Chemistry:Azaribine

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Short description: Chemical compound
Azaribine
Azaribine.svg
Clinical data
Trade namesAzaribine
Legal status
Legal status
  • US: Withdrawn drug
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC14H17N3O9
Molar mass371.3 g·mol−1
3D model (JSmol)

Azaribine (triacetyl-6-azauridine) is a drug which was developed for the treatment of psoriasis,[1] and also has anti-cancer and antiviral actions.[2][3] It is a prodrug which is metabolised to the nucleoside analogue 6-azauridine in the body. Azaribine was approved for clinical use in treatment of psoriasis,[4] but subsequently withdrawn because of toxicity issues,[5][6] however it continues to be researched as a potential agent for the treatment of emerging viral diseases.[7]

References

  1. "New indications for 6-azauridine treatment in man. A review". European Journal of Clinical Pharmacology 4 (2): 77–81. March 1972. doi:10.1007/bf00562501. PMID 4570456. 
  2. "Clinical and pharmacological studies with 2',3',5'-triacetyl-6-azauridine". Cancer Research 23: 444–53. March 1963. PMID 14023746. 
  3. "Identification of active antiviral compounds against a New York isolate of West Nile virus". Antiviral Research 55 (1): 107–16. July 2002. doi:10.1016/s0166-3542(02)00013-x. PMID 12076755. 
  4. "The uses of systemic chemotherapeutic agents in psoriasis". Pharmacology & Therapeutics 14 (1): 1–24. 1981. doi:10.1016/0163-7258(81)90008-5. PMID 7033998. 
  5. "Azaribine, homocystinemia, and thrombosis". Archives of Dermatology 113 (9): 1301–2. September 1977. doi:10.1001/archderm.1977.01640090149047. PMID 578401. 
  6. "Evaluation of the characteristics of safety withdrawal of prescription drugs from worldwide pharmaceutical markets-1960 to 1999.". Drug Information Journal 35 (1): 293–317. January 2001. doi:10.1177/009286150103500134. 
  7. "Identification and characterization of novel compounds with broad spectrum antiviral activity against influenza A and B viruses". Journal of Virology 94 (7). January 2020. doi:10.1128/JVI.02149-19. PMID 31941776.