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

Molecular Formula	CH4O3S
Molecular Weight	96.106
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
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.	2001-11-09	11684044
Early testicular response to intraperitoneal administration of ethane dimethanesulphonate (EDS) in the goat (Capra hircus).	2001-11-01	11686392
Role of Cl- current in endothelin-1-induced contraction in rabbit basilar artery.	2001-11	11668078
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.	2001-10-18	11594836
Anatomical and functional connections among cell groups in the gerbil brain that are activated with ejaculation.	2001-10-15	11596052
A sequential protocol combining dual neuroanatomical tract-tracing with the visualization of local circuit neurons within the striatum.	2001-10-15	11574120
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.	2001-10-08	11584811
Characterization of the central nervous system innervation of the rat spleen using viral transneuronal tracing.	2001-10-08	11579378
Sex-induced fos in the medial preoptic area: projections to the midbrain.	2001-10-08	11568637
Isotope dilution gas chromatography/mass spectrometry method for the determination of methionine sulfoxide in protein.	2001-10-01	11605844
Tyrosine kinase inhibitor imatinib (STI571) as an anticancer agent for solid tumours.	2001-10	11680792
Replacement of surgical castration by GnRH-inhibition or Leydig cell ablation in the male rat Hershberger antiandrogen assay.	2001-10	11603962
Sources of PM10 and sulfate aerosol at McMurdo Station, Antarctica.	2001-10	11592425
Expression of amphiphysin I in Sertoli cells and its implication in spermatogenesis.	2001-09-28	11563858
Identification of NPY-induced c-Fos expression in hypothalamic neurones projecting to the dorsal vagal complex and the lower thoracic spinal cord.	2001-09-24	11550173
Distribution of gonadal steroid receptor-containing neurons in the preoptic-periaqueductal gray-brainstem pathway: a potential circuit for the initiation of male sexual behavior.	2001-09-17	11536188
Transneuronal tracing from sympathectomized lumbar epaxial muscle in female rats.	2001-09-15	11500841
The deep mesencephalic nucleus as an output center of basal ganglia: morphological and electrophysiological similarities with the substantia nigra.	2001-09-10	11503150
Number, origins, and chemical types of rat pallidostriatal projection neurons.	2001-09-03	11503145
Mu-opioid receptors in the ventral tegmental area are targeted to presynaptically and directly modulate mesocortical projection neurons.	2001-09-01	11418935
Application of an automated synthesis suite to parallel solution-phase peptide synthesis.	2001-09	11558601
Solution-phase automated synthesis of tripeptide derivatives.	2001-09	11558600
Differentiation of the adult Leydig cell population in the postnatal testis.	2001-09	11514326
A novel method for simultaneous anterograde and retrograde labeling of spinal cord motor tracts in the same animal.	2001-09	11511680
Immunohistochemical distribution of enkephalin, substance P, and somatostatin in the brainstem of the leopard frog, Rana pipiens.	2001-08-15	11514979
Epididymal epithelial cell involution following a single intraperitoneal administration of ethane dimethanesulfonate in the goat (Capra hircus).	2001-08-15	11509023
The distribution and characterization of NADPH-d/NOS-IR neurons in the rat cuneate nucleus.	2001-08-10	11489252
Somatic noxious mechanical stimulation induces Fos expression in the postsynaptic dorsal column neurons in laminae III and IV of the rat spinal dorsal horn.	2001-08	11463480
Structural characterization of phosphorylated chitosan and their applications as effective additives of calcium phosphate cements.	2001-08	11456064
Stereoselective synthesis of chiral 2,3-cis-2-ethynylaziridines by base-mediated intramolecular amination of bromoallenes.	2001-07-26	11463293
1H NMR application for characterizing water-soluble organic compounds in urban atmospheric particles.	2001-07-01	11452589
Intracellular and extracellular labeling of neurons in fresh slice preparations combined with multiple tract tracing.	2001-07	11549130
Ethanedisulfonate is degraded via sulfoacetaldehyde in Ralstonia sp. strain EDS1.	2001-07	11479707
Sulfonate-sulfur metabolism and its regulation in Escherichia coli.	2001-07	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.	2001-07	11452249
Differentiation in the immunocytochemical features of intrinsic and cortically projecting neurons in the rat claustrum -- combined immunocytochemical and axonal transport study.	2001-06-29	11423080
Neuroprotective effects of pramipexole in young and aged MPTP-treated mice.	2001-06-29	11423078
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.	2001-06-01	11420606
Origin of the noradrenergic innervation of the superior olivary complex in the rat.	2001-06	11429272
Aviptadil (Senatek).	2001-04	11566015
Projections of the paratrigeminal nucleus to the ambiguus, rostroventrolateral and lateral reticular nuclei, and the solitary tract.	2001-03-23	11476279
Phentolamine mesylate relaxes rabbit corpus cavernosum by a nonadrenergic, noncholinergic mechanism.	2001-02	11468007
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

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:36:47 GMT 2025` Edited by `admin` on `Mon Mar 31 17:36:47 GMT 2025`
Record UNII	12EH9M7279
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Methanesulfonic acid

Systematic Name

English

J1.465F

Preferred Name

English

MESYLATE

Common Name

English

NSC-3718

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