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.
In the Vinony graph
Vinony's link graph records 96 inbound references to fursultiamine, and connects out to United States, Japan and Germany.
It sits within the topics Aminopyrimidines, Drugs not assigned an ATC code and Drugs with non-standard legal status.
Vinony links it to 7 Wikipedia language editions.
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.
Available in 7 languages
via Wikidata sitelinks · CC0