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Dimethyl sulfoxide

Alias: dimethyl sulfoxide;Methyl sulfoxide; Methylsulfinylmethane; Dimethylsulfoxide; Dimethyl sulphoxide
Cat No.:V3365 Purity: ≥98%
Dimethyl sulfoxide (also known as DMSO or Methyl Sulfoxide) is an aprotic solvent that dissolves both polar and nonpolar compounds.
Dimethyl sulfoxide
Dimethyl sulfoxide Chemical Structure CAS No.: 67-68-5
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Dimethyl sulfoxide (also known as DMSO or Methyl Sulfoxide) is an aprotic solvent that dissolves both polar and nonpolar compounds.Dimethyl sulfoxide has anti-freezing and bacteriostatic properties. Dimethyl sulfoxide is a colorless liquid derived as a by-product from wood pulp in the production of paper. This colorless liquid found immediate application as a polar, aprotic solvent miscible with water and able to dissolve an enormous catalog of polar and nonpolar small molecules. It has useful properties as a penetration-enhancing solvent excipient and active anti-inflammatory pharmaceutical agent, dimethyl sulfoxide has the potential to be used in a much broader capacity.
Dimethyl sulfoxide appears as a clear liquid, essentially odorless. Closed cup flash point 192 °F. Vapors are heavier than air. Contact with the skin may cause stinging and burning and lead to an odor of garlic on the breath. An excellent solvent that can transport toxic solutes through the skin. High vapor concentrations may cause headache, dizziness, and sedation. Dimethyl sulfoxide is a 2-carbon sulfoxide in which the sulfur atom has two methyl substituents. It has a role as a polar aprotic solvent, a radical scavenger, a non-narcotic analgesic, an antidote, a MRI contrast agent, an Escherichia coli metabolite, a geroprotector and an alkylating agent. It is a sulfoxide and a volatile organic compound. A highly polar organic liquid, that is used widely as a chemical solvent. Because of its ability to penetrate biological membranes, it is used as a vehicle for topical application of pharmaceuticals. It is also used to protect tissue during cryopreservation. Dimethyl sulfoxide shows a range of pharmacological activity including analgesia and anti-inflammation.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
DMSO is an organic solvent that is freely miscible with water, lipids and organic agents.Superior membrane penetration is made possible by these characteristics. It is believed that DMSO acts through a combination of nerve blockade, smooth muscle relaxation, collagen inhibition, and anti-inflammatory effects[2].

Question: What is the stock concentration of a compound (e.g. in DMSO) do you recommend to use?
Answer: Usually 10 mM, 20 mM, or 50 mM. For preparing DMSO stock solutions, we suggest you to prepare a 10 mM or higher concentrations of a compound, as a more than 1000x dilution would be applied typically when making final concentrations of a compound in cell culture media, this is to minimize any solvent effects on your cells (typically less than 0.5% of DMSO might be used for most of cells).
Typically<0.5-1% DMSO is tolerable by most cancer cells in culture media. For more sensitive cells such as primary cells, try to use <0.1% DMSO in the cell culture media.
ln Vivo
Dimethyl sulfoxide (DMSO) is a widely used solvent that is miscible with water and a wide range of organic solvents. It goes by several names, including methyl sulfoxide, sulfinylbismethane, and dozens of trade names.
DMSO was first discovered in the late 19th century as a byproduct of the kraft process for making paper from wood pulp. About the same time, Russian chemist Alexander Zaytsev synthesized it by oxidizing dimethyl sulfide, another kraft process byproduct. Zaytsev’s synthesis is the basis for the manufacturing process still used today.
DMSO is a laboratory and industrial solvent for many gases, synthetic fibers, paint, hydrocarbons, salts, and natural products. Because it is aprotic, relatively inert, nontoxic, and stable at high temperatures, it is a frequently used solvent for chemical reactions. Its deuterated form is an ideal solvent for NMR spectroscopy.
In the 1960s, scientists observed that DMSO penetrates human skin with little effect on tissues; and the solvent was tested as a way for medicines to be carried into the body as an alternative to oral formulations or injectables. Since then, DMSO has been used in some transdermal drug delivery systems (i.e., patches). In 1978 the US Food and Drug Administration approved it for use for the symptomatic relief of chronic interstitial cystitis (bladder pain syndrome)—the only FDA approval for DMSO as an actual medication.
As one might expect for the 1960s, DMSO was tried as an alternative drug for inflammation relief and as a solvent for introducing illicit drugs such as cocaine into the body. It was also wrongly touted as a cancer cure. In 1965, FDA put the kibosh on much of this activity by banning clinical trials with DMSO because the compound altered the refractive index of eye lenses of laboratory animals. The ban was lifted in 1980 after the intense interest in the substance abated.
Researchers continue to look at DMSO as a possible medical treatment. In 2016, Gerald Krystal and colleagues at the British Columbia Cancer Agency (Vancouver), the University of British Columbia (Vancouver), and Vancouver General Hospital reported that DMSO represses inflammatory cytokine production from human blood cells and thus reduces autoimmune arthritis. The authors also examined whether DMSO has any anticancer activity; they concluded that they could not confirm that it does.[3]
Animal Protocol
Note: In animal experiments, the percentage of DMSO should be maintained within a certain range to avoid toxicity to animals and to obtain accurate experiment results. For normal/healthy adult mice, it is recommended that the final concentration/percentage of DMSO should not exceed 10%. However, for weak and sickly individuals or nude mice, it is recommended to keep the final concentration/percentage of DMSO below 2% (<2%).
1) For normal mice, it is recommended that the final concentration of DMSO should not exceed 10%.
2) For nude or weak mice, it is recommended that the final concentration of DMSO should not exceed 2%.
3) If the frequency of administration exceeds three times a day, it is recommended that the final concentration of DMSO should not exceed 5% for normal mice or rats.
References

[1]. C F Brayton. Dimethyl sulfoxide (DMSO): a review. Cornell Vet. 1986 Jan;76(1):61-90.

[2]. Dimethyl sulfoxide (DMSO) as intravesical therapy for interstitial cystitis/bladder pain syndrome: A review. Neurourol Urodyn. 2017 Sep;36(7):1677-1684.

[3]. https://www.acs.org/molecule-of-the-week/archive/d/dimethyl-sulfoxide.html
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C2H6OS
Molecular Weight
78.13
Exact Mass
78.01393
CAS #
67-68-5
Appearance
Colorless to off-white liquid (>18.4°C) or solid (<18.4°C);
Melting Point: 18.4 °C
LogP
-1.35
tPSA
36.28
SMILES
S(C([H])([H])[H])(C([H])([H])[H])=O
InChi Key
IAZDPXIOMUYVGZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C2H6OS/c1-4(2)3/h1-2H3
Chemical Name
methylsulfinylmethane
Synonyms
dimethyl sulfoxide;Methyl sulfoxide; Methylsulfinylmethane; Dimethylsulfoxide; Dimethyl sulphoxide
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store DMSO in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
Note: It is recommended to use freshly opened DMSO, as DMSO is highly hydroscopic and moisture absorption has a significant impact on the solubility of the products.
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 12.7992 mL 63.9959 mL 127.9918 mL
5 mM 2.5598 mL 12.7992 mL 25.5984 mL
10 mM 1.2799 mL 6.3996 mL 12.7992 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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