6760. Octotiamine

Nomenclature

CAS number: 137-86-0
6-(Acetylthio)-8-[[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-(2-hydroxyethyl)-1-propenyl]dithio]octanoic acid methyl ester; 8-[[2-[N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]formamido]-1-(2-hydroxyethyl)propenyl]dithio]-6-mercaptooctanoic acid methyl ester S(or 6)-acetate; S-(3-acetylthio-7-carbomethoxyheptylthio)thiamine; thiamine 8-(methyl 6-acetyldihydrothioctate) disulfide; Gerostop (Merckle); Neuvitan (Fujisawa); TATD.
C23H36N4O5S3; mol wt 544.75.
C 50.71%, H 6.66%, N 10.28%, O 14.69%, S 17.66%.

Description and references

Prepn: Ohara et al., US 3098856 (1963 to Fujisawa).

Chemical structure

Properties

Crystals, mp 106-109°. uv max: 234, 277 nm (ε 16200, 5820).

Derivative

Hydrochloride.
C23H36N4O5S3.HCl; mol wt 581.21.
C 47.53%, H 6.42%, N 9.64%, O 13.76%, S 16.55%, Cl 6.10%.

Properties

Crystals from ether + abs ethanol, mp 134.5-135°. uv max: 233 nm (ε 23000).

Therapeutic Category

Vitamin (enzyme cofactor).

Keywords

Enzyme Cofactor; Vitamin/Vitamin Source; Vitamin B1