Fursultiamine

Fursultiamine
Skeletal formula of fursultiamine
Ball-and-stick model of the fursultiamine molecule
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Oral
ATC code
  • None
Legal status
Legal status
Identifiers
IUPAC name
  • N-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-N-{(1E)-4-hydroxy-1-methyl-2-[(tetrahydrofuran-2-ylmethyl)disulfanyl]but-1-en-1-yl}formamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.011.234
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Chemical and physical data
FormulaC17H26N4O3S2
Molar mass398.54 g·mol−1
3D model (JSmol)
SMILES
  • O=CN(\C(=C(\SSCC1OCCC1)CCO)C)Cc2cnc(nc2N)C

Fursultiamine (INN; chemical name thiamine tetrahydrofurfuryl disulfide or TTFD; brand names Adventan, Alinamin-F, Benlipoid, Bevitol Lipophil, Judolor, Lipothiamine) is a medication and vitamin used to treat thiamine deficiency. Chemically, it is a disulfide derivative of thiamine and is similar in structure to allithiamine.[1]

It was synthesized in Japan in the 1960s from allithiamine for the purpose of developing forms of thiamine with improved lipophilicity for treating vitamin B1 deficiency (i.e., beriberi),[1][2] It was subsequently commercialized not only in Japan but also in Spain, Austria, Germany, and the United States.[3] As a vitamin, it is available over-the-counter as well.[4]

See also

  • Vitamin B1 analogue

References

  1. 1 2 Lonsdale D (September 2004). "Thiamine tetrahydrofurfuryl disulfide: a little known therapeutic agent". Medical Science Monitor. 10 (9): RA199–203. PMID 15328496.
  2. ↑ Miura S (July 1965). "[The uptake and the distribution of thiamine propyl disulfide-35S by the rabbit's eye tissue]". Nippon Ganka Gakkai Zasshi (in Japanese). 69 (7): 792–807, discussion 807-8. PMID 5006719.
  3. ↑ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. p. 1932. ISBN 3-88763-075-0.
  4. ↑ Nozaki S, Mizuma H, Tanaka M, Jin G, Tahara T, Mizuno K, et al. (December 2009). "Thiamine tetrahydrofurfuryl disulfide improves energy metabolism and physical performance during physical-fatigue loading in rats". Nutrition Research. 29 (12): 867–72. doi:10.1016/j.nutres.2009.10.007. PMID 19963160.

Further reading

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