Thiamine Disulfide
Title: Thiamine Disulfide
CAS Registry Number: 67-16-3
CAS Name: N,N¢-[Dithiobis[2-(2-hydroxyethyl)-1-methyl-2,1-ethenediyl]]bis[N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]formamide]
Additional Names: aneurin disulfide; vitamin B1 disulfide
Trademarks: Aktivin (Kobayashi); Neolamin (Nippon Kayaku)
Molecular Formula: C24H34N8O4S2
Molecular Weight: 562.71
Percent Composition: C 51.23%, H 6.09%, N 19.91%, O 11.37%, S 11.40%
Literature References: Isoln: Zima, Williams, Ber. 73, 941 (1940). Prepn: Warnat, US 2458453 (1949 to Hoffmann-La Roche); Matsukawa, Hirano, J. Pharm. Soc. Jpn. 73, 379 (1953); Hirano, Iwatsu, ibid. 73, 1115 (1953); Kawasaki, ibid. 76, 706 (1956). Bioavailability: N. Aoyagi et al., Chem. Pharm. Bull. 34, 281 (1986).
Properties: When anhydr, mp 177° with intense yellow coloration. Very sparingly sol in benzene, acetone, ether, ethanol; freely sol if the crystals contain solvated acetone or water. Soly in water at 37° (mg/ml): 37.7 (pH 1.2); 3.0 (pH 3); 1.33 (pH 5); 0.568 (pH 7.2).
Melting point: mp 177° with intense yellow coloration
 
Derivative Type: Hydrochloride
CAS Registry Number: 18642-10-9
Properties: Crystals from methanol + water, dec 231°.
 
Derivative Type: Phosphate
CAS Registry Number: 992-46-1
Additional Names: Thiamine monophosphate disulfide
Trademarks: Biotinin (Sankyo); Vitamogen (Tanabe)
Molecular Formula: C24H36N8O10P2S2
Molecular Weight: 722.67
Percent Composition: C 39.89%, H 5.02%, N 15.51%, O 22.14%, P 8.57%, S 8.87%
 
Derivative Type: O,O-Diisobutyrate
CAS Registry Number: 3286-46-2
Additional Names: O-Isobutyrylthiamine disulfide; bisibutiamine; sulbutiamine
Trademarks: Arcalion (Servier); Neodaian (Nichiiko); Vitaberin (Taisho)
Molecular Formula: C32H46N8O6S2
Molecular Weight: 702.89
Percent Composition: C 54.68%, H 6.60%, N 15.94%, O 13.66%, S 9.12%
 
Therap-Cat: Vitamin (enzyme cofactor).
Keywords: Enzyme Cofactor; Vitamin/Vitamin Source; Vitamin B1.

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