Skip to Content
MilliporeSigma
All Photos(1)

Documents

SML1502

Sigma-Aldrich

Pyrazofurin

≥98% (HPLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

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

Quality Level

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.

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
Guangyan Kan et al.
Journal of translational medicine, 19(1), 161-161 (2021-04-22)
Lung cancer is one of the most widely spread cancers in the world and half of the non-small cell lung cancers are lung adenocarcinoma (LUAD). Although there were several drugs been approved for LUAD therapy, a large portion of LUAD
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service