Benfotiamine

For research use only. Not for therapeutic Use.

  • CAT Number: I002728
  • CAS Number: 22457-89-2
  • Molecular Formula: C19H23N4O6PS
  • Molecular Weight: 466.45
  • Purity: ≥95%
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Benfotiamine(Cat No.:I002728)is a synthetic derivative of thiamine (vitamin B1) with improved bioavailability, allowing for better absorption and tissue penetration compared to standard thiamine. It is used primarily as a dietary supplement to manage conditions related to thiamine deficiency, such as diabetic neuropathy, and to support overall nerve health. Benfotiamine has been studied for its potential in reducing oxidative stress and advanced glycation end products (AGEs), which are implicated in complications of diabetes and aging. Additionally, research suggests it may offer neuroprotective benefits, improving cognitive function and supporting cardiovascular health.


Catalog Number I002728
CAS Number 22457-89-2
Molecular Formula C19H23N4O6PS
Purity ≥95%
Solubility 10 mM in DMSO
Storage -20°C
IUPAC Name S-[(E)-2-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-5-phosphonooxypent-2-en-3-yl] benzenecarbothioate
InChI 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+
InChIKey BTNNPSLJPBRMLZ-GHRIWEEISA-N
SMILES CC1=NC=C(C(=N1)N)CN(C=O)/C(=C(\CCOP(=O)(O)O)/SC(=O)C2=CC=CC=C2)/C
Reference

</br>1:Thiamine and benfotiamine prevent stress-induced suppression of hippocampal neurogenesis in mice exposed to predation without affecting brain thiamine diphosphate levels. Vignisse J, Sambon M, Gorlova A, Pavlov D, Caron N, Malgrange B, Shevtsova E, Svistunov A, Anthony DC, Markova N, Bazhenova N, Coumans B, Lakaye B, Wins P, Strekalova T, Bettendorff L.Mol Cell Neurosci. 2017 May 12. pii: S1044-7431(16)30270-6. doi: 10.1016/j.mcn.2017.05.005. [Epub ahead of print] PMID: 28506637 </br>2:Thiamine and benfotiamine improve cognition and ameliorate GSK-3β-associated stress-induced behaviours in mice. Markova N, Bazhenova N, Anthony DC, Vignisse J, Svistunov A, Lesch KP, Bettendorff L, Strekalova T.Prog Neuropsychopharmacol Biol Psychiatry. 2017 Apr 3;75:148-156. doi: 10.1016/j.pnpbp.2016.11.001. Epub 2016 Nov 5. PMID: 27825907 </br>3:Chromatographic Analysis of a Multicomponent Mixture of B1, B6, B12, Benfotiamine, and Diclofenac; Part I: HPLC and UPLC Methods for the Simultaneous Quantification of These Five Components in Tablets and Capsules. Fayed AS, Hegazy MA, Wahab NS.J AOAC Int. 2016 Nov 1;99(6):1513-1521. doi: 10.5740/jaoacint.16-0023. Epub 2016 Oct 1. PMID: 27697097 </br>4:Long-Term Cognitive Improvement After Benfotiamine Administration in Patients with Alzheimer/’s Disease. Pan X, Chen Z, Fei G, Pan S, Bao W, Ren S, Guan Y, Zhong C.Neurosci Bull. 2016 Dec;32(6):591-596. Epub 2016 Oct 1. PMID: 27696179 </br>5:Protective effect of treatment with thiamine or benfotiamine on liver oxidative damage in rat model of acute ethanol intoxication. Portari GV, Ovidio PP, Deminice R, Jordão AA Jr.Life Sci. 2016 Oct 1;162:21-4. doi: 10.1016/j.lfs.2016.08.017. Epub 2016 Aug 18. PMID: 27545821 </br>6:Benfotiamine upregulates antioxidative system in activated BV-2 microglia cells. Bozic I, Savic D, Stevanovic I, Pekovic S, Nedeljkovic N, Lavrnja I.Front Cell Neurosci. 2015 Sep 4;9:351. doi: 10.3389/fncel.2015.00351. eCollection 2015. PMID: 26388737 Free PMC Article</br>7:Pharmacokinetics of the transdermal delivery of benfotiamine. Zhu Z, Varadi G, Carter SG.Acta Diabetol. 2016 Apr;53(2):317-22. doi: 10.1007/s00592-015-0776-2. Epub 2015 Jul 4. PMID: 26141141 </br>8:Change in psychiatric symptomatology after benfotiamine treatment in males is related to lifetime alcoholism severity. Manzardo AM, Pendleton T, Poje A, Penick EC, Butler MG.Drug Alcohol Depend. 2015 Jul 1;152:257-63. doi: 10.1016/j.drugalcdep.2015.03.032. Epub 2015 Apr 8. PMID: 25908323 Free PMC Article</br>9:Paraptosis cell death induction by the thiamine analog benfotiamine in leukemia cells. Sugimori N, Espinoza JL, Trung LQ, Takami A, Kondo Y, An DT, Sasaki M, Wakayama T, Nakao S.PLoS One. 2015 Apr 7;10(4):e0120709. doi: 10.1371/journal.pone.0120709. eCollection 2015. PMID: 25849583 Free PMC Article</br>10:Effect of benfotiamine in podocyte damage induced by peritoneal dialysis fluid. Müller-Krebs S, Nissle K, Tsobaneli J, Zeier M, Kihm LP, Kender Z, Fleming T, Nawroth PP, Reiser J, Schwenger V.Front Med (Lausanne). 2015 Mar 10;2:10. doi: 10.3389/fmed.2015.00010. eCollection 2015. PMID: 25806370 Free PMC Article

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