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SML1502

Sigma-Aldrich

Pyrazofurin

≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C9H13N3O6
CAS-Nummer:
30868-30-5
Molekulargewicht:
259.22
UNSPSC-Code:
12352200
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Optische Aktivität

[α]/D -49 to -39°, c = 0.5 in H2O

Farbe

white to light brown

Löslichkeit

H2O: 5 mg/mL, clear (warmed)

Lagertemp.

−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

InChIKey

CUVZEMGCUKKNOR-LNTXVZDSSA-N

Biochem./physiol. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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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)
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

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