Direkt zum Inhalt
Merck
Alle Fotos(3)

Key Documents

Weitere Dokumente

A1882

Sigma-Aldrich

6-Azauridin

Synonym(e):

2-β-D-Ribofuranosyl-1,2,4-triazine-3,5(2H,4H)-dione, 6-Azauracil riboside

Anmeldenzur Ansicht organisationsspezifischer und vertraglich vereinbarter Preise
Alle Fotos(3)

About This Item

Empirische Formel (Hill-System):
C8H11N3O6
CAS-Nummer:
54-25-1
Molekulargewicht:
245.19
EG-Nummer:
200-199-6
MDL-Nummer:
MFCD00006472
UNSPSC-Code:
41106305
PubChem Substanz-ID:
24890597
NACRES:
NA.51

Assay

≥99% (TLC)

Qualitätsniveau

200

Form

powder

mp (Schmelzpunkt)

157-159 °C (lit.)

Löslichkeit

water: 50 mg/mL, clear, colorless

Lagertemp.

2-8°C

SMILES String

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2N=CC(=O)NC2=O

InChI

1S/C8H11N3O6/c12-2-3-5(14)6(15)7(17-3)11-8(16)10-4(13)1-9-11/h1,3,5-7,12,14-15H,2H2,(H,10,13,16)/t3-,5-,6-,7-/m1/s1

InChIKey

WYXSYVWAUAUWLD-SHUUEZRQSA-N

Suchen Sie nach ähnlichen Produkten? Aufrufen Leitfaden zum Produktvergleich

Allgemeine Beschreibung

6-Azauridine is a pyrimidine nucleoside analog.

Anwendung

6-Azauridine (AzUrd) blocks the conversion of orotic acid into UMP and it is used in antiviral studies.
6-Azauridine has been used:
  • in uridine monophosphate synthase (UMPS) activity assay
  • as an antiviral agent to study its inhibition effect and cytotoxic potential on foot and mouth disease virus
  • to screen for anticryptosporidial activity
  • in the pretreatment of HeLa cells to study its effect on inhibition of cellular uridine synthesis before and during chase with 5-bromouridine 5′-triphosphate (BrUTP)
  • as a reference compound for comparing the antiviral activity and cytotoxic activity against viral host cell lines

Biochem./physiol. Wirkung

6-azauridine is a prodrug, upon conversion to 6-aza-UMP, inhibits uridine monophosphate synthase (UMPS). It is a broad spectrum anti-metabolite. It interferes with pyrimidine biosynthesis and affects the cellular nucleic acid levels. It is considered as a antineoplastic metabolite. It inhibits RNA viruses like chikungunya virus, semliki forest virus, and human coronavirus. It significantly inhibits the growth of Cryptosporidium parasites.

Piktogramme

Exclamation markHealth hazard
GHS07,GHS08

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Carc. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

S Bhasin et al.
The American journal of physiology, 243(3), E234-E239 (1982-09-01)
Ketonemic states complicating late pregnancy are accompanied by lower brain weights in the newborn. Potential mechanisms whereby ketone bodies might inhibit cell proliferation were therefore examined in the fetal rat brain slice by measuring their impact on the de novo
Takashi Kobayashi et al.
Physical chemistry chemical physics : PCCP, 12(19), 5140-5148 (2010-05-07)
Excited state characteristics of 6-azauridine (6AUd), which is known as a medicine against psoriasis and neoplastic, were investigated with laser plash photolysis, time-resolved thermal lensing, and near IR single photon counting method. The triplet-triplet absorption spectrum of 6AUd was observed
Enhanced inhibition of foot-and-mouth disease virus by combinations of porcine interferon-alpha and antiviral agents
Kim SM, et al.
Antiviral research, 96(2), 213-220 (2012)
Krzysztof Pyrc et al.
Antimicrobial agents and chemotherapy, 50(6), 2000-2008 (2006-05-26)
Human coronavirus NL63 (HCoV-NL63), a recently discovered member of the Coronaviridae family, has spread worldwide and is associated with acute respiratory illness in young children and elderly and immunocompromised persons. Further analysis of HCoV-NL63 pathogenicity seems warranted, in particular because
Donald F Smee et al.
Journal of virological methods, 246, 51-57 (2017-04-01)
Studies were conducted to determine the performance of four dyes in assessing antiviral activities of compounds against three RNA viruses with differing cytopathogenic properties. Dyes included alamarBlue
Alle zugehörigen Dokumente anzeigen

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

Setzen Sie sich mit dem technischen Dienst in Verbindung.