Prosultiamine

Prosultiamine
Skeletal formula of prosultiamine
Ball-and-stick model of the prosultiamine molecule
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Oral
ATC code
  • None
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
IUPAC name
  • N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(1E)-4-hydroxy-1-methyl-2-(propyldisulfanyl)but-1-en-1-yl]formamide
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.000.397
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Chemical and physical data
FormulaC15H24N4O2S2
Molar mass356.50 g·mol−1
3D model (JSmol)
SMILES
  • O=CN(\C(=C(\SSCCC)CCO)C)Cc1cnc(nc1N)C

Prosultiamine (INN; also known as thiamine propyl disulfide or TPD; brand name Jubedel,) is a disulfide thiamine derivative discovered in garlic in Japan in the 1950s, and is a homolog of allithiamine. It was developed as a treatment for vitamin B1 deficiency.[1][2] [3] It has improved lipid solubility relative to thiamine and is not rate-limited by dependency on intestinal transporters for absorption, hence the reasoning for its development.[4][5] It has been studied as a potential treatment for infection with human T-lymphotropic virus (HTLV), since it has been shown to reduce viral load and symptoms.[6]

See also

  • Vitamin B1 analogue

References

  1. ↑ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0.
  2. ↑ David J. Triggle (1997). Dictionary of pharmacological agents. London: Chapman & Hall. ISBN 0-412-46630-9.
  3. ↑ Fujiwara, Motonori; Watanabe, Hiroshi; Matsui, Kiyoo (1954). ""allithiamine" A Newly Found Derivative of Vitamin B1". The Journal of Biochemistry. 41: 29–39. doi:10.1093/oxfordjournals.jbchem.a126421.
  4. ↑ Thomson AD, Frank O, Baker H, Leevy CM (April 1971). "Thiamine propyl disulfide: absorption and utilization". Annals of Internal Medicine. 74 (4): 529–34. doi:10.7326/0003-4819-74-4-529. PMID 5551161.
  5. ↑ Baker H, Frank O (August 1976). "Absorption, utilization and clinical effectiveness of allithiamines compared to water-soluble thiamines". Journal of Nutritional Science and Vitaminology. 22 SUPPL: 63–8. doi:10.3177/jnsv.22.supplement_63. PMID 978282.
  6. ↑ Nervous System Disease: A New Outlet for an Old Drug?
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