B9636
S-Benzoylthiamine O-monophosphate
Synonym(s):
Benfotiamine
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About This Item
Empirical Formula (Hill Notation):
C19H23N4O6PS
CAS Number:
Molecular Weight:
466.45
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
245-013-4
MDL number:
InChI key
BTNNPSLJPBRMLZ-GHRIWEEISA-N
InChI
1S/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)/b17-13+
SMILES string
Cc1ncc(CN(C=O)\C(C)=C(/CCOP(O)(O)=O)SC(=O)c2ccccc2)c(N)n1
assay
≥98% (TLC)
form
powder or crystals
color
white to off-white
storage temp.
2-8°C
Quality Level
Related Categories
Application
S-Benzoylthiamine O-monophosphate has been used to determine its effect on ischemia and reperfusion in skeletal muscles of rat.
Biochem/physiol Actions
S-Benzoylthiamine O-monophosphate (Benfotiamine) is a therapeutic agent. It helps in the prevention of diabetic complications such as, retinopathy, neuropathy and nephropathy. Benfotiamine inhibits the synthesis of glycation end products (AGEs) in diabetes. Benfotiamine is considered as a nutraceutical product for the prevention of diabetic neuropathy.
General description
S-Benzoylthiamine O-monophosphate (Benfotiamine) is an amphiphilic S-acyl thiamine derivative. It is a lipid-soluble vitamin. Benfotiamine contains a thiazole ring. Benfotiamine has a greater bioavailability than thiamine.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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David A Fraser et al.
Diabetes care, 35(5), 1095-1097 (2012-03-27)
To study the effects of long-term oral benfotiamine supplementation on peripheral nerve function and soluble inflammatory markers in patients with type 1 diabetes. The study randomly assigned 67 patients with type 1 diabetes to receive 24-month benfotiamine (300 mg/day) or
Alaa Alkhalaf et al.
PloS one, 7(7), e40427-e40427 (2012-07-14)
Formation of advanced glycation endproducts (AGEs), endothelial dysfunction, and low-grade inflammation are intermediate pathways of hyperglycemia-induced vascular complications. We investigated the effect of benfotiamine on markers of these pathways in patients with type 2 diabetes and nephropathy. Patients with type
Lars P Kihm et al.
Journal of the American Society of Nephrology : JASN, 22(5), 914-926 (2011-04-23)
Residual renal function and the integrity of the peritoneal membrane contribute to morbidity and mortality among patients treated with peritoneal dialysis. Glucose and its degradation products likely contribute to the deterioration of the remnant kidney and damage to the peritoneum.
The Effect of Benfothiamin and Vitamin D in Ischemia/Reperfusion Model of Rat Skeletal Muscle
Keskin O
The American Journal of Cardiology, 121(8), e4-e4 (2018)
The multifaceted therapeutic potential of benfotiamine
Balakumar P, et al.
Pharmacological Research, 61(6), 482-488 (2010)
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