Chemische Berichte published new progress about 6950-53-4. 6950-53-4 belongs to catalysis-chemistry, auxiliary class Salt,sulfides,Amine,Aliphatic hydrocarbon chain, name is 2-(Methylthio)ethanamine hydrochloride, and the molecular formula is C10H12F6N4O6PdS2, Recommanded Product: 2-(Methylthio)ethanamine hydrochloride.
Wieland, Theodor published the artcileAntagonists of the Lactobacillus bulgaricus factor and of pantothenic acid, Recommanded Product: 2-(Methylthio)ethanamine hydrochloride, the publication is Chemische Berichte (1952), 1035-42, database is CAplus.
According to the present concept of the mechanism of the action of pantothenic acid (I) in the living cell, I is incorporated into the coenzyme A (II) and is present there as the thioethanolamide (III), the SH group of which acts as acyl transcarrier in biol. acylation of amines and alcs. Certain lactic acid bacteria, e.g., Lactobacillus helveticus V 80 (IV), show a faster growth with a scission product of II, the so-called Lactobacillus bulgaricus factor (LBF), than with I, especially at the beginning. From this it may be concluded that during the II synthesis in these micro?rganisms I is converted into pantetheine (V) which is then, as a whole, built into II. To test this theory, derivatives of III are synthesized, differing only slightly from III but in such a way that the synthesis of II can be stopped by the competition with V. Adding CH2.CH2.NH to MeSH in 20 cc. EtOH at -15¡ã and keeping the mixture overnight at 20¡ã give MeSCH2CH2-NH2 (VI), b760 146-8¡ã (HCl salt m. 120¡ã); EtSCH2CH2NH2 b760 163¡ã (HCl salt m. 147¡ã). Keeping 1.2 g. absolute dry Na D-pantothenate (VII) in 5 cc. anhydrous HCONMe2 and 0.5 g. ClCO2Et several hrs. at 0¡ã, adding 0.46 g. VI, keeping the mixture several hrs., evaporating the filtered solution in vacuo, and purifying the residue in BuOH by the countercurrent extraction (CCE) method give 40% S-methylpantetheine (VIII), very viscous pale yellow oil; S-Et homolog (IX) and S-Ph analog (X) have similar properties. Adding 1.5 cc. liquid NH3 at -60¡ã to the filtered reaction mixture of 2.4 g. VII, 1 g. ClCO2Et, and 15 cc. HCONMe2, evaporating the NH3 and the solvent, finally at 40¡ã in vacuo, and purifying the residue by CCE in BuOH and H2O give 40% D-pantothenamide (XI), oil, very soluble in H2O and BuOH, slightly soluble in C6H6 and ether. Saturating 5 g. HOCH2CMe2CH(OH)CN in 50 cc. ether with dry HCl and keeping the mixture overnight give almost 100% [O.CH2.CMe2.CH(OH).C:NH2]+Cl– which failed to give XI on treatment with CH2:CHCONH2. At low concentrations VIII-X possess little growth activity with IV which, at higher concentrations, is annulled by LBF, V, and I. Whereas with VIII and IX this stoppage is overcome after a few days, with X it is stable because of a true competitive process whereby 30-70 mols. inhibitor per 1 mol. growth-promoting substance (XII) stops the growth by 50%. XI possesses no inhibitory action and can, at a higher concentration, completely substitute for XII. The results of the microbiol. tests are given in several curves.
Chemische Berichte published new progress about 6950-53-4. 6950-53-4 belongs to catalysis-chemistry, auxiliary class Salt,sulfides,Amine,Aliphatic hydrocarbon chain, name is 2-(Methylthio)ethanamine hydrochloride, and the molecular formula is C10H12F6N4O6PdS2, Recommanded Product: 2-(Methylthio)ethanamine hydrochloride.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia