Methanesulfonic acid

Details

Stereochemistry	ACHIRAL
Molecular Formula	CH4O3S
Molecular Weight	96.106
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

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
Properties of interneurones in the intermediolateral cell column of the rat spinal cord: role of the potassium channel subunit Kv3.1.	2001	11566512
Sodium currents of large (Abeta-type) adult cutaneous afferent dorsal root ganglion neurons display rapid recovery from inactivation before and after axotomy.	2001	11564426
[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
Aviptadil (Senatek).	2001 Apr	11566015
Somatic noxious mechanical stimulation induces Fos expression in the postsynaptic dorsal column neurons in laminae III and IV of the rat spinal dorsal horn.	2001 Aug	11463480
Structural characterization of phosphorylated chitosan and their applications as effective additives of calcium phosphate cements.	2001 Aug	11456064
The distribution and characterization of NADPH-d/NOS-IR neurons in the rat cuneate nucleus.	2001 Aug 10	11489252
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
Early testicular response to intraperitoneal administration of ethane dimethanesulphonate (EDS) in the goat (Capra hircus).	2001 Jan-Apr	11686392
Intracellular and extracellular labeling of neurons in fresh slice preparations combined with multiple tract tracing.	2001 Jul	11549130
Ethanedisulfonate is degraded via sulfoacetaldehyde in Ralstonia sp. strain EDS1.	2001 Jul	11479707
Sulfonate-sulfur metabolism and its regulation in Escherichia coli.	2001 Jul	11479697
Effects of oral administration of ibutamoren mesylate, a nonpeptide growth hormone secretagogue, on the growth hormone-insulin-like growth factor I axis in growth hormone-deficient children.	2001 Jul	11452249
1H NMR application for characterizing water-soluble organic compounds in urban atmospheric particles.	2001 Jul 1	11452589
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
Adrenergic regulation of ion transport across adult alveolar epithelial cells: effects on Cl- channel activation and transport function in cultures with an apical air interface.	2001 Jun 1	11420606
Differentiation in the immunocytochemical features of intrinsic and cortically projecting neurons in the rat claustrum -- combined immunocytochemical and axonal transport study.	2001 Jun 29	11423080
Neuroprotective effects of pramipexole in young and aged MPTP-treated mice.	2001 Jun 29	11423078
Projections of the paratrigeminal nucleus to the ambiguus, rostroventrolateral and lateral reticular nuclei, and the solitary tract.	2001 Mar 23	11476279
Role of Cl- current in endothelin-1-induced contraction in rabbit basilar artery.	2001 Nov	11668078
Subsets of gonadotropin-releasing hormone (GnRH) neurons are activated during a steroid-induced luteinizing hormone surge and mating in mice: a combined retrograde tracing double immunohistochemical study.	2001 Nov 9	11684044
Tyrosine kinase inhibitor imatinib (STI571) as an anticancer agent for solid tumours.	2001 Oct	11680792
Replacement of surgical castration by GnRH-inhibition or Leydig cell ablation in the male rat Hershberger antiandrogen assay.	2001 Oct	11603962
Sources of PM10 and sulfate aerosol at McMurdo Station, Antarctica.	2001 Oct	11592425
Isotope dilution gas chromatography/mass spectrometry method for the determination of methionine sulfoxide in protein.	2001 Oct 1	11605844
Anatomical and functional connections among cell groups in the gerbil brain that are activated with ejaculation.	2001 Oct 15	11596052
A sequential protocol combining dual neuroanatomical tract-tracing with the visualization of local circuit neurons within the striatum.	2001 Oct 15	11574120
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
Striatal and central extended amygdala parts of the interstitial nucleus of the posterior limb of the anterior commissure: evidence from tract-tracing techniques in the rat.	2001 Oct 8	11584811
Characterization of the central nervous system innervation of the rat spleen using viral transneuronal tracing.	2001 Oct 8	11579378
Sex-induced fos in the medial preoptic area: projections to the midbrain.	2001 Oct 8	11568637
Application of an automated synthesis suite to parallel solution-phase peptide synthesis.	2001 Sep	11558601
Solution-phase automated synthesis of tripeptide derivatives.	2001 Sep	11558600
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
Mu-opioid receptors in the ventral tegmental area are targeted to presynaptically and directly modulate mesocortical projection neurons.	2001 Sep 1	11418935
The deep mesencephalic nucleus as an output center of basal ganglia: morphological and electrophysiological similarities with the substantia nigra.	2001 Sep 10	11503150
Transneuronal tracing from sympathectomized lumbar epaxial muscle in female rats.	2001 Sep 15	11500841
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
Identification of NPY-induced c-Fos expression in hypothalamic neurones projecting to the dorsal vagal complex and the lower thoracic spinal cord.	2001 Sep 24	11550173
Expression of amphiphysin I in Sertoli cells and its implication in spermatogenesis.	2001 Sep 28	11563858
Number, origins, and chemical types of rat pallidostriatal projection neurons.	2001 Sep 3	11503145

Patents

Name

Type

Language

Methanesulfonic acid

Systematic Name

English

MESYLATE

Common 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