Dimethyl sulfoxide

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H6OS
Molecular Weight	78.133
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[S+](C)[O-]

InChI

InChIKey=IAZDPXIOMUYVGZ-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C2H6OS
Molecular Weight	78.133
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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 8583	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 1978

PubMed

Title	Date	PubMed
Dimethyl sulfoxide affects the selection of splice sites.	2001-05-18	11278983
NMR conformational analysis of cis and trans proline isomers in the neutrophil chemoattractant, N-acetyl-proline-glycine-proline.	2001-05	11246204
An active site tyrosine influences the ability of the dimethyl sulfoxide reductase family of molybdopterin enzymes to reduce S-oxides.	2001-04-20	11278798
The water channel aquaporin-8 is mainly intracellular in rat hepatocytes, and its plasma membrane insertion is stimulated by cyclic AMP.	2001-04-13	11278499
Transcriptional activation of prion protein gene in growth-arrested and differentiated mouse erythroleukemia and human neoplastic cells.	2001-04-01	11262197
Enzymic characterization of epidermis-derived 12-lipoxygenase isoenzymes.	2001-04-01	11256953
Viral delivery of superoxide dismutase gene reduces cyclosporine A-induced nephrotoxicity.	2001-04	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.	2001-04	11259270
Inhibitors of human immunodeficiency virus type 1 reverse transcriptase target distinct phases of early reverse transcription.	2001-04	11238836
Comparison of Unisol with Euro-Collins solution as a vehicle solution for cryoprotectants.	2001-03-27	11267013
Mechanical and histological characteristics of human trachea before and after cryopreservation: an opportunity for tracheal tissue banking.	2001-03-27	11266982
Photochemical and chemical oxidation of alpha-dimine-dithiolene metal complexes: insight into the role of the metal atom.	2001-03-26	11261963
Syntheses of hydrated molybdenum bronzes by reduction of MoO3 with NaBH4.	2001-03-26	11261959
Reactive oxygen species-related induction of multidrug resistance-associated protein 2 expression in primary hepatocytes exposed to sulforaphane.	2001-03-23	11264000
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.	2001-03-13	11258926
Anion recognition by thiostrepton.	2001-03-12	11266162
Synthesis of novel 2-azabicyclo[2.2.0]- and [2.1.1]hexanols.	2001-03-09	11262132
Validated method for the determination of the novel organo-ruthenium anticancer drug NAMI-A in human biological fluids by Zeeman atomic absorption spectrometry.	2001-03-01	11270226
Alcohol enhances oxysterol-induced apoptosis in human endothelial cells by a calcium-dependent mechanism.	2001-03	11231926
Ran stimulates spindle assembly by altering microtubule dynamics and the balance of motor activities.	2001-03	11231570
Effects of styrene-7,8-oxide over p53, p21, bcl-2 and bax expression in human lymphocyte cultures.	2001-03	11230554
In-vitro growth of murine pre-antral follicles after isolation from cryopreserved ovarian tissue.	2001-03	11228206
New agents for the medical treatment of interstitial cystitis.	2001-03	11227050
Synthesis of a [18F]labeled chelidonine derivative as a possible antitumor agent.	2001-03	11214874
Sex steroid receptor regulation by genistein in the prepubertal rat uterus.	2001-02-28	11223185
Synthesis, crystal structure, spectral studies, and catechol oxidase activity of trigonal bipyramidal Cu(II) complexes derived from a tetradentate diamide bisbenzimidazole ligand.	2001-02-26	11258993
In vitro culture and synchronous release of Sarcocystis neurona merozoites from host cells.	2001-02-26	11223205
Comparative hemolytic activity of undiluted organic water-miscible solvents for intravenous and intra-arterial injection.	2001-02-24	11212416
Alkylating agent and chromatin structure determine sequence context-dependent formation of alkylpurines.	2001-02-16	11237592
Electronic spectral studies of molybdenyl complexes. 2. MCD spectroscopy of [MoOS4]- centers.	2001-02-12	11225111
Systematic structural coordination chemistry of p-tert-butyltetrathiacalix[4]arene: 1. Group 1 elements and congeners.	2001-02-12	11225110
Crystal structure of the 100 kDa arsenite oxidase from Alcaligenes faecalis in two crystal forms at 1.64 A and 2.03 A.	2001-02-07	11250197
Quality control of refrigerated and cryopreserved semen using computer-assisted sperm analysis (CASA), viable staining and standardized fertilization in African catfish (Clarias gariepinus).	2001-02-01	11245263
Influence of N-terminal residue stereochemistry on the prolyl amide geometry and the conformation of 5-tert-butylproline type VI beta-turn mimics.	2001-02	11277501
Effect of iron and ascorbate on cyclosporine-induced oxidative damage of kidney mitochondria and microsomes.	2001-02	11243718
Albumin release from biodegradable hydrogels composed of dextran and poly(ethylene glycol) macromer.	2001-02	11235815
[Ring cleavage of N-arylpyridinium salts by nucleophiles--regioselectivity and stereochemistry of the products. 1].	2001-02	11234341
Comparison of cryoprotectants in the preservation of Theileria parva sporozoites using an in vitro infectivity assay.	2001-02	11234190
Characterization of northern pintail (Anas acuta) ejaculate and the effect of sperm preservation on fertility.	2001-02	11226051
Cryopreservation of equine embryos by open pulled straw, cryoloop, or conventional slow cooling methods.	2001-01-15	11233786
A low-power, atmospheric pressure, pulsed plasma source for molecular emission spectrometry.	2001-01-15	11199990
Bioaccumulation of polychlorinated biphenyls (PCBs) and dichlorodiphenylethane (DDE) methyl sulfones in tissues of seal and dolphin morbillivirus epizootic victims.	2001-01-12	11205532
Biohybrid microarrays--impedimetric biosensors with 3D in vitro tissues for toxicological and biomedical screening.	2001-01-01	11210225
[DNA repair if mucous membrane cells and lymphocytes with the comet assay].	2001-01	11272243
Effect of cyclosporin A on nitric oxide production in cultured LLC-PK1 cells.	2001-01	11256528
[Study on the effects of DNA damage induced by cigarette smoke in male mice testicular cells using comet assay].	2001-01	11255757
Oxidation of gas mixtures containing dimethyl sulfide, hydrogen sulfide, and methanethiol using a two-stage biotrickling filter.	2001-01	11218419
Differentiation of stromal-vascular cells isolated from canine adipose tissues in primary culture.	2001-01	11217057
Electron and video-light microscopy analysis of the in vitro effects of pyrantel pamoate on Giardia lamblia.	2001-01	11207109
Pentachlorophenol potentiates benzo[a]pyrene DNA adduct formation in adult but not infant B6C3F1 male mice.	2001	11246223

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

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:50:09 GMT 2025` Edited by `admin` on `Mon Mar 31 17:50:09 GMT 2025`
Record UNII	YOW8V9698H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Dimethyl sulfoxide

Official Name

English

DMSO	Locators: INCI Naming Organization: INCI Sources:

Preferred Name

English

Dimethyl sulfoxide [WHO-DD]

Common Name

English

DIMETHYL SULFOXIDE [USAN]

Common Name

English

DIMETHYL SULFOXIDE [USP MONOGRAPH]

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

DIMETHYL SULFOXIDE [JAN]

Common Name

English

METHYL SULPHOXIDE

Systematic Name

English

DIMETHYL SULFOXIDE [VANDF]

Common 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