Key Documents

View All Documentation

B9636

S-Benzoylthiamine O-monophosphate

Name: S-Benzoylthiamine O-monophosphate
Brand: SIGMA

Synonym(s):

Benfotiamine

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₁₉H₂₃N₄O₆PS

CAS Number:

22457-89-2

Molecular Weight:

466.45

NACRES:

NA.79

PubChem Substance ID:

24892147

UNSPSC Code:

12352116

EC Number:

245-013-4

MDL number:

MFCD00057343

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

assay

≥98% (TLC)

Quality Level

200

form

powder or crystals

color

white to off-white

storage temp.

2-8°C

SMILES string

Cc1ncc(CN(C=O)\C(C)=C(/CCOP(O)(O)=O)SC(=O)c2ccccc2)c(N)n1

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+

InChI key

BTNNPSLJPBRMLZ-GHRIWEEISA-N

Description

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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Protective role of benfotiamine, a fat-soluble vitamin B1 analogue, in lipopolysaccharide-induced cytotoxic signals in murine macrophages.

Umesh C S Yadav et al.

Free radical biology & medicine, 48(10), 1423-1434 (2010-03-12)

This study was designed to investigate the molecular mechanisms by which benfotiamine, a lipid-soluble analogue of vitamin B1, affects lipopolysaccharide (LPS)-induced inflammatory signals leading to cytotoxicity in the mouse macrophage cell line RAW264.7. Benfotiamine prevented LPS-induced apoptosis, expression of the

Liver, plasma and erythrocyte levels of thiamine and its phosphate esters in rats with acute ethanol intoxication: a comparison of thiamine and benfotiamine administration.

Guilherme Vannucchi Portari et al.

European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 48(4-5), 799-802 (2013-02-02)

Thiamine and benfotiamine are vitamin B1 and pro-vitamin B1 substances, respectively. Vitamin B1 plays an essential role in energy metabolism, and its deficiency leads to neurologic and cardiovascular pathologies, as seen in alcoholics. This study presents new data about the

The multifaceted therapeutic potential of benfotiamine

Balakumar P, et al.

Pharmacological Research, 61(6), 482-488 (2010)

View All Related Papers

Global Trade Item Number

SKU	GTIN
B9636-250MG	04061833443866