Thiamine disulfide

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CAS:67-16-3
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CAS:67-16-3
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Thiamine disulfide manufacturers

  • Thiamine disulfide
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  • $29.00 / 1mL
  • 2026-01-27
  • CAS:67-16-3
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  • Purity: 99.81%
  • Supply Ability: 10g
  • Thiamine disulfide
  • Thiamine disulfide pictures
  • $1.00 / 1KG
  • 2019-07-06
  • CAS:67-16-3
  • Min. Order: 1KG
  • Purity: 98%
  • Supply Ability: 100kg
Thiamine disulfide Basic information
Product Name:Thiamine disulfide
Synonyms: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
CAS:67-16-3
MF:C24H34N8O4S2
MW:562.71
EINECS:200-644-4
Product Categories:Vitamins and derivatives;Biochemistry;Vitamin Derivatives;Vitamins
Mol File:67-16-3.mol
Thiamine disulfide Structure
Thiamine disulfide Chemical Properties
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)
pka14.10±0.10(Predicted)
form Solid
color White
Merck 14,9297
Major Applicationpharmaceutical small molecule
InChIKeyGFEGEDUIIYDMOX-YHARCJFQSA-N
SMILESS(S\C(=C(\N(Cc2c(nc(nc2)C)N)C=O)/C)\CCO)\C(=C(\N(Cc1c(nc(nc1)C)N)C=O)/C)\CCO
CAS DataBase Reference67-16-3(CAS DataBase Reference)
EPA Substance Registry SystemFormamide, N,N'-[dithiobis[2-(2-hydroxyethyl)-1-methyl-2,1-ethenediyl]]bis[N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]- (67-16-3)
Safety Information
WGK Germany WGK 3
RTECS LQ2715000
TSCA TSCA listed
HS Code 2936.22.0000
Storage Class11 - Combustible Solids
ToxicityLD50 intravenous in mouse: 500mg/kg
Thiamine disulfide Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorArcalion,Servier,France,1974
UsesThiamine 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.
UsesThiamine 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.
DefinitionChEBI: Thiamine disulfide is an aminopyrimidine, a homoallylic alcohol, a member of formamides and an organic disulfide.
Manufacturing Process20 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 FunctionEnzyme cofactor vitamin
Biological ActivityThiamine 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 materialsThiamine hydrochloride-->potassium ferricyanide
Tag:Thiamine disulfide(67-16-3) Related Product Information
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