|Molecular formula||C 2 H 6 O 2 S|
|External identifiers / databases|
|Molar mass||94.13 g · mol -1|
1.17 g cm −3
107-110 ° C
238 ° C
moderate in water (150 g l −1 at 20 ° C)
|ΔH f 0||
−450.1 kJ / mol
|As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .|
Dimethyl sulfone is the simplest organic sulfur compound from the class of sulfones . It differs from the solvent dimethyl sulfoxide in that it has an additional oxygen atom attached to the sulfur atom.
Dimethyl sulfone occurs in many animal and plant organisms and is also part of the human diet. Comparatively high concentrations are found in cow's milk (3.3 ppm ) and coffee (1.6 ppm).
Pure dimethyl sulfone forms colorless, odorless, water-soluble and slightly bitter-tasting crystals. The melting point was determined at 109 ° C with a melting enthalpy of 18.28 kJ mol −1 . The heat of vaporization at the boiling point is 56.0 kJ mol −1 . The compound is flammable, but with a flash point of 143 ° C it is difficult to ignite.
Similar to dimethyl sulfoxide, dimethyl sulfone is weakly CH-azide, so that it can be replaced by strong bases such as B. butyllithium can be deprotonated.
In an animal experiment with artificially induced malignant tumors of the large intestine and breast, a delayed outbreak of the disease was observed when dimethyl sulfone was administered. In 2012, researchers from the Korean University of Konkuk found that dimethyl sulfone had an inhibitory effect on human breast cancer cells . In both in-vitro and in-vivo experiments, they observed a regulatory effect on STAT 3, STAT5b, IGF- 1R, IGF-1 and VEGF , which are involved in tumor development, tumor growth and metastasis.
Similar to the representation in the laboratory, dimethyl sulfone is also the product of the metabolism of dimethyl sulfoxide in the organism of mammals . This is oxidized to dimethyl sulfone in the liver via the cytochrome P450 enzyme system and then excreted in the urine .
Use as a dietary supplement
Dimethyl sulfone, usually under the name methyl sulfonyl methane (MSM), is offered as a dietary supplement for humans and animals, especially horses. It is supposed to compensate for a lack of sulfur in the organism.
In the advice literature, the substance is assigned a variety of different effects, for example promoting collagen formation , strengthening the immune system or supporting the intestinal function. In a statement by the European Food Safety Authority (EFSA), these and other alleged health effects have not been scientifically proven, so the effects attributed to MSM should not be advertised.
According to the Öko-Test magazine , the additional intake of sulfur in the form of dimethyl sulfone does not make sense, since there is no malnutrition of proteins in Germany, which are the main source of sulfur in food. Because of the protein-rich diet in Western countries, a “sulfur deficiency” has not yet been described. Health claims for MSM in food supplements are not permitted under the Health Claims Regulation . The consumer advice center warns and points out that MSM is neither a remedy nor an approved drug. In addition, side effects are not known from long-term use.
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- Scientific Opinion on the substantiation of health claims related to methylsulphonylmethane (MSM) and contribution to normal collagen formation (ID 353, 388, 389, 394, 1695, 1741, 1874), maintenance of normal hair (ID 353, 1741, 1874), maintenance of normal nails (ID 1695, 1741, 1874), maintenance of normal acid-base balance (ID 387), “strengthens the immune system function” (ID 390), maintenance of normal bowel function (ID 391), contribution to the normal cysteine synthesis (ID 392) and “vitamin production needed for correct function of metabolism” (ID 393) pursuant to Article 13 (1) of Regulation (EC) No 1924/2006 . In: EFSA Journal . tape 8 , no. 10 , October 19, 2010, p. 1746 , doi : 10.2903 / j.efsa.2010.1746 (English).
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- EU Register on Nutrition and Health Claims
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