S-Methyl-N,N-diethylthiocarbamate Sulfoxide (CAS 140703-15-7)
See product citations (3)
QUICK LINKS
S-Methyl-N,N-diethylthiocarbamate Sulfoxide is an oxygenated metabolite of Disulfiram (Antabuse). S-Methyl-N,N-diethylthiocarbamate Sulfoxide is capable of in vitro inactivation of liver mitochondrial aldehyde dehydrogenase. DESMFS, short for S-Methyl-N,N-diethylthiocarbamate Sulfoxide, is a heterocyclic amide rich in sulfur content, widely utilized in the creation of diverse organic compounds. Beyond its role in organic synthesis, it serves as a fundamental building block for the production of agrochemicals and various industrial compounds. This versatile compound finds extensive utility across the realms of medicine, agriculture, and industry. In the realm of organic synthesis, N,N-diethyl-1-methylsulfinylformamide acts as an active participant, engaging as a nucleophile in the chemical reactions. This nucleophilic character is most evident when it encounters the electrophilic carbon atoms within the reactants. The underlying mechanism of this interaction follows a nucleophilic substitution pathway, where the sulfur atom within N,N-diethyl-1-methylsulfinylformamide takes on the role of a nucleophilic agent, initiating an attack on the electrophilic carbon atoms found within the reactants.
S-Methyl-N,N-diethylthiocarbamate Sulfoxide (CAS 140703-15-7) References
- Sister-chromatid exchanges induced by disulfiram in bone marrow and spermatogonial cells of mice treated in vivo. | Madrigal-Bujaidar, E., et al. 1999. Food Chem Toxicol. 37: 757-63. PMID: 10496378
- Disulfiram generates a stable N,N-diethylcarbamoyl adduct on Cys-125 of rat hemoglobin beta-chains in vivo. | Erve, JC., et al. 2000. Chem Res Toxicol. 13: 237-44. PMID: 10775322
- Disulfiram produces a non-carbon disulfide-dependent schwannopathy in the rat. | Tonkin, EG., et al. 2000. J Neuropathol Exp Neurol. 59: 786-97. PMID: 11005259
- Metabolism of a disulfiram metabolite, S-methyl N,N-diethyldithiocarbamate, by flavin monooxygenase in human renal microsomes. | Pike, MG., et al. 2001. Drug Metab Dispos. 29: 127-32. PMID: 11159801
- S-methyl-N,N-diethylthiocarbamate sulfoxide elicits neuroprotective effect against N-methyl-D-aspartate receptor-mediated neurotoxicity. | Ningaraj, NS., et al. 2001. J Biomed Sci. 8: 104-13. PMID: 11173983
- Identification of a S-hexahydro-1H-azepine-1-carbonyl adduct produced by molinate on rat hemoglobin beta(2) and beta(3) chains in vivo. | Zimmerman, LJ., et al. 2002. Chem Res Toxicol. 15: 209-17. PMID: 11849047
- Disulfiram metabolites permanently inactivate the human multidrug resistance P-glycoprotein. | Loo, TW., et al. 2004. Mol Pharm. 1: 426-33. PMID: 16028354
- LC-MS/MS method for the determination of carbamathione in human plasma. | Heemskerk, AA., et al. 2011. J Pharm Biomed Anal. 54: 799-806. PMID: 21145687
- Ascorbate and thiol antioxidants abolish sensitivity of yeast Saccharomyces cerevisiae to disulfiram. | Kwolek-Mirek, M., et al. 2012. Cell Biol Toxicol. 28: 1-9. PMID: 21866320
- Mode of action of S-methyl-N, N-diethylthiocarbamate sulfoxide (DETC-MeSO) as a novel therapy for stroke in a rat model. | Mohammad-Gharibani, P., et al. 2014. Mol Neurobiol. 50: 655-72. PMID: 24573692
- Radiosynthesis of [thiocarbonyl-11C]disulfiram and its first PET study in mice. | Ishii, H., et al. 2020. Bioorg Med Chem Lett. 30: 126998. PMID: 32014383
- Inhibition of rat brain and human red cell acetylcholinesterase by thiocarbamate herbicides. | Lock, EA. 2020. Toxicol Res (Camb). 9: 591-600. PMID: 33178419
- S-methyl N,N-diethylthiocarbamate sulfone, a potential metabolite of disulfiram and potent inhibitor of low Km mitochondrial aldehyde dehydrogenase. | Mays, DC., et al. 1995. Biochem Pharmacol. 49: 693-700. PMID: 7887984
- S-methyl-N,N-diethylthiocarbamate sulfoxide and S-methyl-N,N-diethylthiocarbamate sulfone, two candidates for the active metabolite of disulfiram. | Mays, DC., et al. 1996. Alcohol Clin Exp Res. 20: 595-600. PMID: 8727261
- Inhibition of recombinant human mitochondrial aldehyde dehydrogenase by two intermediate metabolites of disulfiram. | Mays, DC., et al. 1998. Biochem Pharmacol. 55: 1099-103. PMID: 9605433
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
S-Methyl-N,N-diethylthiocarbamate Sulfoxide, 5 mg | sc-208329 | 5 mg | $400.00 | |||
S-Methyl-N,N-diethylthiocarbamate Sulfoxide, 10 mg | sc-208329A | 10 mg | $700.00 | |||
S-Methyl-N,N-diethylthiocarbamate Sulfoxide, 25 mg | sc-208329B | 25 mg | $1800.00 | |||
S-Methyl-N,N-diethylthiocarbamate Sulfoxide, 50 mg | sc-208329C | 50 mg | $3000.00 |