S-Methyl-N,N-diethylthiocarbamate Sulfone

Base Information

• Chemical Name: S-Methyl-N,N-diethylthiocarbamate Sulfone
• CAS No.: 155514-79-7
• Molecular Formula: C6H13NO3S
• Molecular Weight: 179.24
• DSSTox Substance ID: DTXSID10393576
• Nikkaji Number: J580.437J
• Wikidata: Q82192379
• Mol file: 155514-79-7.mol

Synonyms:S-Methyl-N,N-diethylthiocarbamate Sulfone;155514-79-7;N,N-diethyl-1-methylsulfonylformamide;MEDTC;N,N-diethyl-1-(methylsulfonyl)methanamide;Formamide, N,N-diethyl-1-(methylsulfonyl)- (9CI);N,N-diethyl-1-methylsulfonyl-formamide;starbld0006179;SCHEMBL5328563;Methyl(diethylcarbamoyl) sulfone;DTXSID10393576;AKOS006273160;HY-115757;CS-0255409;FT-0671682;N,N-DIETHYL-1-METHANESULFONYLFORMAMIDE;F75383;J-009202

Chemical Property of S-Methyl-N,N-diethylthiocarbamate Sulfone

Chemical Property:

• Boiling Point: 259.3±23.0 °C(Predicted)
• PKA: -2.21±0.70(Predicted)
• PSA: 62.83000
• Density: 1.171±0.06 g/cm3(Predicted)
• LogP: 1.57360
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.06161445
• Heavy Atom Count: 11
• Complexity: 223

Purity/Quality:

97% ^*data from raw suppliers

S-Methyl-N,N-diethylthiocarbamate Sulfone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)S(=O)(=O)C
• Uses: S-Methyl-N,N-diethylthiocarbamate Sulfone is a dioxygenated metabolite of Disulfiram (Antabuse) capable of in vitro inactivation of liver mitochondrial aldehyde dehydrogenase (EC 1.2.1.3, ALDH) with higher reactivity than the monooxygenated sulfoxide. A dioxygenated metabolite of Disulfiram (Antabuse) capable of in vitro inactivation of liver mitochondrial aldehyde dehydrogenase (EC 1.2.1.3, ALDH) with higher reactivity than the monooxygenated sulfoxide.This compound is suitable for aldehyde dehydrogenase (ALDH) related research.

Technology Process of S-Methyl-N,N-diethylthiocarbamate Sulfone

There total 3 articles about S-Methyl-N,N-diethylthiocarbamate Sulfone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

S-Methyl N,N-diethylthiocarbamate (37174-63-3) → S-methyl N,N-diethylthiolcarbamate sulfone (155514-79-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 0 ℃;

DOI:10.1016/0006-2952(94)00504-F

Reference yield: 5.0%

S-Methyl N,N-diethylthiocarbamate (37174-63-3) → S-Methyl-N,N-diethylthiocarbamoyl sulfoxide (140703-15-7) + S-methyl N,N-diethylthiolcarbamate sulfone (155514-79-7)

Guidance literature:

With sodium periodate;

DOI:10.1016/0006-2952(94)00504-F

Reference yield:

S-Methyl-N,N-diethylthiocarbamoyl sulfoxide (140703-15-7) → S-methyl N,N-diethylthiolcarbamate sulfone (155514-79-7)

Guidance literature:

With dihydrogen peroxide; horse radish peroxidase; In phosphate buffer; at 37 ℃; for 0.5h; pH=7.0; Further Variations:; reaction time; Product distribution;

DOI:10.1016/S0006-2952(97)00513-3

upstream raw materials:

S-Methyl N,N-diethylthiocarbamate

S-Methyl-N,N-diethylthiocarbamoyl sulfoxide

Downstream raw materials:

S-(N,N-diethylcarbamoyl)glutathione

Refernces

• 1、 Ningaraj, Nagendra S.,Schloss, John V.,Williams, Todd D.,Faiman, Morris D.. "Glutathione carbamoylation with S-methyl N,N-diethylthiolcarbamate sulfoxide and sulfone: Mitochondrial low K(m) aldehyde dehydrogenase inhibition and implications for its alcohol-deterrent action". . p. 749 - 756. Retrieved 1998.