Benfotiamine

Title: Benfotiamine
CAS Registry Number: 22457-89-2
CAS Name: Benzenecarbothioic acid S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-[2-(phosphonooxy)ethyl]-1-propenyl] ester
Additional Names: 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
Trademarks: Biotamin (Sankyo); Vitanevril (Sanofi Winthrop)
Molecular Formula: C19H23N4O6PS
Molecular Weight: 466.45
Percent Composition: C 48.92%, H 4.97%, N 12.01%, O 20.58%, P 6.64%, S 6.87%
Literature References: Vitamin B1 source. Prepn: A. Ito et al., DE 1130811 (1962), C.A. 57, 13764h (1962). Exists as 3 temperature dependent crystalline forms, a, g, d: 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).
Properties: Crystals, dec 165° (d-form).
Therap-Cat: Vitamin (enzyme cofactor).
Keywords: Enzyme Cofactor; Vitamin/Vitamin Source; Vitamin B1.
Benfuracarb Benfurodil Hemisuccinate Benidipine Benmoxine Benorylate

Benfotiamine
Benfotiamine.svg
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Systematic (IUPAC) name
S-[2-{[(4-amino-2-methylpyrimidin-5-yl)methyl] (formyl)amino}-5-(phosphonooxy)pent-2-en-3-yl] benzenecarbothioate
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Identifiers
CAS number 22457-89-2 YesY
ATC code A11DA03
PubChem CID 3032771
ChemSpider 2297665 YesY
UNII Y92OUS2H9B YesY
ChEBI CHEBI:41039 N
Synonyms S-benzoylthiamine O-monophosphate
Chemical data
Formula C19H23N4O6PS 
Mol. mass 466.448 g/mol
 N (what is this?)  (verify)

Benfotiamine (rINN, or S-benzoylthiamine O-monophosphate) is a synthetic S-acyl derivative of thiamine (vitamin B1).

It has been licensed for use in Germany since 1993. It is prescribed there for treating sciatica and other painful nerve conditions.[1]

It is marketed as a medicine and/or dietary supplement, depending on the respective Regulatory Authority.[citation needed]