METHANESULFONIC ACID

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30662741 | https://www.ncbi.nlm.nih.gov/pubmed/28675589 | https://www.ncbi.nlm.nih.gov/pubmed/28117992 | https://www.ncbi.nlm.nih.gov/pubmed/30898928

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

Title	Date	PubMed
A role for Seven in Absentia Homolog (Siah1a) in metabotropic glutamate receptor signaling.	2001	11686852
[Proliferation and differentiation of regenerating Leydig cells following ethylene dimethane sulfonate exposure in rats].	2001	11534148
Modulation of L-type Ca2+ current but not activation of Ca2+ release by the gamma1 subunit of the dihydropyridine receptor of skeletal muscle.	2001	11495636
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	11483316
Neurons of origin of the neurotensinergic plexus enmeshing the ventral tegmental area in rat: retrograde labeling and in situ hybridization combined.	2001	11440814
Extracting biological information from DNA arrays: an unexpected link between arginine and methionine metabolism in Bacillus subtilis.	2001	11423008
Catecholamines play a role in the production of interleukin-6 and interleukin-1alpha in unburned skin after burn injury in mice.	2001 Apr	11373471
Insulin and glucose administration stimulates Fos expression in neurones of the paraventricular nucleus that project to autonomic preganglionic structures.	2001 Apr	11264721
Immunohistochemical distribution of enkephalin, substance P, and somatostatin in the brainstem of the leopard frog, Rana pipiens.	2001 Aug 15	11514979
Epididymal epithelial cell involution following a single intraperitoneal administration of ethane dimethanesulfonate in the goat (Capra hircus).	2001 Aug 15	11509023
Phentolamine mesylate relaxes rabbit corpus cavernosum by a nonadrenergic, noncholinergic mechanism.	2001 Feb	11468007
Vasomax for the treatment of male erectile dysfunction.	2001 Feb	11289571
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	11168838
Apoptosis related gene products in differentiated and tumorigenic rat Leydig cells and following regression induced by the cytotoxin ethane dimethanesulphonate.	2001 Feb	11168651
Selective inhibition of human mast cell tryptase by gabexate mesylate, an antiproteinase drug.	2001 Feb 1	11172730
Survival of Helicobacter pylori in ready-to-eat foods at 4 degrees C.	2001 Feb 15	11246912
Bioavailability and pharmacokinetic profile of dihydroergotoxine from a tablet and from an oral solution formulation.	2001 Jan	11215321
Effects of pathway and neuronal aging on the specificity of motor axon regeneration.	2001 Jan	11161600
Interdependence between sodium transport, external chloride, and sodium/calcium exchanger in the isolated skin of the Rana pipiens.	2001 Jan 1	11169490
Phrenic motoneurons receive monosynaptic inputs from the Kölliker-Fuse nucleus: a light- and electron-microscopic study in the rat.	2001 Jan 12	11150494
Sensory innervation of the cervical facet joints in rats.	2001 Jan 15	11154533
Testosterone modulates the dendritic architecture of arcuate neuroendocrine neurons in adult male rats.	2001 Jan 26	11164770
Sulfonate-sulfur metabolism and its regulation in Escherichia coli.	2001 Jul	11479697
Stereoselective synthesis of chiral 2,3-cis-2-ethynylaziridines by base-mediated intramolecular amination of bromoallenes.	2001 Jul 26	11463293
Origin of the noradrenergic innervation of the superior olivary complex in the rat.	2001 Jun	11429272
Enantiospecific total synthesis of (-)-4-thiocyanatoneopupukeanane.	2001 Jun 15	11397180
Ion exchange chromatographic determination of olpadronate, phosphate, phosphite, chloride and methanesulfonic acid.	2001 Mar	11248496
Detection of DNA primary damage by premature chromosome condensation in human peripheral blood lymphocytes treated with methyl methanesulfonate.	2001 Mar	11230553
Identification of unknown degradation products in a new cholesterol-reducing drug by ion-chromatography coupled to mass spectrometry.	2001 Mar 30	11307991
Phenotypic inflammation switch in rats shown by calcitonin gene-related peptide immunoreactive dorsal root ganglion neurons innervating the lumbar facet joints.	2001 May 1	11337618
Susceptibility to kindling and neuronal connections of the anterior claustrum.	2001 May 15	11331397
Neurokinin-1 receptor-immunoreactive neurons of the ventral respiratory group in the rat.	2001 May 28	11331521
Role of Cl- current in endothelin-1-induced contraction in rabbit basilar artery.	2001 Nov	11668078
Tyrosine kinase inhibitor imatinib (STI571) as an anticancer agent for solid tumours.	2001 Oct	11680792
Isotope dilution gas chromatography/mass spectrometry method for the determination of methionine sulfoxide in protein.	2001 Oct 1	11605844
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	11594836
Sex-induced fos in the medial preoptic area: projections to the midbrain.	2001 Oct 8	11568637
Differentiation of the adult Leydig cell population in the postnatal testis.	2001 Sep	11514326
A novel method for simultaneous anterograde and retrograde labeling of spinal cord motor tracts in the same animal.	2001 Sep	11511680
The deep mesencephalic nucleus as an output center of basal ganglia: morphological and electrophysiological similarities with the substantia nigra.	2001 Sep 10	11503150
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	11536188

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

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