6-Azauridine

Description

CAS: 54-25-1 | C8H11N3O6 | 245.191 g/mol

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
It is soluble in water.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: 2 - 8°C

Specifications

Chemical Identifiers

• CAS: 54-25-1
• Molecular Formula: C8H11N3O6
• Molecular Weight (g/mol): 245.191
• MDL Number: MFCD00006472
• InChI Key: WYXSYVWAUAUWLD-SHUUEZRQSA-N
• Synonym: 6-azauridine, 6-azuridine, azauridine, azur, riboazauracil, riboazauratsil, 6-azauracil 1-riboside, ribo-azuracil, 6-azauracil riboside, 6-azur
• PubChem CID: 5901
• ChEBI: CHEBI:35668
• IUPAC Name: 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazine-3,5-dione
• SMILES: C1=NN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O

• Melting Point: 160°C to 161°C
• Color: White
• Quantity: 1 g
• Merck Index: 14,904
• Solubility Information: It is soluble in water.
• Formula Weight: 245.19
• Physical Form: Powder
• Chemical Name or Material: 6-Azauridine

Safety and Handling

Hazard Category	H302+H312+H332-H351
Hazard Statement	GHS H Statement H351-H302-H312-H332 Suspected of causing cancer. Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled.
Precautionary Statement	P201-P202-P261-P264b-P270-P271-P281-P301+P312-P302+P352-P304+P340-P308+P313-P312-P330-P363-P501c
EINECSNumber	200-199-6
RTECSNumber	XY8575000
TSCA	No
Recommended Storage	Keep cold

SDS

RUO – Research Use Only