Basic information
- CAS
2169-64-4- Standard SMILES
CC(=O)OC[C@H]1O[C@@H](n2ncc(=O)[nH]c2=O)[C@H](OC(C)=O)[C@@H]1OC(C)=O- InChIKey
QQOBRRFOVWGIMD-OJAKKHQRSA-N- Molecular formula
- C14H17N3O9
- Average molar mass
- 371.3 g/mol
- Monoisotopic mass
- 371.09647913
Overview
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.
Names & identifiers
- Preferred name
- Azaribine
- IUPAC
- [(2R,3R,4R,5R)-3,4-diacetyloxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)oxolan-2-yl]methyl acetate
Names & synonyms
AZARIBINETriazure2169-64-46-Azauridine 2',3',5'-triacetate6-Azauridine triacetateTriacetyl-6-azauridineAzaribinaAzaribinumCB 304CB-304NSC-672392',3',5'-Tri-O-acetyl-6-azauridine
Show more names
2',3',5'-Triacetyl-6-azauridineAzauridine triacetateK1U80DO9EBTriacetyl-6-azuridine2-beta-D-Ribofuranosyl-as-triazine-3,5(2H,4H)-dione 2',3',5'-triacetateCHEBI:88272NSC672392-(2',3',5'-Triacetyl-beta-D-ribofuranosyl)-as-triazine-3,5-(2H,4H)-dione
Database identifiers
- CAS
2169-64-4- PubChem CID
- 16574
- DTXSID
DTXSID1022635- ChEMBL
CHEMBL515914- ChEBI
CHEBI:88272- UNII
- K1U80DO9EB
- EC Number
- 218-515-6
- Nikkaji
- J7.347D
Properties
Computed structural properties
- XLogP
- -0.2
- Topological polar surface area
- 150 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 8
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 662
Experimental & physicochemical properties
LogP-0.2
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationDrugs used to treat or prevent skin disorders or for the routine care of skin.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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