6-Azauridine

C₈H₁₁N₃O₆

245.19

200-199-6

MFCD00006472

24890597

NA.51

6-Azauridine is a pyrimidine nucleoside analog.

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

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.

≥99% (TLC)

200

powder

157-159 ℃ (lit.)

water: 50 mg/mL, clear, colorless

2-8℃

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

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

WYXSYVWAUAUWLD-SHUUEZRQSA-N

1, 5 g in poly bottle

GHS07,GHS08

Warning

H302 + H312 + H332 - H351

P201 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P308 + P313

Acute Tox. 4 Oral - Carc. 2

13 - Non Combustible Solids

WGK 3

dust mask type N95 (US), Eyeshields, Gloves