4311. Fursultiamine

Nomenclature

CAS number: 804-30-8
N-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-N-[4-hydroxy-1-methyl-2-[[(tetrahydro-2-furanyl)methyl]dithio]-1-butenyl]formamide; thiamine tetrahydrofurfuryl disulfide; Alinamin F (Takeda); Diteftin; Judolor (Woelm); TTFD.
C17H26N4O3S2; mol wt 398.54.
C 51.23%, H 6.58%, N 14.06%, O 12.04%, S 16.09%.

Description and references

Prepn: S. Yurugi, T. Fushimi, US 3016380 (1962 to Takeda). Metabolism: S. Kikuchi et al., Eur. J. Pharmacol. 9, 367 (1970); C. Mitoma, Drug Metab. Dispos. 1, 698 (1973). Series of papers on function of tetrahydrofurfuryl mercaptan moiety: J. Biochem. 74, 717 (1973). Crystal structure: W. Shin, Y. C. Kim, Bull. Korean Chem. Soc. 7, 331 (1986).

Chemical structure

Properties

Colorless prisms from ethyl acetate, mp 132° (dec). d 1.29. Sparingly sol in water; sol in organic solvents, dil mineral acids. LD50 in rats (mg/kg): 2200 orally; 540 i.p. (Yurugi, Fushimi).

Therapeutic Category

Vitamin (enzyme cofactor).

Keywords

Enzyme Cofactor; Vitamin/Vitamin Source; Vitamin B1