Chemistry:Acetiamine

From HandWiki

Acetiamine, also known as O,S-diacetylthiamine, is a small molecule drug.[1][2][3][4]

It is a fat-soluble open ring derivative of thiamine (vitamin B1). It is prepared by first treating thiamine with base to produce the ring-opened thiol-type vitamin B1 followed by acetylation using acetic anhydride to form the thioester.[5][6][7][8]

Acetiamine is enzymatically leaved in liver to generate thiamine and acetate.[9] Hence acetiamine is a prodrug of thiamine.

See also

References

  1. ↑ "Acetiamine". https://pubchem.ncbi.nlm.nih.gov/compound/3033984. 
  2. ↑ "Acetiamine (CAS 299-89-8) | Lipid-Soluble Thiamine Prodrug | BenchChem". https://www.benchchem.com/product/b1197223. 
  3. ↑ "Compound: ACETIAMINE (CHEMBL421556)". https://www.ebi.ac.uk/explore/compound/CHEMBL421556. 
  4. ↑ "acetiamine (CHEBI:748398)". https://www.ebi.ac.uk/chebi/CHEBI:748398. 
  5. ↑ "Studies on Vitamin B1 and Related Compounds. XLV". Yakugaku Zasshi 73 (7): 705–708. 1953. doi:10.1248/yakushi1947.73.7_705. 
  6. ↑ "Studies on Vitamin B1 and Related Compounds. XLVI". Yakugaku Zasshi 73 (7): 709–712. 1953. doi:10.1248/yakushi1947.73.7_709. 
  7. ↑ "Studies of the Pyrimidine Derivatives. XXV. The Reaction of Alkoxycarbonylthiocyanates and Related Compounds with the Sodium Salt of Thiamine". Bulletin of the Chemical Society of Japan 36 (9): 1214–1220. 1963. doi:10.1246/bcsj.36.1214. 
  8. ↑ "[On the Thiamines with an Open Thiazole Ring. Study of O,S-Diacetylthiamine]" (in French). Annales Pharmaceutiques Francaises 21: 655–666. 1963. PMID 14091313. 
  9. ↑ "Enzymatic Hydrolysis of the —S—CO— Linkage". Nature 173 (4393): 83–84. 1954. doi:10.1038/173083b0. 



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