD 2801, EIDD-1931 5′-isopropylester, EIDD-1931 prodrug, EIDD1931 5′-isopropylester, EIDD1931 prodrug, EIDD2801, N4-Hydroxycytidine 5′-isopropylester, N4-OHcyd ester, N4OHcyd ester, NHC ester, beta-D-N4-Hydroxycytidine 5′-isopropylester

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About This Item

Empirical Formula (Hill Notation):
C13H19N3O7
CAS Number:
2349386-89-4
Molecular Weight:
329.31
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Biochem/physiol Actions

EIDD-2801 is an orally active, 5′-isopropylester prodrug form of the antiviral ribonucleoside analog N4-hydroxycytidine (NHC, EIDD-1931) with known anti-viral activity against SARS-CoV, SARS-CoV-2, RSV, influenza A & B (IAV & IBV), HCV, pestivirus, bovine viral diarrhoea virus (BVDV), Ebola (EBOV), Chikungunya (CHIKV), venezuelan equine encephalitis (VEEV). EIDD-2801 is efficiently hydrolyzed to NHC in vivo, being more orally bioavailable than NHC in nonhuman primates and ferrets, while maintaining similar oral bioavailability as NHC in mice. EIDD-2801 displays in vivo efficacy against pandemic and seasonal IAV strains in ferrets (lowest ED = 2.3 and 7 mg/kg b.i.d. p.o., respectively).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Timothy P Sheahan et al.
Science translational medicine, 12(541) (2020-04-08)
Coronaviruses (CoVs) traffic frequently between species resulting in novel disease outbreaks, most recently exemplified by the newly emerged SARS-CoV-2, the causative agent of COVID-19. Here, we show that the ribonucleoside analog β-d-N4-hydroxycytidine (NHC; EIDD-1931) has broad-spectrum antiviral activity against SARS-CoV-2

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