Benfotiamine
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| Systematic (IUPAC) name | |
|---|---|
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S-[2-{[(4-Amino-2-methylpyrimidin-5-yl)methyl] (formyl)amino}-5-(phosphonooxy)pent-2-en-3-yl] benzenecarbothioate
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| Clinical data | |
| Trade names | Milgamma |
| AHFS/Drugs.com | International Drug Names |
| Legal status | |
| Routes of administration |
Oral |
| Identifiers | |
| CAS Number | 22457-89-2  |
| ATC code | A11DA03 (WHO) |
| PubChem | CID: 3032771 |
| ChemSpider | 2297665 |
| UNII | Y92OUS2H9B |
| ChEBI | CHEBI:41039  |
| ChEMBL | CHEMBL1491875 |
| Synonyms | S-Benzoylthiamine O-monophosphate |
| Chemical data | |
| Formula | C19H23N4O6PS |
| Molecular mass | 466.448 g/mol |
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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 under the trade name Milgamma. (Combinations with pyridoxine or cyanocobalamin are also sold under this name.) 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]
Uses
Benfotiamine is primarily marketed as an antioxidant dietary supplement. In a clinical study with six patients, benfotiamine lowered AGE by 40%.[2]
Benfotiamine may be useful for the treatment of diabetic retinopathy, neuropathy, and nephropathy however "Most of the effects attributed to benfotiamine are extrapolated from in vitro and animal studies. Unfortunately apparent evidences from human studies are scarce and especially endpoint studies are missing. Therefore additional clinical studies are mandatory to explore the therapeutic potential of benfotiamine in both diabetic and non-diabetic pathological conditions".[3] It is thought that treatment with benfotiamine leads to increased intracellular thiamine diphosphate levels,[3] a cofactor of transketolase. This enzyme directs advanced glycation and lipoxidation end products (AGE's, ALE's) substrates to the pentose phosphate pathway, thus reducing tissue AGEs.[4][5][6][7][8]
Pharmacology
After absorption, benfotiamine can be dephosphorylated by cells bearing an ecto-alkaline phosphatase to the lipid-soluble S-benzoylthiamine.[9] Benfotiamine should not be confused with allithiamine, a naturally occurring thiamine disulfide derivative with a distinct pharmacological profile.[10]
See also
References
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- ↑ Since AGEs are the actual agents productive of diabetic complications, in theory, if diabetic patients could block the action of AGEs completely by benfotiamine, strict blood sugar control, with its disruption of lifestyle and risks to health and life by severe hypoglycemic episodes, could be avoided, with revolutionary implications for the treatment of diabetes. Lua error in package.lua at line 80: module 'strict' not found.
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