DIMETHYL SULFOXIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H6OS
Molecular Weight	78.1346
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CS(=O)C

InChI

InChIKey=IAZDPXIOMUYVGZ-UHFFFAOYSA-N

InChI=1S/C2H6OS/c1-4(2)3/h1-2H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3916302 | https://www.drugbank.ca/drugs/DB01093 | https://www.emedicinehealth.com/drug-dimethyl_sulfoxide/article_em.htm

Dimethyl sulfoxide (DMSO) is a clear odorless liquid, inexpensively produced as a by-product of the paper industry. It is widely available in the USA as a solvent but its medical use is currently restricted by the FDA to the palliative treatment of interstitial cystitis and to certain experimental applications. In medicine, DMSO is also used as a topical analgesic, a vehicle for topical application of pharmaceuticals, as an anti-inflammatory, and an antioxidant.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
interstitial cystitis 1 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=58b25d79-78f2-4953-b0c6-61658dc4ef0d	Palliative		Approved 8043	RIMSO-50 Approved Use RIMSO-50 (dimethyl sulfoxide) is indicated for the symptomatic relief of patients with interstitial cystitis. RIMSO-50 has not been approved as being safe and effective for any other indication. There is no clinical evidence of effectiveness of dimethyl sulfoxide in the treatment of bacterial infections of the urinary tract. Launch Date 2.60409606E11

PubMed

Title	Date	PubMed
Pentachlorophenol potentiates benzo[a]pyrene DNA adduct formation in adult but not infant B6C3F1 male mice.	2001	11246223
Viral delivery of superoxide dismutase gene reduces cyclosporine A-induced nephrotoxicity.	2001 Apr	11260401
Exposure of neonatal female rats to p-tert-octylphenol disrupts afternoon surges of luteinizing hormone, follicle-stimulating hormone and prolactin secretion, and interferes with sexual receptive behavior in adulthood.	2001 Apr	11259270
Inhibitors of human immunodeficiency virus type 1 reverse transcriptase target distinct phases of early reverse transcription.	2001 Apr	11238836
Transcriptional activation of prion protein gene in growth-arrested and differentiated mouse erythroleukemia and human neoplastic cells.	2001 Apr 1	11262197
Enzymic characterization of epidermis-derived 12-lipoxygenase isoenzymes.	2001 Apr 1	11256953
The water channel aquaporin-8 is mainly intracellular in rat hepatocytes, and its plasma membrane insertion is stimulated by cyclic AMP.	2001 Apr 13	11278499
An active site tyrosine influences the ability of the dimethyl sulfoxide reductase family of molybdopterin enzymes to reduce S-oxides.	2001 Apr 20	11278798
Influence of N-terminal residue stereochemistry on the prolyl amide geometry and the conformation of 5-tert-butylproline type VI beta-turn mimics.	2001 Feb	11277501
Effect of iron and ascorbate on cyclosporine-induced oxidative damage of kidney mitochondria and microsomes.	2001 Feb	11243718
Albumin release from biodegradable hydrogels composed of dextran and poly(ethylene glycol) macromer.	2001 Feb	11235815
[Ring cleavage of N-arylpyridinium salts by nucleophiles--regioselectivity and stereochemistry of the products. 1].	2001 Feb	11234341
Comparison of cryoprotectants in the preservation of Theileria parva sporozoites using an in vitro infectivity assay.	2001 Feb	11234190
Characterization of northern pintail (Anas acuta) ejaculate and the effect of sperm preservation on fertility.	2001 Feb	11226051
Quality control of refrigerated and cryopreserved semen using computer-assisted sperm analysis (CASA), viable staining and standardized fertilization in African catfish (Clarias gariepinus).	2001 Feb 1	11245263
Electronic spectral studies of molybdenyl complexes. 2. MCD spectroscopy of [MoOS4]- centers.	2001 Feb 12	11225111
Systematic structural coordination chemistry of p-tert-butyltetrathiacalix[4]arene: 1. Group 1 elements and congeners.	2001 Feb 12	11225110
Alkylating agent and chromatin structure determine sequence context-dependent formation of alkylpurines.	2001 Feb 16	11237592
Synthesis, crystal structure, spectral studies, and catechol oxidase activity of trigonal bipyramidal Cu(II) complexes derived from a tetradentate diamide bisbenzimidazole ligand.	2001 Feb 26	11258993
In vitro culture and synchronous release of Sarcocystis neurona merozoites from host cells.	2001 Feb 26	11223205
Sex steroid receptor regulation by genistein in the prepubertal rat uterus.	2001 Feb 28	11223185
Crystal structure of the 100 kDa arsenite oxidase from Alcaligenes faecalis in two crystal forms at 1.64 A and 2.03 A.	2001 Feb 7	11250197
Comparison of Unisol with Euro-Collins solution as a vehicle solution for cryoprotectants.	2001 Feb-Mar	11267013
Mechanical and histological characteristics of human trachea before and after cryopreservation: an opportunity for tracheal tissue banking.	2001 Feb-Mar	11266982
[DNA repair if mucous membrane cells and lymphocytes with the comet assay].	2001 Jan	11272243
Effect of cyclosporin A on nitric oxide production in cultured LLC-PK1 cells.	2001 Jan	11256528
[Study on the effects of DNA damage induced by cigarette smoke in male mice testicular cells using comet assay].	2001 Jan	11255757
Oxidation of gas mixtures containing dimethyl sulfide, hydrogen sulfide, and methanethiol using a two-stage biotrickling filter.	2001 Jan	11218419
Differentiation of stromal-vascular cells isolated from canine adipose tissues in primary culture.	2001 Jan	11217057
Electron and video-light microscopy analysis of the in vitro effects of pyrantel pamoate on Giardia lamblia.	2001 Jan	11207109
Biohybrid microarrays--impedimetric biosensors with 3D in vitro tissues for toxicological and biomedical screening.	2001 Jan 1	11210225
Bioaccumulation of polychlorinated biphenyls (PCBs) and dichlorodiphenylethane (DDE) methyl sulfones in tissues of seal and dolphin morbillivirus epizootic victims.	2001 Jan 12	11205532
Cryopreservation of equine embryos by open pulled straw, cryoloop, or conventional slow cooling methods.	2001 Jan 15	11233786
A low-power, atmospheric pressure, pulsed plasma source for molecular emission spectrometry.	2001 Jan 15	11199990
Comparative hemolytic activity of undiluted organic water-miscible solvents for intravenous and intra-arterial injection.	2001 Jan-Feb	11212416
Alcohol enhances oxysterol-induced apoptosis in human endothelial cells by a calcium-dependent mechanism.	2001 Mar	11231926
Ran stimulates spindle assembly by altering microtubule dynamics and the balance of motor activities.	2001 Mar	11231570
Effects of styrene-7,8-oxide over p53, p21, bcl-2 and bax expression in human lymphocyte cultures.	2001 Mar	11230554
In-vitro growth of murine pre-antral follicles after isolation from cryopreserved ovarian tissue.	2001 Mar	11228206
New agents for the medical treatment of interstitial cystitis.	2001 Mar	11227050
Synthesis of a [18F]labeled chelidonine derivative as a possible antitumor agent.	2001 Mar	11214874
Validated method for the determination of the novel organo-ruthenium anticancer drug NAMI-A in human biological fluids by Zeeman atomic absorption spectrometry.	2001 Mar 1	11270226
Anion recognition by thiostrepton.	2001 Mar 12	11266162
Determination of an optimal potential window for catalysis by E. coli dimethyl sulfoxide reductase and hypothesis on the role of Mo(V) in the reaction pathway.	2001 Mar 13	11258926
Reactive oxygen species-related induction of multidrug resistance-associated protein 2 expression in primary hepatocytes exposed to sulforaphane.	2001 Mar 23	11264000
Photochemical and chemical oxidation of alpha-dimine-dithiolene metal complexes: insight into the role of the metal atom.	2001 Mar 26	11261963
Syntheses of hydrated molybdenum bronzes by reduction of MoO3 with NaBH4.	2001 Mar 26	11261959
Synthesis of novel 2-azabicyclo[2.2.0]- and [2.1.1]hexanols.	2001 Mar 9	11262132
NMR conformational analysis of cis and trans proline isomers in the neutrophil chemoattractant, N-acetyl-proline-glycine-proline.	2001 May	11246204
Dimethyl sulfoxide affects the selection of splice sites.	2001 May 18	11278983

Sample Use Guides

In Vivo Use Guide

Usual Adult Dose for Cystitis Interstitial cystitis: Instill 50 mL of dimethyl sulfoxide into the bladder by catheter or Asepto syringe. Allow to remain for 15 minutes. The medication is expelled by spontaneous voiding. Maintenance dose: Repeat every 2 weeks until maximum symptomatic relief obtained Duration of therapy: Time intervals between therapy may be increased appropriately

Route of Administration: Other

Name

Type

Language

DIMETHYL SULFOXIDE

Official Name

English

DMSO [INCI]

Common Name

English

DIMETHYL SULFOXIDE [USAN]

Common Name

English

DIMETHYL SULFOXIDE [USP MONOGRAPH]

Common Name

English

DIMETHYL SULFOXIDE [WHO-DD]

Common Name

English

DIMETHYL SULPHOXIDE

Systematic Name

English

DIMETHYL SULFOXIDE [EP MONOGRAPH]

Common Name

English

DIMETHYL SULFOXIDE [ORANGE BOOK]

Common Name

English

SQ 9453

Code

English

METHANE, SULFINYLBIS-

Systematic Name

English

METHYLSULFINYLMETHANE

Systematic Name

English

DIMETHYL SULFOXIDE [MART.]

Common Name

English

DIMETHYL SULFOXIDE [HSDB]

Common Name

English

RIMSO-50

Brand Name

English

DIMETHYL SULFOXIDE [GREEN BOOK]

Common Name

English

METHYL SULPHOXIDE

Systematic Name

English

DIMETHYL SULFOXIDE [VANDF]

Common Name

English

DMSO	Locators: INCI Naming Organization: INCI Sources:

Official Name

English

SQ-9453

Code

English

METHYL SULFOXIDE

Systematic Name

English

NSC-763

Code

English

DIMETHYL SULFOXIDE [INN]

Common Name

English

DIMETHYLSULFOXIDE

Systematic Name

English

DIMETHYL SULFOXIDE [USP-RS]

Common Name

English

DIMETHYL SULFOXIDE [II]

Common Name

English

METHYLSULFINYLMETHANE [FHFI]

Common Name

English

DIMETHYL SULFOXIDE [MI]

Common Name

English

Classification Tree Code System Code

WHO-ATC

M02AX03