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
Properties of interneurones in the intermediolateral cell column of the rat spinal cord: role of the potassium channel subunit Kv3.1.
2001
Sodium currents of large (Abeta-type) adult cutaneous afferent dorsal root ganglion neurons display rapid recovery from inactivation before and after axotomy.
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
Extracting biological information from DNA arrays: an unexpected link between arginine and methionine metabolism in Bacillus subtilis.
2001
Changes in neuropeptide expression in the trigeminal ganglion following inferior alveolar nerve section in the ferret.
2001
Aviptadil (Senatek).
2001 Apr
Catecholamines play a role in the production of interleukin-6 and interleukin-1alpha in unburned skin after burn injury in mice.
2001 Apr
Opposite effects of dexamethasone and ACTH on the adrenal cortex response to ethane dimethanesulphonate (EDS).
2001 Apr
Early Neurodegeneration after Hypoxia-Ischemia in Neonatal Rat Is Necrosis while Delayed Neuronal Death Is Apoptosis.
2001 Apr
Insulin and glucose administration stimulates Fos expression in neurones of the paraventricular nucleus that project to autonomic preganglionic structures.
2001 Apr
Effects of increased intraocular pressure on rat retinal ganglion cells.
2001 Apr
Projections from the amygdalo-piriform transition area to the amygdaloid complex: a PHA-l study in rat.
2001 Apr 16
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
Structural characterization of phosphorylated chitosan and their applications as effective additives of calcium phosphate cements.
2001 Aug
Neuropeptide expression in the ferret trigeminal ganglion following ligation of the inferior alveolar nerve.
2001 Aug
Immunohistochemical distribution of enkephalin, substance P, and somatostatin in the brainstem of the leopard frog, Rana pipiens.
2001 Aug 15
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
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
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
Bioavailability and pharmacokinetic profile of dihydroergotoxine from a tablet and from an oral solution formulation.
2001 Jan
Interdependence between sodium transport, external chloride, and sodium/calcium exchanger in the isolated skin of the Rana pipiens.
2001 Jan 1
Tirilazad mesylate improve water immersion stress induced decrease in erythrocyte deformability in the rats.
2001 Jan-Feb
Sulfonate-sulfur metabolism and its regulation in Escherichia coli.
2001 Jul
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
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
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
Contribution of cranial nerve ganglia to innervation of the walls of the rat external acoustic meatus.
2001 Mar
Ion exchange chromatographic determination of olpadronate, phosphate, phosphite, chloride and methanesulfonic acid.
2001 Mar
Dopaminergic substantia nigra neurons express functional nmda receptors in postnatal rats.
2001 Mar
Detection of DNA primary damage by premature chromosome condensation in human peripheral blood lymphocytes treated with methyl methanesulfonate.
2001 Mar
Neurohistological and behavioral evidence for lordosis-inhibiting tract from lateral septum to periaqueductal gray in male rats.
2001 Mar 12
Projections of the paratrigeminal nucleus to the ambiguus, rostroventrolateral and lateral reticular nuclei, and the solitary tract.
2001 Mar 23
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
Identification of unknown degradation products in a new cholesterol-reducing drug by ion-chromatography coupled to mass spectrometry.
2001 Mar 30
Origin and pathway of sensory nerve fibers to the ventral and dorsal sides of the sacroiliac joint in rats.
2001 May
Excitotoxic lesions of the rostral thalamic reticular nucleus do not affect the performance of spatial learning and memory tasks in the rat.
2001 May
Phenotypic inflammation switch in rats shown by calcitonin gene-related peptide immunoreactive dorsal root ganglion neurons innervating the lumbar facet joints.
2001 May 1
Primary sensory neurons with dichotomizing axons projecting to the facet joint and the sciatic nerve in rats.
2001 May 15
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
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
Isotope dilution gas chromatography/mass spectrometry method for the determination of methionine sulfoxide in protein.
2001 Oct 1
A novel method for simultaneous anterograde and retrograde labeling of spinal cord motor tracts in the same animal.
2001 Sep
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
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ACTIVE MOIETY