1041. Benfotiamine

Nomenclature

CAS number: 22457-89-2
Benzenecarbothioic acid S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-[2-(phosphonooxy)ethyl]-1-propenyl] ester; thiobenzoic acid S-ester with N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamide O-phosphate; S-benzoylthiamine monophosphate; BTMP; Biotamin (Sankyo); Vitanevril (Sanofi Winthrop).
C19H23N4O6PS; mol wt 466.45.
C 48.92%, H 4.97%, N 12.01%, O 20.58%, P 6.64%, S 6.87%.

Description and references

Vitamin B1 source. Prepn: A. Ito et al., DE 1130811 (1962), C.A. 57, 13764h (1962). Exists as 3 temperature dependent crystalline forms, α, γ, δ: A. Ito et al., Takamine Kenkyusho Nempo 14, 64 (1962); C.A. 59, 3920a (1963). Pharmacokinetics: H. Nogami et al., Chem. Pharm. Bull. 18, 1937 (1970). Clinical bioequivalence to thiamine: R. Bitsch et al., Ann. Nutr. Metab. 35, 292 (1991).

Chemical structure

Properties

Crystals, dec 165° (δ-form).

Therapeutic Category

Vitamin (enzyme cofactor).

Keywords

Enzyme Cofactor; Vitamin/Vitamin Source; Vitamin B1