Details
Stereochemistry | ACHIRAL |
Molecular Formula | C2H6O2S |
Molecular Weight | 94.133 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CS(C)(=O)=O
InChI
InChIKey=HHVIBTZHLRERCL-UHFFFAOYSA-N
InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3
Molecular Formula | C2H6O2S |
Molecular Weight | 94.133 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DIMETHYL SULFONE is a compound that contains sulfur. It is a naturally occurring organosulfur compound utilized as a complementary and alternative medicine (CAM) under a variety of names including dimethyl sulfone, methyl sulfone, sulfonylbismethane, organic sulfur, or crystalline dimethyl sulfoxide. Its most common use is as anti-inflammatory agent. DIMETHYL SULFONE has been claimed to relieve stress, relieve pain, treat parasitic infections, increase energy, boost metabolism, enhance circulation, and improve wound healing, but there is little supporting scientific evidence. Due to its enhanced ability to penetrate membranes and permeate throughout the body, the full mechanistic function of MSM may involve a collection of cell types and is therefore difficult to elucidate. DIMETHYL SULFONE is recognized as safe by the FDA, but efficacy has yet to be proven. In rats, no adverse events were observed after daily doses of 2 g MSM per kg of body weight. Published clinical trials of DIMETHYL SULFONE did not report any serious side effects, but long-term effects are unknown.
Approval Year
PubMed
Title | Date | PubMed |
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PCB methyl sulphones in rat liver after exposure to PCB (Clophen A50): analysis and radiosynthesis of selected methylsulphonyl-PCBs. | 2001 Feb |
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Synthesis and biological evaluation of analogues of the antibiotic pantocin B. | 2001 Oct 17 |
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Accumulation of methylsulfonylmethane in the human brain: identification by multinuclear magnetic resonance spectroscopy. | 2001 Sep 15 |
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The contribution of 2,3,5-trichlorophenyl methyl sulfone, a metabolite of 1,2,4-trichlorobenzene, to the delta-aminolevulinic acid synthetase induction by 1,2,4-trichlorobenzene in rat liver. | 2002 Apr |
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By the way, doctor. Is MSM as good as it sounds? Can you tell me anything about the dietary supplement MSM? I've heard it's supposed to relieve arthritis pain. | 2002 Aug |
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Formation of methane sulfinic acid in the gas-phase OH-radical initiated oxidation of dimethyl sulfoxide. | 2002 Dec 1 |
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Quantitative nuclear magnetic resonance (QNMR) spectroscopy for assessing the purity of technical grade agrochemicals: 2,4-dichlorophenoxyacetic acid (2,4-D) and sodium 2,2-dichloropropionate (Dalapon sodium). | 2002 Jun 5 |
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In vitro antiestrogenic effects of aryl methyl sulfone metabolites of polychlorinated biphenyls and 2,2-bis(4-chlorophenyl)-1,1-dichloroethene on 17beta-estradiol-induced gene expression in several bioassay systems. | 2002 Oct |
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Influence of some technological parameters on the formation of dimethyl sulfide, 2-mercaptoethanol, methionol, and dimethyl sulfone in port wines. | 2003 Jan 29 |
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Characterization and identification of genes essential for dimethyl sulfide utilization in Pseudomonas putida strain DS1. | 2003 Jul |
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Difference-NMR techniques for selection of components on the basis of relaxation times. | 2003 May |
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Randomised, Double-Blind, Parallel, Placebo-Controlled Study of Oral Glucosamine, Methylsulfonylmethane and their Combination in Osteoarthritis. | 2004 |
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Molecular dynamics as studied by static-powder and magic-angle spinning 2H NMR. | 2004 Aug |
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In vitro structure-activity relationship and in vivo studies for a novel class of cyclooxygenase-2 inhibitors: 5-aryl-2,2-dialkyl-4-phenyl-3(2H)furanone derivatives. | 2004 Feb 12 |
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A reassessment of the nomenclature of polychlorinated biphenyl (PCB) metabolites. | 2004 Mar |
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Exploring QSAR with E-state index: selectivity requirements for COX-2 versus COX-1 binding of terphenyl methyl sulfones and sulfonamides. | 2004 Sep 20 |
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Single laboratory validation of a method for determination of glucosamine in raw materials and dietary supplements containing glucosamine sulfate and/or glucosamine hydrochloride by high-performance liquid chromatography with FMOC-Su derivatization. | 2004 Sep-Oct |
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Analysis of one-dimensional pure-exchange NMR experiments for studying dynamics with broad distributions of correlation times. | 2005 Apr 15 |
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Molecular detection and isolation from antarctica of methylotrophic bacteria able to grow with methylated sulfur compounds. | 2005 Aug |
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Dimethyl sulfone in human cerebrospinal fluid and blood plasma confirmed by one-dimensional (1)H and two-dimensional (1)H-(13)C NMR. | 2005 Aug |
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Chlorinated hydrocarbon contaminants and metabolites in polar bears (Ursus maritimus) from Alaska, Canada, East Greenland, and Svalbard: 1996-2002. | 2005 Dec 1 |
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Kinetics studies of aqueous phase reactions of Cl atoms and Cl2(-) radicals with organic sulfur compounds of atmospheric interest. | 2005 May 5 |
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Investigation of iminosulfuranes as novel transdermal penetration enhancers: enhancement activity and cytotoxicity. | 2005 Nov |
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Liquid chromatography-mass spectrometry using the hydrogen/deuterium exchange reaction as a tool for impurity identification in pharmaceutical process development. | 2005 Oct 25 |
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Osteoarthritis and nutrition. From nutraceuticals to functional foods: a systematic review of the scientific evidence. | 2006 |
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Enantioselective formation of methyl sulfone metabolites of 2,2',3,3',4,6'-hexachlorobiphenyl in rat. | 2006 Dec 15 |
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Synthesis and evaluation of radioiodinated cyclooxygenase-2 inhibitors as potential SPECT tracers for cyclooxygenase-2 expression. | 2006 Jan |
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Studies of the condensation of sulfones with ketones and aldehydes. | 2006 Jan 20 |
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Efficacy of methylsulfonylmethane (MSM) in osteoarthritis pain of the knee: a pilot clinical trial. | 2006 Mar |
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Methylsulfonylmethane (MSM) ingestion causes a significant resonance in proton magnetic resonance spectra of brain and cerebrospinal fluid. | 2006 Oct |
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Pharmacokinetics and distribution of [35S]methylsulfonylmethane following oral administration to rats. | 2007 Feb 7 |
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Comparative QSAR modeling of COX-2 inhibitor 1,2-diarylimidazoles using E-state and physicochemical parameters. | 2007 Jun |
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Oral developmental toxicity study of methylsulfonylmethane in rats. | 2007 Jun |
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Relationship between aryl hydrocarbon receptor-affinity and the induction of EROD activity by 2,3,7,8-tetrachlorinated phenothiazine and derivatives. | 2007 Oct 15 |
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Maternal and cord serum exposure to PCB and DDE methyl sulfone metabolites in eastern Slovakia. | 2007 Sep |
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Synthesis of 4-aminotropones from [(sulfinyl or sulfonyl)methyl]-substituted p-quinamines. | 2008 |
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Why are dimethyl sulfoxide and dimethyl sulfone such good solvents? | 2008 Aug |
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A natural mineral supplement provides relief from knee osteoarthritis symptoms: a randomized controlled pilot trial. | 2008 Feb 17 |
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Effect of a natural extract of chicken combs with a high content of hyaluronic acid (Hyal-Joint) on pain relief and quality of life in subjects with knee osteoarthritis: a pilot randomized double-blind placebo-controlled trial. | 2008 Jan 21 |
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A cohort study of in utero polychlorinated biphenyl (PCB) exposures in relation to secondary sex ratio. | 2008 Jul 15 |
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Yeast as a model system for identification of metabolic targets of a 'glucosamine complex' used as a therapeutic agent of osteoarthritis. | 2008 Nov |
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Systematic review of the nutritional supplements dimethyl sulfoxide (DMSO) and methylsulfonylmethane (MSM) in the treatment of osteoarthritis. | 2008 Nov |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:25:48 GMT 2023
by
admin
on
Fri Dec 15 15:25:48 GMT 2023
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Record UNII |
9H4PO4Z4FT
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Record Status |
Validated (UNII)
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Record Version |
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DSLD |
651 (Number of products:1171)
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NCI_THESAURUS |
C257
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2126 (Number of products:116)
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C84616
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229
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DTXSID4043937
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SUB16418MIG
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9349
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C025910
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23247
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9H4PO4Z4FT
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1437600
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9H4PO4Z4FT
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200-665-9
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METHYLSULFONYLMETHANE
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6213
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m4553
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100000091429
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63345
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67-71-0
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DB14090
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Related Record | Type | Details | ||
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PARENT -> METABOLITE |
Dimethyl sulfone is a normal oxidative metabolite product of dimethyl sulfoxide (DMSO) found in foods.
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Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |