U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of DIMETHYL SULFOXIDE

SMILES

CS(=O)C

InChI

InChIKey=IAZDPXIOMUYVGZ-UHFFFAOYSA-N
InChI=1S/C2H6OS/c1-4(2)3/h1-2H3

HIDE SMILES / InChI
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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
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

PubMed

TitleDatePubMed
Pentachlorophenol potentiates benzo[a]pyrene DNA adduct formation in adult but not infant B6C3F1 male mice.
2001
Viral delivery of superoxide dismutase gene reduces cyclosporine A-induced nephrotoxicity.
2001 Apr
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
Inhibitors of human immunodeficiency virus type 1 reverse transcriptase target distinct phases of early reverse transcription.
2001 Apr
Transcriptional activation of prion protein gene in growth-arrested and differentiated mouse erythroleukemia and human neoplastic cells.
2001 Apr 1
Enzymic characterization of epidermis-derived 12-lipoxygenase isoenzymes.
2001 Apr 1
The water channel aquaporin-8 is mainly intracellular in rat hepatocytes, and its plasma membrane insertion is stimulated by cyclic AMP.
2001 Apr 13
An active site tyrosine influences the ability of the dimethyl sulfoxide reductase family of molybdopterin enzymes to reduce S-oxides.
2001 Apr 20
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
Effect of iron and ascorbate on cyclosporine-induced oxidative damage of kidney mitochondria and microsomes.
2001 Feb
Albumin release from biodegradable hydrogels composed of dextran and poly(ethylene glycol) macromer.
2001 Feb
[Ring cleavage of N-arylpyridinium salts by nucleophiles--regioselectivity and stereochemistry of the products. 1].
2001 Feb
Comparison of cryoprotectants in the preservation of Theileria parva sporozoites using an in vitro infectivity assay.
2001 Feb
Characterization of northern pintail (Anas acuta) ejaculate and the effect of sperm preservation on fertility.
2001 Feb
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
Electronic spectral studies of molybdenyl complexes. 2. MCD spectroscopy of [MoOS4]- centers.
2001 Feb 12
Systematic structural coordination chemistry of p-tert-butyltetrathiacalix[4]arene: 1. Group 1 elements and congeners.
2001 Feb 12
Alkylating agent and chromatin structure determine sequence context-dependent formation of alkylpurines.
2001 Feb 16
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
In vitro culture and synchronous release of Sarcocystis neurona merozoites from host cells.
2001 Feb 26
Sex steroid receptor regulation by genistein in the prepubertal rat uterus.
2001 Feb 28
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
Comparison of Unisol with Euro-Collins solution as a vehicle solution for cryoprotectants.
2001 Feb-Mar
Mechanical and histological characteristics of human trachea before and after cryopreservation: an opportunity for tracheal tissue banking.
2001 Feb-Mar
[DNA repair if mucous membrane cells and lymphocytes with the comet assay].
2001 Jan
Effect of cyclosporin A on nitric oxide production in cultured LLC-PK1 cells.
2001 Jan
[Study on the effects of DNA damage induced by cigarette smoke in male mice testicular cells using comet assay].
2001 Jan
Oxidation of gas mixtures containing dimethyl sulfide, hydrogen sulfide, and methanethiol using a two-stage biotrickling filter.
2001 Jan
Differentiation of stromal-vascular cells isolated from canine adipose tissues in primary culture.
2001 Jan
Electron and video-light microscopy analysis of the in vitro effects of pyrantel pamoate on Giardia lamblia.
2001 Jan
Biohybrid microarrays--impedimetric biosensors with 3D in vitro tissues for toxicological and biomedical screening.
2001 Jan 1
Bioaccumulation of polychlorinated biphenyls (PCBs) and dichlorodiphenylethane (DDE) methyl sulfones in tissues of seal and dolphin morbillivirus epizootic victims.
2001 Jan 12
Cryopreservation of equine embryos by open pulled straw, cryoloop, or conventional slow cooling methods.
2001 Jan 15
A low-power, atmospheric pressure, pulsed plasma source for molecular emission spectrometry.
2001 Jan 15
Comparative hemolytic activity of undiluted organic water-miscible solvents for intravenous and intra-arterial injection.
2001 Jan-Feb
Alcohol enhances oxysterol-induced apoptosis in human endothelial cells by a calcium-dependent mechanism.
2001 Mar
Ran stimulates spindle assembly by altering microtubule dynamics and the balance of motor activities.
2001 Mar
Effects of styrene-7,8-oxide over p53, p21, bcl-2 and bax expression in human lymphocyte cultures.
2001 Mar
In-vitro growth of murine pre-antral follicles after isolation from cryopreserved ovarian tissue.
2001 Mar
New agents for the medical treatment of interstitial cystitis.
2001 Mar
Synthesis of a [18F]labeled chelidonine derivative as a possible antitumor agent.
2001 Mar
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
Anion recognition by thiostrepton.
2001 Mar 12
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
Reactive oxygen species-related induction of multidrug resistance-associated protein 2 expression in primary hepatocytes exposed to sulforaphane.
2001 Mar 23
Photochemical and chemical oxidation of alpha-dimine-dithiolene metal complexes: insight into the role of the metal atom.
2001 Mar 26
Syntheses of hydrated molybdenum bronzes by reduction of MoO3 with NaBH4.
2001 Mar 26
Synthesis of novel 2-azabicyclo[2.2.0]- and [2.1.1]hexanols.
2001 Mar 9
NMR conformational analysis of cis and trans proline isomers in the neutrophil chemoattractant, N-acetyl-proline-glycine-proline.
2001 May
Dimethyl sulfoxide affects the selection of splice sites.
2001 May 18

Sample Use Guides

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
EP   GREEN BOOK   HSDB   II   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN  
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
FHFI  
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
INCI  
INCI  
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
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
CFR 21 CFR 524.660
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
EPA PESTICIDE CODE 177
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
FDA ORPHAN DRUG 108697
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
FDA ORPHAN DRUG 254707
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
WHO-VATC QG04BX13
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
WHO-VATC QM02AX03
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
FDA ORPHAN DRUG 81394
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
CFR 21 CFR 524.981E
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
WHO-VATC QM02AX53
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
NCI_THESAURUS C45496
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
WHO-ATC G04BX13
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
FDA ORPHAN DRUG 14986
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
EU-Orphan Drug EU/3/05/263
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
FDA ORPHAN DRUG 104097
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
CFR 21 CFR 524.981D
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
JECFA EVALUATION METHYLSULFINYLMETHANE
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
Code System Code Type Description
RXCUI
3455
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY RxNorm
DRUG CENTRAL
906
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
MERCK INDEX
M4555
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY Merck Index
FDA UNII
YOW8V9698H
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
USP_CATALOG
1211006
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY USP-RS
MESH
D004121
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
DRUG BANK
DB01093
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
EPA CompTox
67-68-5
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-664-3
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
NCI_THESAURUS
C437
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
HSDB
80
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
WIKIPEDIA
DIMETHYL SULFOXIDE
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
INN
2023
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
CAS
67-68-5
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
EVMPD
SUB07176MIG
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
ChEMBL
CHEMBL504
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY
PUBCHEM
679
Created by admin on Fri Jun 25 20:54:36 UTC 2021 , Edited by admin on Fri Jun 25 20:54:36 UTC 2021
PRIMARY