Details
Stereochemistry | ACHIRAL |
Molecular Formula | C2H6O2S |
Molecular Weight | 94.134 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CS(=O)(=O)C
InChI
InChIKey=HHVIBTZHLRERCL-UHFFFAOYSA-N
InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3
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
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | ARTHRONSAN Approved UseUnknown Launch Date1.52254074E12 |
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Inactive ingredient | Meloxicam Approved UseMeloxicam is a non-steroidal anti-inflammatory drug indicated for:
Osteoarthritis (OA) ( 1.1)
Rheumatoid Arthritis (RA) Launch Date1.27776955E12 |
PubMed
Title | Date | PubMed |
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Oxidative degradation of dimethyl sulfoxide by Cryptococcus humicolus WU-2, a newly isolated yeast. | 2003 |
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Methylsulfonylmethane (MSM). Monograph. | 2003 Nov |
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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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Isolation of dimethyl sulfone-degrading microorganisms and application to odorless degradation of dimethyl sulfoxide. | 2004 |
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Environmental VOSCs--formation and degradation of dimethyl sulfide, methanethiol and related materials. | 2004 Apr |
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A prodrug approach to COX-2 inhibitors with methylsulfone. | 2004 Apr 5 |
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Fetal exposure to PCBs and their hydroxylated metabolites in a Dutch cohort. | 2004 Aug |
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Molecular detection and isolation of facultatively methylotrophic bacteria, including Methylobacterium podarium sp. nov., from the human foot microflora. | 2004 Aug |
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Molecular dynamics as studied by static-powder and magic-angle spinning 2H NMR. | 2004 Aug |
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Unexpected nanomolar inhibition of carbonic anhydrase by COX-2-selective celecoxib: new pharmacological opportunities due to related binding site recognition. | 2004 Jan 29 |
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A reassessment of the nomenclature of polychlorinated biphenyl (PCB) metabolites. | 2004 Mar |
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Hydroxylated and methyl sulfone PCB metabolites in adipose and whole blood of polar bear (Ursus maritimus) from East Greenland. | 2004 Sep 20 |
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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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Evidence of interaction between polychlorinated biphenyls and phthalates in relation to human sperm motility. | 2005 Apr |
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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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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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The sigma54-dependent transcriptional activator SfnR regulates the expression of the Pseudomonas putida sfnFG operon responsible for dimethyl sulphone utilization. | 2005 Feb |
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Isolation and properties of methanesulfonate-degrading Afipia felis from Antarctica and comparison with other strains of A. felis. | 2005 Jan |
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Influence of resonance on the acidity of sulfides, sulfoxides, sulfones, and their group 16 congeners. | 2005 Jun 9 |
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Catalytic ozonation of gaseous reduced sulfur compounds using wood fly ash. | 2005 Mar 15 |
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Investigation of iminosulfuranes as novel transdermal penetration enhancers: enhancement activity and cytotoxicity. | 2005 Nov |
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Impact of polychlorinated biphenyls contamination on estrogenic activity in human male serum. | 2005 Oct |
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"Cooking the sample": radiofrequency induced heating during solid-state NMR experiments. | 2005 Sep |
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Osteoarthritis and nutrition. From nutraceuticals to functional foods: a systematic review of the scientific evidence. | 2006 |
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Managing ichthyosis: a case study. | 2006 Apr |
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Synthesis and characterization of a new cutinase substrate, 4-nitrophenyl (16-methyl sulfone ester) hexadecanoate. | 2006 Feb 10 |
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Supplement may ease pain of knee osteoarthritis. | 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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Dual carbonic anhydrase--cyclooxygenase-2 inhibitors. | 2007 |
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Polychlorinated biphenyls and their hydroxylated metabolites (OH-PCBS) in pregnant women from eastern Slovakia. | 2007 Jan |
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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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Catalytic oxidation processes for removing dimethylsulfoxide from wastewater. | 2007 Jun |
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Oral developmental toxicity study of methylsulfonylmethane in rats. | 2007 Jun |
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Metalation of cyclic pseudopeptidic thiosulfinates with Ni(II) and Zn(II) after ring opening: a mechanistic investigation. | 2007 May 28 |
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The ptsP gene encoding the PTS family protein EI(Ntr) is essential for dimethyl sulfone utilization by Pseudomonas putida. | 2007 Oct |
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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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Transcriptional regulation of the sulfate-starvation-induced gene sfnA by a sigma54-dependent activator of Pseudomonas putida. | 2007 Sep |
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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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Photochemistry of iron in simulated crustal aerosols with dimethyl sulfide oxidation products. | 2008 Jan 1 |
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Dietary supplements for osteoarthritis. | 2008 Jan 15 |
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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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Combined effects of silymarin and methylsulfonylmethane in the management of rosacea: clinical and instrumental evaluation. | 2008 Mar |
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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 |
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DSLD |
651 (Number of products:1171)
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NCI_THESAURUS |
C257
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DSLD |
2126 (Number of products:116)
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C84616
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67-71-0
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SUB16418MIG
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C025910
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23247
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9H4PO4Z4FT
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200-665-9
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1437600
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METHYLSULFONYLMETHANE
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6213
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M4553
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67-71-0
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DB14090
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ACTIVE MOIETY
PARENT (METABOLITE)