Methylthioacetic acid

Urinary metabolites are S-methylthioacetic acid sulfoxide, V-acetyl-.S -methyl-L-cysteine and /-(methylthioacetyl)glycine, which are metabolites of Y-methyl-i-cysteine and 5-methylglutathione. These last two compounds were found after incubation of methyl chloride with rodent liver, kidney and brain homogenates. The methyl group of methyl chloride is metabolized via -methyl-L-cysteine to formate which is found in urine and blood of rats, whereas formaldehyde is found in rat liver microsomes and blood of mice and rabbits (lARC, 1986). 

Data from several experiments with rats suggest that absorbed methyl iodide is excreted mainly in bile. Approximately 25% of an oral dose of 50 mg/kg bw was excreted in bile as 5-methylglutathione, while 2% of the same subcutaneous dose was recovered from urine and 1% of a 76 mg/kg bw oral dose was present, unchanged, in expired air within 30 min. The urinary metabolites detected in rats after subcutaneous injection, presumed to originate from. S -inethylglutathione, were. S -mcthylcysteine, A-acetyl-.S-methylcysteine, 5-methylthioacetic acid and jV-(methylthioacetyl)glycine (IARC, 1986). 

Methylthiopropionic acida) 2-Methylthioacetic acid ethylestera) Dimethylsulfonea) Methylphenylsulfonea) Chloromethylphenylsulfone a) Benzthiazol b)... 

In addition methylthio substituted carboxylic acids are still unnoticed riverine contaminants. Methylthioacetic acid ethylester is a known volatile constituent of melones, passion fruits, further tropical fruits as well as wine (e.g. Wong and Ong, 1993, Beaulieu and Grimm 2001, Jordan et al. 2002, Moreira et al. 2002). Therefore its application as flavour constituent in fragrances seemed to be possible. Further technical usage also of methylthio acetic and propionic acids are unknown. On the contrary methylthiobenzothiazol and its metabolite benzothiazole are well known riverine contaminants as the result of their usage as biocorrosion inhibitors,... 

ALDEHYDES Bis(4-methylpiperazinyl)aluminum hydride. Di(r) -cyclopentadienyl)-(chloro)hydridozitconium(IV). Dihalobis(triphenylphosphine)paIIadium(H). 7,8-Dimethyl-l,5-dihydro-2,4-benzodithiepin. Grignard reagents. Lithium bis(ethylene-dioxyboryOmethide. 3-Methyl-I-phenyl-2-phospholene. 2-Methyl-2-thiazoline. Methylthioacetic acid. 3-Methylthio-l,4-diphenyl-s-triazium iodide. Sodium meth-oxide. Methylthiomethyl N,N-dimethyldithiocarbamate. Sodium tetracarbonylferrate(II). Tetra-n-butylammonium borohydride. Triethylallyloxysilane. N,4,4-Trimethyl-2-oxazolinium iodide. 

KETONES f-Butyl a-lithioisobutyrate. Benzoin. Chlorocarbonylbis(triphenylphosphine)-rhodium(I). m-Chloroperbenzoic acid. Chromic acid. Dimethylcopperlithium. Diphenyl disulfide. Formaldehyde diphenyl thioacetal. Methylthioacetic acid. Sodium cyanide. Tetrakis triphenylphosphine)palladium(0). Trimethylchlorosilane. Triphenyl-methyl isocyanide. Trimethylsilyl cyanide. 

Thiodiacids (124), inclnding diphenylmethane-4,4 -bis(methylthioacetic acid) (124a), diphenylmethane-4,4 -bis(methylthiopropionic acid) (124b),... 

Trost, B. M. Tamaru, Y. "2-Methylthioacetic Acid and Diethyl Mabnate as Acyl Anion Equivalents. Synthesis of Juvabione" Tetrahedron Lett. 1975, 3797-3800... 

Trost has published additional applications of a-lithiocyclopropyl phenyl sulphide, including an approach to spiro-sesquiterpenes, involving geminal alkylation, which utilizes a process that is formally the reversal of dithian-carbonyl addition(also see related studies by Marshall Synthetic applications of the highly nucleophilic methoxy-phenylthio-methyl-lithium PhSCH(Li)OMe and of the acyl anion equivalent methylthioacetic acid dianion RSCHCLOCOgLi (R = Me or Ph ) have also been described, as have synthetic procedures based on anions of a-alkylthio- or a-phenylthio-ketones and methylthiomethyl dithiocarbamates. ... 

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