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

Details

Stereochemistry ACHIRAL
Molecular Formula CH4O3S
Molecular Weight 96.1068
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHANESULFONIC ACID

SMILES

CS(=O)(=O)O

InChI

InChIKey=AFVFQIVMOAPDHO-UHFFFAOYSA-N
InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)

HIDE SMILES / InChI

Molecular Formula CH4O3S
Molecular Weight 96.1068
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Methanesulfonic acid is an alkane sulfonic acid in which the alkyl group directly linked to the sulfo- functionality is methyl. Salts and esters of methanesulfonic acid are known as mesylates (or methanesulfonates, as in ethyl methanesulfonate). Methanesulfonic acid is used as an acid catalyst in organic reactions because it is a non-volatile, strong acid that is soluble in organic solvents. Methanesulfonic acid is convenient for industrial applications because it is liquid at ambient temperature. Methanesulfonic acid is also a primary ingredient in rust and scale removers. It is used to clean off surface rust from ceramic, tiles and porcelain which are usually susceptible to acid attack.

Approval Year

PubMed

PubMed

TitleDatePubMed
A role for Seven in Absentia Homolog (Siah1a) in metabotropic glutamate receptor signaling.
2001
[Proliferation and differentiation of regenerating Leydig cells following ethylene dimethane sulfonate exposure in rats].
2001
Modulation of L-type Ca2+ current but not activation of Ca2+ release by the gamma1 subunit of the dihydropyridine receptor of skeletal muscle.
2001
Effect of peripheral nerve injury on dorsal root ganglion neurons in the C57 BL/6J mouse: marked changes both in cell numbers and neuropeptide expression.
2001
Neurons of origin of the neurotensinergic plexus enmeshing the ventral tegmental area in rat: retrograde labeling and in situ hybridization combined.
2001
Extracting biological information from DNA arrays: an unexpected link between arginine and methionine metabolism in Bacillus subtilis.
2001
Catecholamines play a role in the production of interleukin-6 and interleukin-1alpha in unburned skin after burn injury in mice.
2001 Apr
Insulin and glucose administration stimulates Fos expression in neurones of the paraventricular nucleus that project to autonomic preganglionic structures.
2001 Apr
Immunohistochemical distribution of enkephalin, substance P, and somatostatin in the brainstem of the leopard frog, Rana pipiens.
2001 Aug 15
Epididymal epithelial cell involution following a single intraperitoneal administration of ethane dimethanesulfonate in the goat (Capra hircus).
2001 Aug 15
Phentolamine mesylate relaxes rabbit corpus cavernosum by a nonadrenergic, noncholinergic mechanism.
2001 Feb
Vasomax for the treatment of male erectile dysfunction.
2001 Feb
Noradrenergic projections from the A1 field to the preoptic area in the brain of the ewe and Fos responses to oestrogen in the A1 cells.
2001 Feb
Apoptosis related gene products in differentiated and tumorigenic rat Leydig cells and following regression induced by the cytotoxin ethane dimethanesulphonate.
2001 Feb
Selective inhibition of human mast cell tryptase by gabexate mesylate, an antiproteinase drug.
2001 Feb 1
Survival of Helicobacter pylori in ready-to-eat foods at 4 degrees C.
2001 Feb 15
Bioavailability and pharmacokinetic profile of dihydroergotoxine from a tablet and from an oral solution formulation.
2001 Jan
Effects of pathway and neuronal aging on the specificity of motor axon regeneration.
2001 Jan
Interdependence between sodium transport, external chloride, and sodium/calcium exchanger in the isolated skin of the Rana pipiens.
2001 Jan 1
Phrenic motoneurons receive monosynaptic inputs from the Kölliker-Fuse nucleus: a light- and electron-microscopic study in the rat.
2001 Jan 12
Sensory innervation of the cervical facet joints in rats.
2001 Jan 15
Testosterone modulates the dendritic architecture of arcuate neuroendocrine neurons in adult male rats.
2001 Jan 26
Sulfonate-sulfur metabolism and its regulation in Escherichia coli.
2001 Jul
Stereoselective synthesis of chiral 2,3-cis-2-ethynylaziridines by base-mediated intramolecular amination of bromoallenes.
2001 Jul 26
Origin of the noradrenergic innervation of the superior olivary complex in the rat.
2001 Jun
Enantiospecific total synthesis of (-)-4-thiocyanatoneopupukeanane.
2001 Jun 15
Ion exchange chromatographic determination of olpadronate, phosphate, phosphite, chloride and methanesulfonic acid.
2001 Mar
Detection of DNA primary damage by premature chromosome condensation in human peripheral blood lymphocytes treated with methyl methanesulfonate.
2001 Mar
Identification of unknown degradation products in a new cholesterol-reducing drug by ion-chromatography coupled to mass spectrometry.
2001 Mar 30
Phenotypic inflammation switch in rats shown by calcitonin gene-related peptide immunoreactive dorsal root ganglion neurons innervating the lumbar facet joints.
2001 May 1
Susceptibility to kindling and neuronal connections of the anterior claustrum.
2001 May 15
Neurokinin-1 receptor-immunoreactive neurons of the ventral respiratory group in the rat.
2001 May 28
Role of Cl- current in endothelin-1-induced contraction in rabbit basilar artery.
2001 Nov
Tyrosine kinase inhibitor imatinib (STI571) as an anticancer agent for solid tumours.
2001 Oct
Isotope dilution gas chromatography/mass spectrometry method for the determination of methionine sulfoxide in protein.
2001 Oct 1
Lipase-mediated resolution of 4-TMS-3-butyn-2-ol and use of the mesylate derivatives as a precursor to a highly stereoselective chiral allenylindium reagent.
2001 Oct 18
Sex-induced fos in the medial preoptic area: projections to the midbrain.
2001 Oct 8
Differentiation of the adult Leydig cell population in the postnatal testis.
2001 Sep
A novel method for simultaneous anterograde and retrograde labeling of spinal cord motor tracts in the same animal.
2001 Sep
The deep mesencephalic nucleus as an output center of basal ganglia: morphological and electrophysiological similarities with the substantia nigra.
2001 Sep 10
Distribution of gonadal steroid receptor-containing neurons in the preoptic-periaqueductal gray-brainstem pathway: a potential circuit for the initiation of male sexual behavior.
2001 Sep 17
Patents
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:22:59 UTC 2021
Edited
by admin
on Fri Jun 25 21:22:59 UTC 2021
Record UNII
12EH9M7279
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHANESULFONIC ACID
HSDB   II   MI  
Systematic Name English
NSC-3718
Code English
J1.465F
Code English
METHYLSULFONIC ACID
Systematic Name English
METHANESULPHONIC ACID
Systematic Name English
MESYLIC ACID
Systematic Name English
SULFOMETHANE
Systematic Name English
METHANESULFONIC ACID [MI]
Common Name English
METHANESULFONIC ACID [HSDB]
Common Name English
METHANESULFONIC ACID [II]
Common Name English
Code System Code Type Description
MESH
C045880
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
CAS
75-75-2
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
FDA UNII
12EH9M7279
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
WIKIPEDIA
METHANESULFONIC ACID
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
EPA CompTox
75-75-2
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
EVMPD
SUB23071
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
PUBCHEM
6395
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
RXCUI
1426387
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
200-898-6
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
MERCK INDEX
M7296
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY Merck Index
NCI_THESAURUS
C45678
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
CONCEPT Industrial Aid
NCI_THESAURUS
C75648
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
HSDB
5004
Created by admin on Fri Jun 25 21:23:00 UTC 2021 , Edited by admin on Fri Jun 25 21:23:00 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY