CAS 3286-46-2|Sulbutiamine

Introduction:Basic information about CAS 3286-46-2|Sulbutiamine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSulbutiamine
CAS Number3286-46-2Molecular Weight702.89
Density1.3±0.1 g/cm3Boiling Point726.0±60.0 °C at 760 mmHg
Molecular FormulaC32H46N8O6S2Melting Point140.5-141.5 °C
MSDS/Flash Point392.9±32.9 °C

Names

NameSulbutiamine
SynonymMore Synonyms

Sulbutiamine BiologicalActivity

DescriptionSulbutiamine is a highly lipid soluble synthetic analogue of vitamin B1, used for the treatment of asthenia.
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Neurological Disease
In VitroSulbutiamine shows neuroprotective effects on hippocampal CA1 pyramidal neurons subjected to oxygen-glucose deprivation. Sulbutiamine enhances electrophysiological properties such as excitatory synaptic transmissions and intrinsic neuronal membrane input resistance in a concentration-dependent manner[1]. Sulbutiamine attenuates apoptotic cell death induced by serum deprivation and stimulates GSH and GST activity in a dose dependent manner. Furthermore, sulbutiamine decreases the expression of cleaved caspase-3 and AIF[2].
References

[1]. Kwag J, et al. Evidence for neuroprotective effect of sulbutiamine against oxygen-glucose deprivation in rat hippocampal CA1 pyramidal neurons. Biol Pharm Bull. 2011;34(11):1759-64.

[2]. Kang KD, et al. Sulbutiamine counteracts trophic factor deprivation induced apoptotic cell death in transformed retinal ganglion cells. Neurochem Res. 2010 Nov;35(11):1828-39.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point726.0±60.0 °C at 760 mmHg
Melting Point140.5-141.5 °C
Molecular FormulaC32H46N8O6S2
Molecular Weight702.89
Flash Point392.9±32.9 °C
PSA247.42000
LogP7.51
Vapour Pressure0.0±2.4 mmHg at 25°C
Index of Refraction1.702
InChIKeyCKHJPWQVLKHBIH-UHFFFAOYSA-N
SMILESCC(=C(CCOC(=O)C(C)C)SSC(CCOC(=O)C(C)C)=C(C)N(C=O)Cc1cnc(C)nc1N)N(C=O)Cc1cnc(C)nc1N

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LQ2721000
CHEMICAL NAME :
Formamide, N,N'-(dithiobis(2-(2-hydroxyethyl)-1-methylvinylene)) bis(N-((4-amino-2-met hyl-5- pyrimidinyl)methyl)-, diisobutyrate (ester)
CAS REGISTRY NUMBER :
3286-46-2
BEILSTEIN REFERENCE NO. :
0741531
LAST UPDATED :
199712
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C32-H46-N8-O6-S2
MOLECULAR WEIGHT :
702.98
WISWESSER LINE NOTATION :
T6N CNJ B1 DZ E1NVHY1&UY2OVY1&1&SSY2OVY1&1&UY1&NVH1- ET6N CNJ B1 DZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,606,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
660 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,606,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
850 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,606,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
110 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,606,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,606,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,606,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,606,1982

Safety Information

Hazard CodesXi

Synonyms

MFCD01726427
2,2-dimethyl-6-[(E)-{4-[(E)-phenyldiazenyl]naphthalen-1-yl}diazenyl]-2,3-dihydro-1H-perimidine
Arcalion
Vitaverin
bisibutiamine
Fat Black HB
O-Isobutyroylthiamine disulfide
2,2-Dimethyl-6-[(E)-{4-[(E)-phenyldiazenyl]-1-naphthyl}diazenyl]-2,3-dihydro-1H-perimidine
Disulfanediylbis(2Z)-2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}pent-2-en-3,5-diylbis(2-methylpropanoat)
SOLVENT BLACK 3
Vitaberin
O,O'-Diisobutyrylthiamine disulfide
Propanoic acid, 2-methyl-, dithiobis(3Z)-3-[1-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]ethylidene]-3,1-propanediyl ester
1H-Perimidine, 2,3-dihydro-2,2-dimethyl-6-[(E)-2-[4-[(E)-2-phenyldiazenyl]-1-naphthalenyl]diazenyl]-
EINECS 221-937-3
Thiamine disulfide O,O-diisobutyrate
2,3-dihydro-2,2-dimethyl-6-[[4-(phenylazo)-1-naphthyl]azo]perimidine
Ceres Black BN
Disulfanediylbis(2Z)-2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}pent-2-ene-3,5-diyl bis(2-methylpropanoate)
Sulbutiamine
Disulfanediylbis(2Z)-2-{[(4-amino-2-methyl-5-pyrimidinyl)methyl](formyl)amino}-2-pentene-3,5-diyl bis(2-methylpropanoate)
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