ChemicalBook--->CAS DataBase List--->121104-96-9

121104-96-9

121104-96-9 Structure

121104-96-9 Structure
IdentificationBack Directory
[Name]

celgosivir
[CAS]

121104-96-9
[Synonyms]

BuCast
MX3253
MBI 3253
MDL 28574
celgosivir
Celgosivir (free base)
6-O-butyl castanospermine
6-Butyryl castanospermine
Castanospermine 6-butyrate
MDL28574;MDL-28574;MDL 28574
(1S)-1,2,3,5,6,7,8,8aα-Octahydro-6α-butyryloxyindolizine-1β,7β,8α-triol
Butanoic acid, (1S,6S,7S,8R,8aR)-octahydro-1,7,8-trihydroxy-6-indolizinyl ester
[Molecular Formula]

C12H21NO5
[MDL Number]

MFCD00886617
[MOL File]

121104-96-9.mol
[Molecular Weight]

259.3
Chemical PropertiesBack Directory
[Melting point ]

114-115 °C
[Boiling point ]

422.9±45.0 °C(Predicted)
[density ]

1.33±0.1 g/cm3(Predicted)
[storage temp. ]

Hygroscopic, -20°C Freezer, Under inert atmosphere
[solubility ]

Chloroform (Slightly), DMSO (Slightly)
[form ]

Solid
[pka]

13.14±0.70(Predicted)
[color ]

White to Pale Beige
[Water Solubility ]

H2O: 2mg/mL, clear
[Stability:]

Hygroscopic
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

Antiviral; inhibitor ( α-glucosidase).
[Biological Activity]

Celgosivir is a prodrug of natural bicyclic iminosugar castanospermine th at exhibits antiviral activity in vivo including HCV and dengue. Celgosivir is an inhibitor of α-glucosidaseswhich inhibits glycoprotein processing in cell culture. Apparently inhibition of α-glucosidases within infected cell prevents secretion of virus.
[in vivo]

Celgosivir fully protects AG129 mice from lethal infection with a mouse adapted dengue virus at a dose of 50 mg/kg twice daily (BID) for 5 days and is effective even after 48 h delayed treatment. The protection by celgosivir is dose- and schedule-dependent and that a twice-a-day regimen of 50, 25 or 10 mg/kg is more protective than a single daily dose of 100 mg/kg. Pharmacokinetics studies of celgosivir in mice shows that it rapidly metabolizes to castanospermine[4]. During primary infection with a mouse-adapted DENV strain S221, mice shows increased viremia on day 3, yet 80% survived day 10 with virus completely cleared by day 8[3].

[IC 50]

HIV-1
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