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 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
- pka
- 6.70(at 25℃)
- color
- White
- Water Solubility
- It is soluble in water.
- Merck
- 14,904
- Stability:
- Hygroscopic
- InChIKey
- WYXSYVWAUAUWLD-YGWZKZRUSA-N
- CAS DataBase Reference
- 54-25-1(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 Data
- 54-25-1(Hazardous Substances Data)
- Toxicity
- LD50 oral in quail: > 316mg/kg
MSDS
- Language:English Provider:SigmaAldrich
6-AZAURIDINE Usage And Synthesis
Chemical Properties
White powder
Uses
6-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.
Uses
6-Azauridine (AzUrd) blocks the conversion of orotic acid into UMP and it is used in antiviral studies.
Uses
Research on cell formation and cancer.
Definition
ChEBI: 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 Description
6-Azauridine is a pyrimidine nucleoside analog.
Biochem/physiol Actions
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.
6-AZAURIDINESupplier
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6-AZAURIDINE(54-25-1)Related Product Information
- 6-AZAURIDINE 2',3',5'-TRIACETATE
- Semicarbazide
- 2-Hydroxyethylhydrazine
- (Hydroxymethyl)urea
- 2-HYDROXYETHYLUREA
- 6-AZAURIDINE
- 3-Methylamino-1,2-propanediol
- 1,3-DIETHYLUREA
- 6-AZAURACIL
- N-Butylurea
- 6-Azauracil
- 6-AZA-2'-DEOXYURIDINE
- 6-AZAURIDINE-5'-MONOPHOSPHATE,6-Azauridine 5'-phosphoric acid
- N-ETHYL-N-FORMYLHYDRAZINE
- 5-Methyl-2'-deoxy-6-azauridine
- 2-THIO-6-AZAURIDINE
- 6-azauridine 5'-triphosphate
- 5-Azauridine