ChemicalBook--->CAS DataBase List--->3286-46-2

3286-46-2

3286-46-2 Structure

3286-46-2 Structure
IdentificationMore
[Name]

Bisibutiamine
[CAS]

3286-46-2
[Synonyms]

[4-[(4-amino-2-methylpyrimidin-5-yl)methylformylamino]-3-[2-[(4-amino-2-methylpyrimidin-5-yl)methylformylamino]-5-(2-methylpropanoyloxy)pent-2-en-3-yl]disulfanylpent-3-enyl] 2-methylpropanoate
arcalion
BISIBUTIAMINE
SULBUTIAMINE
diisobutyrate(ester)
o,o’-diisobutyrylthiaminedisulfide
o-isobutyroylthiaminedisulfide
Bisibuthiamine
[4-[(4-Amino-2-methylpyrimidin-5-yl)methylformylamino]-3-[2-[(4-amino-2-methylpyrimidin-5-yl)methylformylamino]-5-(2-methylpropanoyloxy)pent-2-en-3-yl]disulfanylpent-3-enyl] 2-methylpropanoate
SULBUTIAMINE(ARCALION,BISIBUTIAMINE)
3,3'-Dithiobis[4-[N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-formylamino]-3-penten-1-ol] bis(2-methylpropionate)
Bis(2-methylpropionic acid)[dithiobis[3-[1-[[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino]ethylidene]-3,1-propanediyl]] ester
O-Isobutyrylthiamine disulfide
Thiamine disulfide O,O-diisobutyrate
[EINECS(EC#)]

221-937-3
[Molecular Formula]

C32H46N8O6S2
[MDL Number]

MFCD01726427
[Molecular Weight]

702.89
[MOL File]

3286-46-2.mol
Chemical PropertiesBack Directory
[Melting point ]

140.5-141.5 °C
[Boiling point ]

892.5±65.0 °C(Predicted)
[density ]

1.1323 (rough estimate)
[refractive index ]

1.7400 (estimate)
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

5.82±0.10(Predicted)
[color ]

White to Off-White
[Merck ]

14,9297
[Stability:]

Hygroscopic
[InChIKey]

CKHJPWQVLKHBIH-UHFFFAOYSA-N
[SMILES]

C(CCOC(=O)C(C)C)(SSC(CCOC(=O)C(C)C)=C(C)N(C=O)CC1=CN=C(C)N=C1N)=C(C)N(C=O)CC1=CN=C(C)N=C1N
[CAS DataBase Reference]

3286-46-2(CAS DataBase Reference)
Safety DataBack Directory
[RTECS ]

LQ2721000
[HS Code ]

2933.59.9500
Hazard InformationBack Directory
[Description]

Sulbutiamine is a vitamin B1 derivative developed by the French Servier Pharmaceuticals. The product is described in Special Drug Patent 5921M as a formulation with vitamin B1 activity, which is able to increase the blood level of vitamin B1 and has a therapeutic effect on all vitamin B1 deficiencies.
Sulbutiamine is a synthetic compound, which consists of two thiamine molecules bound together by a sulfur group. Due to the fact that sulbutiamine is a dimer of two thiamine molecules, it is a lipophilic drug that crosses the blood-brain barrier more quickly than thiamine(Farid and Abdelwahab,2016).Thus, sulbutiamine has neurotropic action and can increases the levels of thiamine and thiamine phosphate esters in the brain (Sevim et al.,2017).
[Chemical Properties]

White Solid
[Uses]

Sulbutiamine (isobutyryl thiamine disulfide) is a lipophilic derivative of thiamine used for the treatment of asthenia and other related pathological conditions. Sulbutiamine is available over-the-cou nter in several countries as a component of nutritional supplements.
[benefits]

Sulbutiamine belongs to the class of medicines called an artificial vitamin. It contains Sulbutiamine, which is similar to vitamin B1 (thiamine). It is used for the symptomatic treatment of asthenia. SULBUTIAMINE works by increasing the thiamine levels in the brain. It is thought to have mild stimulant effects. Thereby it improves memory and reduces feelings of weakness. It may also be used in combination with other medicines to improve everyday activities in Alzheimer's disease.
[General Description]

Sulbutiamine is a synthetic derivative of thiamine (vitamin B1) under the market name Arcalion that is composed of two modified thiamine molecules to form a dimer. It is highly lipophilic, allowing it to cross the blood-brain barrier more easily than other thiamine derivatives. Although its clinical efficacy is not yet defined, sulbutiamine is used to treat asthenia. While its other uses include improvement of erectile dysfunction and reduction of psycho-behavioural inhibition, sulbutiamine showed evidence of modulatory effect on dopaminergic and glutamatergic cortical transmissions. The chronic administration of the drug has demonstrated to improve long term memory formation in mice.
[Side effects]

Sulbutiamine is very well tolerated at normal doses, with the only reported side effects at normal doses being mild headaches, nausea, and a decline in mood. At very high doses, mild agitation and skin irritation is sometimes reported. For this reason it is not recommended to exceed a dose of 4 capsules per day. Please consult with your physician before taking Sulbutiamine.?
[Safety]

Sulbutiamine is a very safe drug, but its effects vary widely depending on the individual. Some people consider it too stimulating yet others find its effects sedative. Despite possible stimulation sulbutiamine is not thought to cause insomnia. Depression and anxiety have been reported occasionally. Large doses can cause headaches. No drug interactions or contraindications are known, but it has been suggested that people with bipolar disorder should not use sulbutiamine.
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