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
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
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
Extracting biological information from DNA arrays: an unexpected link between arginine and methionine metabolism in Bacillus subtilis.	2001	11423008
Changes in neuropeptide expression in the trigeminal ganglion following inferior alveolar nerve section in the ferret.	2001	11226702
Aviptadil (Senatek).	2001 Apr	11566015
Catecholamines play a role in the production of interleukin-6 and interleukin-1alpha in unburned skin after burn injury in mice.	2001 Apr	11373471
Opposite effects of dexamethasone and ACTH on the adrenal cortex response to ethane dimethanesulphonate (EDS).	2001 Apr	11370731
Early Neurodegeneration after Hypoxia-Ischemia in Neonatal Rat Is Necrosis while Delayed Neuronal Death Is Apoptosis.	2001 Apr	11300718
Insulin and glucose administration stimulates Fos expression in neurones of the paraventricular nucleus that project to autonomic preganglionic structures.	2001 Apr	11264721
Effects of increased intraocular pressure on rat retinal ganglion cells.	2001 Apr	11255034
Projections from the amygdalo-piriform transition area to the amygdaloid complex: a PHA-l study in rat.	2001 Apr 16	11268008
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
Neuropeptide expression in the ferret trigeminal ganglion following ligation of the inferior alveolar nerve.	2001 Aug	11389865
Immunohistochemical distribution of enkephalin, substance P, and somatostatin in the brainstem of the leopard frog, Rana pipiens.	2001 Aug 15	11514979
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
Synthesis of enantiopure 7-[3-azidopyl]indolizidin-2-one amino acid. A constrained mimic of the peptide backbone geometry and heteroatomic side-chain functionality of the ala-lys dipeptide.	2001 Feb 23	11312945
Mimicry of peptide backbone geometry and heteroatomic side-chain functionality: synthesis of enantiopure indolizidin-2-one amino acids possessing alcohol, acid, and azide functional groups.	2001 Feb 23	11312944
Bioavailability and pharmacokinetic profile of dihydroergotoxine from a tablet and from an oral solution formulation.	2001 Jan	11215321
Interdependence between sodium transport, external chloride, and sodium/calcium exchanger in the isolated skin of the Rana pipiens.	2001 Jan 1	11169490
Tirilazad mesylate improve water immersion stress induced decrease in erythrocyte deformability in the rats.	2001 Jan-Feb	11208490
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
Ventral mesopontine projections of the caudomedial shell of the nucleus accumbens and extended amygdala in the rat: double dissociation by organization and development.	2001 Jul 16	11413550
Local differences in vagal afferent innervation of the rat esophagus are reflected by neurochemical differences at the level of the sensory ganglia and by different brainstem projections.	2001 Jun 18	11370010
Contribution of cranial nerve ganglia to innervation of the walls of the rat external acoustic meatus.	2001 Mar	11293805
Ion exchange chromatographic determination of olpadronate, phosphate, phosphite, chloride and methanesulfonic acid.	2001 Mar	11248496
Dopaminergic substantia nigra neurons express functional nmda receptors in postnatal rats.	2001 Mar	11248004
Detection of DNA primary damage by premature chromosome condensation in human peripheral blood lymphocytes treated with methyl methanesulfonate.	2001 Mar	11230553
Neurohistological and behavioral evidence for lordosis-inhibiting tract from lateral septum to periaqueductal gray in male rats.	2001 Mar 12	11170006
Projections of the paratrigeminal nucleus to the ambiguus, rostroventrolateral and lateral reticular nuclei, and the solitary tract.	2001 Mar 23	11476279
A beta-fiber intensity stimulation of chronically constricted median nerve induces c-fos expression in thalamic projection neurons of the cuneate nucleus in rats with behavioral signs of neuropathic pain.	2001 Mar 23	11259778
Identification of unknown degradation products in a new cholesterol-reducing drug by ion-chromatography coupled to mass spectrometry.	2001 Mar 30	11307991
Origin and pathway of sensory nerve fibers to the ventral and dorsal sides of the sacroiliac joint in rats.	2001 May	11398849
Excitotoxic lesions of the rostral thalamic reticular nucleus do not affect the performance of spatial learning and memory tasks in the rat.	2001 May	11182166
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
Primary sensory neurons with dichotomizing axons projecting to the facet joint and the sciatic nerve in rats.	2001 May 15	11413420
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
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
Isotope dilution gas chromatography/mass spectrometry method for the determination of methionine sulfoxide in protein.	2001 Oct 1	11605844
A novel method for simultaneous anterograde and retrograde labeling of spinal cord motor tracts in the same animal.	2001 Sep	11511680
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

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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