Prosultiamine

Chemical compound
  • None
Legal statusLegal status
  • In general: ℞ (Prescription only)
Identifiers
  • N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(1E)-4-hydroxy-1-methyl-2-(propyldisulfanyl)but-1-en-1-yl]formamide
CAS Number
  • 59-58-5
PubChem CID
  • 5355019
ChemSpider
  • 4511078
UNII
  • UI32MM3XE3
CompTox Dashboard (EPA)
  • DTXSID1046633 Edit this at Wikidata
ECHA InfoCard100.000.397 Edit this at WikidataChemical and physical dataFormulaC15H24N4O2S2Molar mass356.50 g·mol−13D model (JSmol)
  • Interactive image
  • 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 similar to 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]

Research

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. ^ Triggle DJ (1997). Dictionary of pharmacological agents. London: Chapman & Hall. ISBN 0-412-46630-9.
  3. ^ Fujiwara M, Watanabe H, Matsui K (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): 529–534. 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: 63–68. doi:10.3177/jnsv.22.supplement_63. PMID 978282.
  6. ^ "Nervous System Disease: A New Outlet for an Old Drug?". Science Daily. 15 August 2013.
  • v
  • t
  • e
Fat
soluble
A
D
E
K
  • Naphthoquinone
  • Phylloquinone (K1)#
  • Menaquinones (K2)
  • Menadione (K3)‡
  • Various (K4)
  • 4-Amino-2-methyl-1-naphthol (K5)‡
  • 2-Methylnaphthalene-1,4-diamine (K6)
  • 4-Amino-3-methyl-1-naphthol (K7)
Water
soluble
B
C
Combinations