Drug Details

General Information of the Drug (ID: DR0615)
Name
Benfotiamine
Synonyms
benfotiamine; Benphothiamine; Benzoylthiamine monophosphate; 22457-89-2; S-Benzoylthiamine monophosphate; S-Benzoylthiamine O-monophosphate; Benzoylthiamine O-monophosphate; Benfotamine; Benfotiamina; Benfotiaminum; 22457-89-2 (free acid); N-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-N-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamide S-benzoate O-phosphate; S-Benzoylthiamine-O-monophosphate; C19H23N4O6PS; (3Z)-4-{N-[(4-amino-2-methylpyrimidin-5-yl)methyl]carbonylamino}-3-(phenylcarb onylthio)pent-3-enyl dihydrogen phosphate; (Z)-S-(2-(N-((4-amino-2-methylpyrimidin-5-yl)methyl)formamido)-5-(phosphonooxy)pent-2-en-3-yl) benzothioate; s-[2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-5-(phosphonooxy)pent-2-en-3-yl] benzenecarbothioate; SR-01000872627; CHEBI:41039; MFCD00057343; Prestwick_68; Biotamin (TN); PubChem17412; Prestwick2_000654; Prestwick3_000654; Benfotiamine (JAN/INN); BSPBio_000687; SCHEMBL188070; BPBio1_000757; CHEMBL4303665; SCHEMBL19184708; HMS1570C09; HMS2097C09; HMS3714C09; ZINC2015559; STL453586; AKOS015920320; AC-8280; CCG-220654; DB11748; NCGC00179477-01; H493; ST056187; AB0013076; 57B892; A15020; D01255; SR-01000872627-1; SR-01000872627-2; 137-74-6; S-[(2Z)-2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-5-(phosphonooxy)pent-2-en-3-yl] benzenecarbothioate; S-{(1Z)-2-[[(4-Amino-2-methyl-5-pyrimidinyl)methyl](formyl)amino]-1-[2-(phosphonooxy)ethyl]-1-propenyl} benzenecarbothioate, AldrichCPR
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Molecular Type
Small molecule
Disease Substance abuse [ICD-11: 6C40] Phase 4 [1]
Structure
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2D MOL

3D MOL

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Formula
C19H23N4O6PS
PubChem CID
3032771
Canonical SMILES
CC1=NC=C(C(=N1)N)CN(C=O)C(=C(CCOP(=O)(O)O)SC(=O)C2=CC=CC=C2)C
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-LGMDPLHJSA-N
CAS Number
CAS 22457-89-2
ChEBI ID
CHEBI:41039
DrugBank ID
DB11748
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Citicoline      Escherichia coli     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Experimental
                    Result(s)		 Co-administration of benfotiamine and citicoline was more effective than either alone in improving memory.
Target and Pathway
Target(s) NADPH oxidase (NOX)  Molecule Info  [3]
References
Reference 1 ClinicalTrials.gov (NCT00680121) High Dose Vitamin B1 to Reduce Abusive Alcohol Use
Reference 2 Protective Effects of Citicoline and Benfotiamine Each Alone and in Combination on Streptozotocin-induced Memory Impairment in Mice. Clin Psychopharmacol Neurosci. 2020 Feb 29;18(1):81-92.
Reference 3 Beneficial effects of benfotiamine, a NADPH oxidase inhibitor, in?isoproterenol-induced myocardial infarction in rats. PLoS One. 2020 May 8;15(5):e0232413.
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