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SML1502

Sigma-Aldrich

Pyrazofurin

≥98% (HPLC)

Synonym(s):

4-Hydroxy-5-β-D-ribofuranosyl-1H-pyrazole-3-carboxamide, Pirazofurin, Pyrazomycin

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About This Item

Empirical Formula (Hill Notation):
C9H13N3O6
CAS Number:
30868-30-5
Molecular Weight:
259.22
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -49 to -39°, c = 0.5 in H2O

color

white to light brown

solubility

H2O: 5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H](O)[C@H](C2=NNC(C(N)=O)=C2O)O[C@@H]1CO

InChI

1S/C9H13N3O6/c10-9(17)4-6(15)3(11-12-4)8-7(16)5(14)2(1-13)18-8/h2,5,7-8,12-14,16-17H,1,10H2/b9-4-/t2-,5-,7-,8+/m1/s1

InChI key

CUVZEMGCUKKNOR-LNTXVZDSSA-N

Biochem/physiol Actions

Pyrazofurin is an orotidine-5′-monophosphate decarboxylase (ODCase, OMP decarboxylase) inhibitor that exhibit potent antiviral, anti-malarial and anti-trypanosomes activities.
Pyrazofurin serves as an effective drug against HIV (human immuno virus), vaccinia virus, West Nile viral infection.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Generation of predictive pharmacophore model for SARS-coronavirus main proteinase.
Zhang X W, et al.
European Journal of Medicinal Chemistry, 40(1), 57-62 (2005)
Maria Elena Meza-Avina et al.
Bioorganic & medicinal chemistry, 18(11), 4032-4041 (2010-05-11)
In recent years, orotidine-5'-monophosphate decarboxylase (ODCase) has gained renewed attention as a drug target. As a part of continuing efforts to design novel inhibitors of ODCase, we undertook a comprehensive study of potent, structurally diverse ligands of ODCase and analyzed
Han B Ong et al.
Molecular microbiology, 90(2), 443-455 (2013-08-29)
African trypanosomes are capable of both de novo synthesis and salvage of pyrimidines. The last two steps in de novo synthesis are catalysed by UMP synthase (UMPS) - a bifunctional enzyme comprising orotate phosphoribosyl transferase (OPRT) and orotidine monophosphate decarboxylase
M C Georges-Courbot et al.
Antimicrobial agents and chemotherapy, 50(5), 1768-1772 (2006-04-28)
Clinical nonrandomized trials demonstrate some efficacy for ribavirin in the treatment of patients with severe Nipah virus-induced encephalitis. We report here that EICAR, the 5-ethynyl analogue of ribavirin, and the OMP-decarboxylase inhibitors 6-aza-uridine and pyrazofurin have strong antiviral activity against

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