6-AZAURIDINE

6-AZAURIDINE Basic information
Product Name:6-AZAURIDINE
Synonyms:6-AZA-2,4-DIHYDROXYPYRIMIDINE RIBOSIDE;6-AZAURIDINE MONOHYDRATE;6-AZAURACIL RIBOSIDE;6-AZAURACIL RIBOSIDE MONOHYDRATE;6-AZAURIDINE;2-BETA-D-RIBOFURANOSYL-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE;AZAURIDINE, 6-;2-beta-d-ribofuranosyl-1,2,4-triazin-3,5(2h,4h)-dion
CAS:54-25-1
MF:C8H11N3O6
MW:245.19
EINECS:200-199-6
Product Categories:Biochemistry;Nucleosides and their analogs;Pyridines, Pyrimidines, Purines and Pteredines;Nucleosides, Nucleotides & Related Reagents;Antibiotic Explorer
Mol File:54-25-1.mol
6-AZAURIDINE Structure
6-AZAURIDINE Chemical Properties
Melting point 157-159 °C(lit.)
Boiling point 388.15°C (rough estimate)
density 1.4866 (rough estimate)
refractive index 1.7950 (estimate)
storage temp. 2-8°C
solubility DMSO (Slightly, Heated), Methanol (Slightly, Heated), Pyridine (Slightly), Water
form Powder
pka6.70(at 25℃)
color White
Water Solubility It is soluble in water.
Merck 14,904
Stability:Hygroscopic
InChIKeyWYXSYVWAUAUWLD-YGWZKZRUSA-N
CAS DataBase Reference54-25-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-40
Safety Statements 22-36
WGK Germany 3
RTECS XY8575000
HS Code 29349990
Hazardous Substances Data54-25-1(Hazardous Substances Data)
ToxicityLD50 oral in quail: > 316mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
6-AZAURIDINE Usage And Synthesis
Chemical PropertiesWhite powder
UsesResearch on cell formation and cancer.
Uses6-Azauridine can be applied in antiviral studies. 6-azauridine inhibits de novo pyrimidine synthesis and DNA synthesis and is converted intracellularly into mono, di, and triphosphate derivatives, which incorporate into RNA and inhibit protein synthesis. It is also used as an antineoplastic antimetabolite. It interferes with pyrimidine biosynthesis thereby preventing formation of cellular nucleic acids. As the triacetate, it is also effective as an antipsoriatic.
Uses6-Azauridine (AzUrd) blocks the conversion of orotic acid into UMP and it is used in antiviral studies.
DefinitionChEBI: 6-azauridine is a N-glycosyl-1,2,4-triazine. It has a role as an antineoplastic agent, an antimetabolite and a drug metabolite.
General Description6-Azauridine is a pyrimidine nucleoside analog.
Biochem/physiol Actions6-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.
6-AZAURIDINE Preparation Products And Raw materials
N-ETHYL-N-FORMYLHYDRAZINE 6-AZAURIDINE-5'-TRIPHOSPHATE LITHIUM SALT pentylurea 6-AZAURIDINE BUTYLHYDRAZINE 6-AZAURIDINE-5'-MONOPHOSPHATE,6-Azauridine 5'-phosphoric acid 2-HYDROXYETHYLUREA 2-Hydroxyethylhydrazine 1,3-DIETHYLUREA (Hydroxymethyl)urea 1-butyl-3-methyl-urea 6-AZAURACIL Semicarbazide N-Butylurea 1-Methyl-3-propylurea N-n-propyl-N-formylhydrazine 3-Methylamino-1,2-propanediol 6-AZA-2'-DEOXYURIDINE

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