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Thiamine disulfide

Product Name
Thiamine disulfide
CAS No.
67-16-3
Chemical Name
Thiamine disulfide
Synonyms
TDS;SSB1;Daiomin;Apren S;Daisazin;Neolamin;Alitia S;FeidMin 5;BISTHIAMINE;Algoneurina
CBNumber
CB9722783
Molecular Formula
C24H34N8O4S2
Formula Weight
562.71
MOL File
67-16-3.mol
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Thiamine disulfide Property

Melting point:
177° with intense yellow coloration
Boiling point:
886.1±65.0 °C(Predicted)
Density 
1.1966 (rough estimate)
refractive index 
1.7400 (estimate)
storage temp. 
Refrigerator
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
14.10±0.10(Predicted)
form 
Solid
color 
White
Merck 
14,9297
CAS DataBase Reference
67-16-3(CAS DataBase Reference)
EPA Substance Registry System
Formamide, N,N'-[dithiobis[2-(2-hydroxyethyl)-1-methyl-2,1-ethenediyl]]bis[N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]- (67-16-3)
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Safety

RTECS 
LQ2715000
HS Code 
2936.22.0000
Toxicity
LD50 intravenous in mouse: 500mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
T0176
Product name
Thiamine Disulfide Hydrate
Purity
>98.0%(T)
Packaging
25g
Price
$146
Updated
2024/03/01
TRC
Product number
T344278
Product name
ThiamineDisulfide
Packaging
2.5g
Price
$75
Updated
2021/12/16
AK Scientific
Product number
J50009
Product name
Thiaminedisulfide
Packaging
25g
Price
$120
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0004386
Product name
THIAMINE DISULFIDE
Purity
95.00%
Packaging
25G
Price
$210.11
Updated
2021/12/16
AK Scientific
Product number
P052
Product name
Thiaminedisulfide
Packaging
100g
Price
$481
Updated
2021/12/16
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Thiamine disulfide Chemical Properties,Usage,Production

Chemical Properties

White Solid

Originator

Arcalion,Servier,France,1974

Uses

Thiamine is a essential nutrient required for carbohydrate metabolism; also involved in nerve function. Biosynthesized by microorganisms and plants. Dietary sources include whole grains, meat products , vegetables, milk, legumes and fruit. Also present in rice husks and yeast. Converted in vivo to Thiamine diphosphate, a coenzyme in the decarboxylation of α-keto acids. Chronic deficiency may lead t o neurological impairment, bariberi, Wernicke-Korsakoff syndrome.

Uses

Thiamine disulfide is an antioxidant, inhibiting lipid peroxidation in rat liver microsomes and free radical oxidation of oleic acid in vitro. Thiamine disulfide has been explored as a potent inhibitor of HIV-1.

Definition

ChEBI: Thiamine disulfide is an aminopyrimidine, a homoallylic alcohol, a member of formamides and an organic disulfide.

Manufacturing Process

20 parts by weight of thiamin are dissolved in 25 parts of water, a cold solution of 5 parts by weight of caustic soda in 25 parts of water added and the mixture oxidized with a solution of 2.4 parts by weight of caustic soda and 20 parts by weight of potassium ferric cyanide in 80 parts of water while stirring in the cold. The liquid is then evaporated to dryness and the resulting oxidation product extracted with warm butyl alcohol.
The butyl-alcoholic solution is evaporated in vacuo and the residue dissolved with gentle heating in 25 parts by volume of methyl alcohol. 100 parts by volume of acetone are added, the solution filtered and further quantities of acetone added, whereupon crystallization sets in. Yield: 12.2 parts by weight of the pure product, having the melting point 177° to 179°C.

Therapeutic Function

Enzyme cofactor vitamin

Biological Activity

Thiamine Disulfide can be reduced by glutathione and thioredoxin (Trx) systems. In Caco-2 cells, thiamine disulfide derivatives did not alter the total thiol content, but it was significantly reduced by simultaneous inhibition of TrxR. When oxidative stress was induced by tert-butyl hydroperoxide, thiamine disulfide exerted a protective effect, indicating that the thiol form generated by disulfide reduction may be the active species. In addition, thiamine disulfide was shown to increase the nuclear levels of the transcription factor nuclear factor erythroid 2-related factor 2, and stimulate the expression and activity of NAD(P)H quinone dehydrogenase 1 and TrxR. However, other enzymes of the glutathione and Trx systems were barely affected[1].

References

[1] FOLDA A, SCALCON V, TONOLO F, et al. Thiamine disulfide derivatives in thiol redox regulation: Role of thioredoxin and glutathione systems[J]. BioFactors, 2024, 3 1. DOI:10.1002/biof.2121.

Thiamine disulfide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Thiamine disulfide manufacturers

Career Henan Chemical Co
Product
Thiamine disulfide 67-16-3
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100kg
Release date
2019-05-23

67-16-3, Thiamine disulfideRelated Search:


  • 4-amino-2-methyl-5-pyrimidinyl)methyl]-
  • formamide,n,n’-[dithiobis[2-(2-hydroxyethyl)-1-methyl-2,1-ethenediyl]]bis[n-[(
  • ANEURINE DISULFIDE
  • THIAMINE DISULFIDE
  • BISTHIAMINE
  • n,n'-(dithiobis(2-(2-hydroxyethyl)-1-methyl-2,1-ethenediyl))bis(n-((4-amino-2-methyl-5-pyrimidinyl)methyl)formamide
  • TDS
  • N,N'-[dithiobis[2-(2-hydroxyethyl)-1-methylvinylene]]bis[N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]formamide
  • THIAMINE DISULFIDE(TDS)
  • Vitamin B1 disulfide (Thiamine disulfide)
  • Aneurin disulfide
  • Daiomin
  • Daisazin
  • Neolamin
  • N,N'-Dithiobis[4-hydroxy-1-methyl-1-butene-2,1-diyl]bis[N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]formamide]
  • Algoneurina
  • Einecs 200-644-4
  • N,N'-(Dithiobis(2-(2-hydroxyethyl)-1-methylvinylene))bis(N-((4-amino-2-methyl-5-pyrimidinyl)methyl)formamide)
  • 2,1-ethenediyl))bis(N-((4-amino-2-methyl-5-pyrimidinyl)methyl)formamide
  • Alitia S
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  • FeidMin 5
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  • ThiaMidin F
  • ThiaMin Disulfide
  • ThiaMine Disulfide&nbsp
  • Formamide, N,N-dithiobis2-(2-hydroxyethyl)-1-methyl-2,1-ethenediylbisN-(4-amino-2-methyl-5-pyrimidinyl)methyl-
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  • N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(E)-3-[[(E)-2-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-5-hydroxypent-2-en-3-yl]disulfanyl]-5-hydroxypent-2-en-2-yl]formamide
  • Thiamine Impurity 12(Thiamine Disulfide)
  • N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-[(E)-3-[[(E)-2-[(4-amino-2-methyl-5-pyrimidinyl)methyl-formylamino]-5-hydroxypent-2-en-3-yl]disulfanyl]-5-hydroxypent-2-en-2-yl]formamide
  • Thiamine Disulfide Hydrate&gt
  • N,N'-(disulfanediylbis(5-hydroxypent-2-ene-3,2-diyl))bis(N-((4-amino-2-methylpyrimidin-5-yl)methyl)formamide)
  • N-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-N-[3-[[2-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-5-hydroxypent-2-en-3-yl]disulfanyl]-5-hydroxypent-2-en-2-yl]formamide
  • Vitamin B1 Impurity 10
  • 67-16-3
  • C24H34N8O4S2
  • C24H34N8O4S2xH2O
  • C24H34N8O4S2H2O
  • Vitamins and derivatives
  • Biochemistry
  • Vitamin Derivatives
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