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6-Azauridine , CAS No.54-25-1

  • ≥98%
Item Number
A170898
Grouped product items
SKUSizeAvailabilityPrice Qty
A170898-100mg
100mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$22.90
A170898-250mg
250mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$39.90
A170898-1g
1g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$114.90
A170898-5g
5g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$455.90

Basic Description

Synonyms6-AZAURIDINE|54-25-1|Azauridine|6-Azuridine|Riboazauracil|6-Azauracil riboside|6-Azur|Riboazauratsil|6-Azauracil 1-riboside|Ribo-azuracil|AzUR|6-aza-uridine|NSC 32074|2-beta-D-Ribofuranosyl-1,2,4-triazine-3,5(2H,4H)-dione|MLS000028524|2beta-D-Ribofuranosy
Specifications & Purity≥98%
Biochemical and Physiological Mechanisms6-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
Storage TempStore at 2-8°C
Shipped InWet ice
Note1mg,10mg卖完停产,不再备货
Product Description

6-Azuridine (6-Azauridine) is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc. 

Purpose

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

Names and Identifiers

IUPAC Name 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazine-3,5-dione
INCHI 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
InChi Key WYXSYVWAUAUWLD-SHUUEZRQSA-N
Canonical SMILES C1=NN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O
Isomeric SMILES C1=NN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
PubChem CID 5901
Molecular Weight 245.19

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

SensitivityHeat Sensitive
Specific Rotation[α]-134° (C=1,Pyridine)
Melt Point(°C)158 °C

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS07
Signal Warning
Hazard Statements

H351:Suspected of causing cancer

H302:Harmful if swallowed

H312:Harmful in contact with skin

H332:Harmful if inhaled

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P203:Obtain, read and follow all safety instructions before use.

P301+P317:IF SWALLOWED: Get medical help.

P318:if exposed or concerned, get medical advice.

P317:Get emergency medical help.

Merck Index 904

Related Documents

Solution Calculators