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Azaribine

CAT: 0931-T25130-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T25130-02Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
2169-64-4
Target
Antiviral, Influenza Virus, Virus Protease
Related Pathways
Immunology/Inflammation, Microbiology/Virology
Purity
>99.99%
Bioactivity
Azaribine (2; ,3; ,5; -Tri-O-acetyl-6-azauridine) is an orotate monophosphate decarboxylase (OMPD) inhibitor with broad-spectrum antiviral activity, inhibiting viral genome replication and gene transcription.Azaribine has been used in the study of Zika virus (ZIKV) infections, and in the study of psoriasis, arthritis and mycosis fungoides. Azaribine is used to study Zika virus (ZIKV) infections, psoriasis and mycosis fungoides.
Smiles
O(C(C)=O)[C@H]1[C@@H](O[C@H](COC(C)=O)[C@H]1OC(C)=O)N2C(=O)NC(=O)C=N2
Molecular Formula
C14H17N3O9
Molecular Weight
371.3
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Azaribine

Azaribine is a N-glycosyl-1,2,4-triazine that is 6-azauridine acetylated at positions 2', 3' and 5' on the sugar ring. It is a prodrug for 6-azauridine and is used for treatment of psoriasis. It has a role as a prodrug and an antipsoriatic. It is an acetate ester and a N-glycosyl-1,2,4-triazine. It is functionally related to a 6-azauridine.

CAS Number2169-64-4
PubChem CID16574
IUPAC Name[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)oxolan-2-yl]methyl acetate
Molecular FormulaC14H17N3O9
Molecular Weight371.30
XLogP-0.2
Topological Polar Surface Area150
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Heavy Atom Count26
Formal Charge0
Complexity662
SMILES
CC(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C(=O)NC(=O)C=N2)OC(=O)C)OC(=O)C
InChI
InChI=1S/C14H17N3O9/c1-6(18)23-5-9-11(24-7(2)19)12(25-8(3)20)13(26-9)17-14(22)16-10(21)4-15-17/h4,9,11-13H,5H2,1-3H3,(H,16,21,22)/t9-,11-,12-,13-/m1/s1
InChIKey
QQOBRRFOVWGIMD-OJAKKHQRSA-N
Chemical Structure
2D Structure
2D structure of Azaribine
CAS: 2169-64-4
CID: 16574
Formula: C14H17N3O9
MW: 371.30
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight371.30
XLogP3-0.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Exact Mass371.09647913
Monoisotopic Mass371.09647913
Topological Polar Surface Area150 Ų
Heavy Atom Count26
Formal Charge0
Complexity662
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
MBS5774867Azaribine

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