Structure via PubChem · Public domain (PubChem)
fursultiamine
Sign in to saveAlso known as TTFD, Fursultiamin, Adventan
Fursultiamine (INN; chemical name thiamine tetrahydrofurfuryl disulfide or TTFD; brand names Adventan, Alinamin-F, Benlipoid, Bevitol Lipophil, Judolor, Lipothiamine) is a medication and vitamin used to treat thiamine deficiency. Chemically, it is a disulfide derivative of thiamine and is similar in structure to allithiamine.
Chemical data
- Formula
- C17H26N4O3S2
- Molecular weight
- 398.5 g/mol
- IUPAC name
- N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(E)-5-hydroxy-3-(oxolan-2-ylmethyldisulfanyl)pent-2-en-2-yl]formamide
- SMILES
- CC1=NC=C(C(=N1)N)CN(C=O)/C(=C(\CCO)/SSCC2CCCO2)/C
- InChIKey
- JTLXCMOFVBXEKD-FOWTUZBSSA-N
- XLogP
- 0.6
- Polar surface area
- 152 Ų
- H-bond donors
- 2
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
74 papers- Fursultiamine Alleviates Choroidal Neovascularization by Suppressing Inflammation and Metabolic Reprogramming.Investigative ophthalmology & visual science · 2020
- Fursultiamine Prevents Drug-Induced Ototoxicity by Reducing Accumulation of Reactive Oxygen Species in Mouse Cochlea.Antioxidants (Basel, Switzerland) · 2021
- Fursultiamine, a vitamin B1 derivative, enhances chondroprotective effects of glucosamine hydrochloride and chondroitin sulfate in rabbit experimental osteoarthritis.Inflammation research : official journal of the European Histamine Research Society ... [et al.] · 2005
- High-throughput screening of small molecules identifies hepcidin antagonists.Molecular pharmacology · 2013
- Synthesis of (11)C-Labeled Thiamine and Fursultiamine for in Vivo Molecular Imaging of Vitamin B1 and Its Prodrug Using Positron Emission Tomography.The Journal of organic chemistry · 2015
via PubMed
Wikidata facts
- Mass
- 398.145
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₇H₂₆N₄O₃S₂
- canonical SMILES
- CC1=NC=C(C(=N1)N)CN(C=O)C(=C(CCO)SSCC2CCCO2)C
- isomeric SMILES
- CC1=NC=C(C(=N1)N)CN(C=O)/C(=C(\CCO)/SSCC2CCCO2)/C
- subject has role
- vitamin B
- Commons category
- Fursultiamine
Sources (1)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- Further reading
{{Drugbox | IUPAC_name = N-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-N-{(1E)-4-hydroxy-1-methyl-2-[(tetrahydrofuran-2-ylmethyl)disulfanyl]but-1-en-1-yl}formamide | image = Fursultiamine.png | image_class = skin-invert-image | alt = Skeletal formula of fursultiamine | width = 200 | image2 = Fursultiamine 3D ball.png | image_class2 = bg-transparent | alt2 = Ball-and-stick model of the fursultiamine molecule | width2 = 200
| tradename = | Drugs.com = | pregnancy_category = | legal_status = otc | routes_of_administration = Oral
Excerpted from Wikipedia’s “fursultiamine” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0