Basic information
- CAS
804-30-8- Standard SMILES
CC(=C(CCO)SSCC1CCCO1)N(C=O)Cc1cnc(C)nc1N- InChIKey
JTLXCMOFVBXEKD-UHFFFAOYSA-N- Molecular formula
- C17H26N4O3S2
- Average molar mass
- 398.5 g/mol
- Monoisotopic mass
- 398.14463305
Names & identifiers
- Preferred name
- Fursutiamine
- IUPAC
- N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[5-hydroxy-3-(oxolan-2-ylmethyldisulfanyl)pent-2-en-2-yl]formamide
- English name
- Fursultiamine
- Molecular formula
- C17H26N4O3S2
- Molecular weight
- 398.54
Names & synonyms
Fursutiamine10238-39-8Prestwick0_001007Prestwick1_001007SCHEMBL24003SPBio_003014orb1221772CHEMBL4796531(E)-N-((4-amino-2-methylpyrimidin-5-yl)methyl)-N-(5-hydroxy-3-(((tetrahydrofuran-2-yl)methyl)disulfanyl)pent-2-en-2-yl)formamideAKOS037515605DB-056431NS00041854
Show more names
ttfdFURSULTIAMINE HYDROCHLORIDEthiaminetetrahydrofurfuryldisulfidejudolorlinaminRetar B1adventanditeftinAlinaxin
S6614Q27163631Formamide,N-((4-amino-2-methyl-5-pyrimidinyl)methyl)-N-(4-hydroxy-1-methyl-2-((tetrahydrofurfuryl)dithio)-1-butenyl)-,hydrochlorideN-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-[5-hydroxy-3-(2-oxolanylmethyldisulfanyl)pent-2-en-2-yl]formamideN-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-(5-hydroxy-3-{[(oxolan-2-yl)methyl]disulfanyl}pent-2-en-2-yl)formamide
Database identifiers
- CAS
804-30-8- PubChem CID
- 3441
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 152 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 9
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 481
Physicochemical properties
- Melting point
- 130 · 130-136°C (decompos.)
- Boiling point
- 652.3 · 652.3±55.0 °C(Predicted)
- Density
- 1.29 · 1.29
- refractive index
- 1.627 · 1.6270 (estimate)
- storage temp.
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility
- soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF).
- form
- Solid
- pka
- 14.42 · 14.42±0.10(Predicted)
- color
- White to Off-White
- InChI
- InChI=1S/C17H26N4O3S2/c1-12(16(5-6-22)26-25-10-15-4-3-7-24-15)21(11-23)9-14-8-19-13(2)20-17(14)18/h8,11,15,22H,3-7,9-10H2,1-2H3,(H2,18,19,20)
- InChIKey
- JTLXCMOFVBXEKD-UHFFFAOYSA-N
- SMILES
- C(N(CC1=CN=C(C)N=C1N)C(C)=C(SSCC1CCCO1)CCO)=O
- CAS DataBase Reference
- 804 · 804-30-8(CAS DataBase Reference)
- FDA UNII
- 5 J61265PX · 05J61265PX
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Toxicity
- LD50 in rats (mg/kg): 2200 orally; 540 i.p. (Yurugi, Fushimi)
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Chemistry & industry
Applications
DescriptionFursultiamine (syn. thiamine tetrahydrofurfuryl disulfide) is a vitamin B1 derivative which is rarely used, is only sparingly soluble in water and thus is usually employed only for solid drug forms. Lyophilisates are stabilized by sodium dextran sulfate.
UsesFursultiamine is an oral source of thiamine, used in comparative pharmacokinectic analysis of thiamine and it’s phosphorylated metabolites administered as multivitamin preparations, identification of drug candidate against prostate cancer from aspect of somatic cell reprogramming, therapeutic tool in number of human neurological diseases.
Preparation methods
PreparationFuranthiamine is obtained by condensing thiamine hydrochloride with sodium tetrahydrofuranmethyl thiosulfate after ring opening.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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