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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
Structure of DIMETHYL SULFONE

SMILES

CS(C)(=O)=O

InChI

InChIKey=HHVIBTZHLRERCL-UHFFFAOYSA-N
InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3

HIDE SMILES / InChI

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

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
ARTHRONSAN

Approved Use

Unknown

Launch Date

2018
Inactive ingredient
Meloxicam

Approved Use

Meloxicam is a non-steroidal anti-inflammatory drug indicated for: Osteoarthritis (OA) ( 1.1) Rheumatoid Arthritis (RA)

Launch Date

2010
PubMed

PubMed

TitleDatePubMed
PCB methyl sulphones in rat liver after exposure to PCB (Clophen A50): analysis and radiosynthesis of selected methylsulphonyl-PCBs.
2001 Feb
Synthesis and biological evaluation of analogues of the antibiotic pantocin B.
2001 Oct 17
Accumulation of methylsulfonylmethane in the human brain: identification by multinuclear magnetic resonance spectroscopy.
2001 Sep 15
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
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
Formation of methane sulfinic acid in the gas-phase OH-radical initiated oxidation of dimethyl sulfoxide.
2002 Dec 1
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
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
Influence of some technological parameters on the formation of dimethyl sulfide, 2-mercaptoethanol, methionol, and dimethyl sulfone in port wines.
2003 Jan 29
Characterization and identification of genes essential for dimethyl sulfide utilization in Pseudomonas putida strain DS1.
2003 Jul
Difference-NMR techniques for selection of components on the basis of relaxation times.
2003 May
Randomised, Double-Blind, Parallel, Placebo-Controlled Study of Oral Glucosamine, Methylsulfonylmethane and their Combination in Osteoarthritis.
2004
Molecular dynamics as studied by static-powder and magic-angle spinning 2H NMR.
2004 Aug
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
A reassessment of the nomenclature of polychlorinated biphenyl (PCB) metabolites.
2004 Mar
Exploring QSAR with E-state index: selectivity requirements for COX-2 versus COX-1 binding of terphenyl methyl sulfones and sulfonamides.
2004 Sep 20
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
Analysis of one-dimensional pure-exchange NMR experiments for studying dynamics with broad distributions of correlation times.
2005 Apr 15
Molecular detection and isolation from antarctica of methylotrophic bacteria able to grow with methylated sulfur compounds.
2005 Aug
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
Chlorinated hydrocarbon contaminants and metabolites in polar bears (Ursus maritimus) from Alaska, Canada, East Greenland, and Svalbard: 1996-2002.
2005 Dec 1
Kinetics studies of aqueous phase reactions of Cl atoms and Cl2(-) radicals with organic sulfur compounds of atmospheric interest.
2005 May 5
Investigation of iminosulfuranes as novel transdermal penetration enhancers: enhancement activity and cytotoxicity.
2005 Nov
Liquid chromatography-mass spectrometry using the hydrogen/deuterium exchange reaction as a tool for impurity identification in pharmaceutical process development.
2005 Oct 25
Osteoarthritis and nutrition. From nutraceuticals to functional foods: a systematic review of the scientific evidence.
2006
Enantioselective formation of methyl sulfone metabolites of 2,2',3,3',4,6'-hexachlorobiphenyl in rat.
2006 Dec 15
Synthesis and evaluation of radioiodinated cyclooxygenase-2 inhibitors as potential SPECT tracers for cyclooxygenase-2 expression.
2006 Jan
Studies of the condensation of sulfones with ketones and aldehydes.
2006 Jan 20
Efficacy of methylsulfonylmethane (MSM) in osteoarthritis pain of the knee: a pilot clinical trial.
2006 Mar
Methylsulfonylmethane (MSM) ingestion causes a significant resonance in proton magnetic resonance spectra of brain and cerebrospinal fluid.
2006 Oct
Pharmacokinetics and distribution of [35S]methylsulfonylmethane following oral administration to rats.
2007 Feb 7
Comparative QSAR modeling of COX-2 inhibitor 1,2-diarylimidazoles using E-state and physicochemical parameters.
2007 Jun
Oral developmental toxicity study of methylsulfonylmethane in rats.
2007 Jun
Relationship between aryl hydrocarbon receptor-affinity and the induction of EROD activity by 2,3,7,8-tetrachlorinated phenothiazine and derivatives.
2007 Oct 15
Maternal and cord serum exposure to PCB and DDE methyl sulfone metabolites in eastern Slovakia.
2007 Sep
Synthesis of 4-aminotropones from [(sulfinyl or sulfonyl)methyl]-substituted p-quinamines.
2008
Why are dimethyl sulfoxide and dimethyl sulfone such good solvents?
2008 Aug
A natural mineral supplement provides relief from knee osteoarthritis symptoms: a randomized controlled pilot trial.
2008 Feb 17
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
A cohort study of in utero polychlorinated biphenyl (PCB) exposures in relation to secondary sex ratio.
2008 Jul 15
Yeast as a model system for identification of metabolic targets of a 'glucosamine complex' used as a therapeutic agent of osteoarthritis.
2008 Nov
Systematic review of the nutritional supplements dimethyl sulfoxide (DMSO) and methylsulfonylmethane (MSM) in the treatment of osteoarthritis.
2008 Nov
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:25:48 GMT 2023
Edited
by admin
on Fri Dec 15 15:25:48 GMT 2023
Record UNII
9H4PO4Z4FT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIMETHYL SULFONE
INCI   MART.   MI  
INCI  
Official Name English
MSM
Code English
Methylsulfonylmethane [WHO-DD]
Common Name English
DIMETHYL SULFONE [MI]
Common Name English
METHYLSULFONYLMETHANE [VANDF]
Common Name English
MYTHYLSULFONYLMETHANE (MSM) [VANDF]
Common Name English
METHYL SULFONE
Systematic Name English
DIMETHYL SULPHONE
Systematic Name English
DIMETHYL SULFONE [MART.]
Common Name English
METHYLSULFONYLMETHANE [USP-RS]
Common Name English
METHOSULFONYLMETHANE
Common Name English
METHYLSULFONYLMETHANE
USP-RS   VANDF   WHO-DD  
Systematic Name English
NSC-63345
Code English
DIMETHYL SULFONE [INCI]
Common Name English
DIMETHYL SULFOXIDE IMPURITY A [EP IMPURITY]
Common Name English
METHYL SULPHONE
Systematic Name English
Classification Tree Code System Code
DSLD 651 (Number of products:1171)
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
NCI_THESAURUS C257
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
DSLD 2126 (Number of products:116)
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C84616
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
GRAS Notification (GRN No.)
229
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID4043937
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
EVMPD
SUB16418MIG
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
CHEBI
9349
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
MESH
C025910
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
RXCUI
23247
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY RxNorm
FDA UNII
9H4PO4Z4FT
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
RS_ITEM_NUM
1437600
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
DAILYMED
9H4PO4Z4FT
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-665-9
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
WIKIPEDIA
METHYLSULFONYLMETHANE
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
PUBCHEM
6213
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
MERCK INDEX
m4553
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY Merck Index
SMS_ID
100000091429
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
NSC
63345
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
CAS
67-71-0
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
DRUG BANK
DB14090
Created by admin on Fri Dec 15 15:25:48 GMT 2023 , Edited by admin on Fri Dec 15 15:25:48 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
Dimethyl sulfone is a normal oxidative metabolite product of dimethyl sulfoxide (DMSO) found in foods.
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY