| Identification | Back 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 Properties | Back 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 activity]
[α]/D -49 to -39°, c = 0.5 in H2O | [Water Solubility ]
H2O: 5mg/mL, clear (warmed) | [Stability:]
Hygroscopic |
| Hazard Information | Back 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ChEBI: A C-glycosyl compound that is 4-hydroxy-1H-pyrazole-5-carboxamide in which the hydrogen at position 3 has been replaced by a beta-D-ribofuranosyl group.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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BOC Sciences
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