ChemicalBook--->CAS DataBase List--->30868-30-5

30868-30-5

30868-30-5 Structure

30868-30-5 Structure
IdentificationBack Directory
[Name]

Pyrazofurin
[CAS]

30868-30-5
[Synonyms]

PRZF
47599
A-23813
nsc143095
pirazofurin
pyrazofurin
Pyrazomycin
Pyrozofurin
compound47599
β-Pyrazofurin
antibiotica23813
beta-pyrazomycin
PYRAZOFURIN MONOHYDRATE
3-beta-d-ribofuranosyl-4-hydroxypyrazole-5-carboxamide
4-Hydroxy-3-beta-D-ribofuranosylpyrazole-5-carboxamide
1H-Pyrazole-5-carboxamide, 4-hydroxy-3-β-D-ribofuranosyl-
Pyrazole-3-carboxamide, 4-hydroxy-5-beta-L-ribofuranosyl-
4-hydroxy-3-beta-d-ribofuranosyl-1h-pyrazole-5-carboxamid
4-hydroxy-3-beta-d-ribofuranosyl-1h-pyrazole-5-carboxamide
1H-Pyrazole-5-carboxamide, 4-hydroxy-3-beta-D-ribofuranosyl-
4-HYDROXY-3-BETA-D-RIBOFURANOSYL-1H-PYRAZOLE-5-CARBOXAMIDE MONOHYDRATE
[Molecular Formula]

C9H13N3O6
[MDL Number]

MFCD07995040
[MOL File]

30868-30-5.mol
[Molecular Weight]

259.22
Chemical PropertiesBack Directory
[Boiling point ]

584.4±50.0 °C(Predicted)
[density ]

1.785±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO, Water (Slightly)
[form ]

powder
[pka]

7.17±0.50(Predicted)
[color ]

white to light brown
[Optical Rotation]

[α]/D -49 to -39°, c = 0.5 in H2O
[Water Solubility ]

H2O: 5mg/mL, clear (warmed)
[Stability:]

Hygroscopic
Hazard InformationBack Directory
[Uses]

Geldanamycin (G304500) derivative.
[Definition]

ChEBI: A C-glycosyl compound that is 4-hydroxy-1H-pyrazole-5-carboxamide in which the hydrogen at position 3 has been replaced by a beta-D-ribofuranosyl group.
[Biochem/physiol Actions]

Pyrazofurin serves as an effective drug against HIV (human immuno virus), vaccinia virus, West Nile viral infection.
[Enzyme inhibitor]

This pyrimidine nucleoside (FW = 261.23 g/mol), also known as pyrazomycin, exhibits antineoplastic activity and inhibits cell proliferation and DNA synthesis in cells by inhibiting orotidylate decarboxylase (uridine 5'-phosphate synthase). Pyrazofurin, also known as 3,b-D-ribofuranosyl-4- hydroxypyrazole-5-carboxamide, is the prodrug of the 5’-phosphate derivative. Target(s): adenosylhomocysteinase; 5-aminoimidazole-4- carboxamide-1-b-D-ribofuranosyl 5'-monophosphate formyltransferase; orotate phosphoribosyltransferase; orotidylate decarboxylase, or UMP synthase.
[in vivo]

Pyrazofurin (0.25-5 mg/kg; subcutaneous injection; 5 days) has an ameliorative effect in mice infected with Rift Valley fever virus[4].

Animal Model:Rift Valley fever virus-infected female Swiss Webster mice aged 3-4 weeks old[4]
Dosage:0.25, 2.5 and 10 mg/kg
Administration:Subcutaneous injection (s.c.); 5 days
Result:Increased survival rate and generally prolonged life at 0.25 mg/kg dose.
Was uniformly ineffective at protecting mice from death but did increase the time to death at 2.5 mg/kg dose.
Had toxic to mice at high doses (10 mg/kg).
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