MEG hemisulfate

Modify Date: 2024-01-02 18:39:13

MEG hemisulfate Structure
MEG hemisulfate structure
Common Name MEG hemisulfate
CAS Number 3979-00-8 Molecular Weight 336.456
Density N/A Boiling Point 645.7ºC at 760 mmHg
Molecular Formula C6H20N6O4S3 Melting Point N/A
MSDS Chinese USA Flash Point 344.3ºC

 Use of MEG hemisulfate


MEG (Mercaptoethylguanidine) hemisulfate is a potent and selective inhibitor of the inducible NO synthase (iNOS), with EC50s of 11.5, 110, and 60 μM for iNOS, ecNOS, and bNOS respectively in tissue homogenates. MEG hemisulfate is also a potent scavenger of peroxynitrite and inhibits peroxynitrite-induced oxidative processes. MEG hemisulfate has a protective effect in many experimental models of inflammation, including ischemia/reperfusion injury, periodontitis, hemorrhagic shock, inflammatory bowel disease, and endotoxic and septic shock[1][2][3][4].

 Names

Name Mercaptoethylguanidine hemisulfate salt
Synonym More Synonyms

 MEG hemisulfate Biological Activity

Description MEG (Mercaptoethylguanidine) hemisulfate is a potent and selective inhibitor of the inducible NO synthase (iNOS), with EC50s of 11.5, 110, and 60 μM for iNOS, ecNOS, and bNOS respectively in tissue homogenates. MEG hemisulfate is also a potent scavenger of peroxynitrite and inhibits peroxynitrite-induced oxidative processes. MEG hemisulfate has a protective effect in many experimental models of inflammation, including ischemia/reperfusion injury, periodontitis, hemorrhagic shock, inflammatory bowel disease, and endotoxic and septic shock[1][2][3][4].
Related Catalog
Target

IC50: 11.5 μM (iNOS), 110 μM (ecNOS), 60 μM (bNOS)[1]

In Vitro MEG (0.1-1000 μM; 18 h) reduces nitrite accumulation in the supernatant of cultured J774.2 macrophages activated with LPS (10 μg/mL) and INF (50 μg/mL). MEG inhibits iNOS activity in homogenates of lungs taken from LPS-treated rats[1]. MEG (1 μM-3 mM; 3 min) dose-dependently inhibits the peroxynitrite-induced oxidation of cytochrome c2+ and hydroxylation of benzoate[2]. MEG (1-300 μM) inhibits the suppression of mitochondrial respiration and DNA single strand breakage in response to peroxynitrite in J774 cells[2]. MEG (300 μM; 30 min) inhibits the suppression of vascular contractility in response to peroxynitrite in thoracic aortic rings[2].
In Vivo MEG (10 mg/kg; i.p. for 5 d) attenuates the degree of lipid peroxidation, protein oxidation, and peroxynitrites level and ameliorated the decrease of antioxidant enzymes activities in the esophagus of rats subjected to caustic burn injury[3]. MEG (30-60 mg/kg; a single i.p.) decreases mean arterial blood pressure (MAP) of normal rats[1]. MEG (10 mg/kg; a single i.p.) improves the renal dysfunction and tissue injury induced by ischemia/reperfusion (I/R) of rat kidney[4]. Animal Model: Sprague-Dawley rats (200-250 g) were injured the esophagus[3] Dosage: 10 mg/kg Administration: I.p. for 5 days Result: Reduced the stenosis index (SI) and the histopathologic damage score. Decreased the malondialdehyde and protein carbonyl content and increased the activities of superoxide dismutase and glutathione peroxidase. Regulated the nitrate and nitrite level.
References

[1]. Southan GJ, et, al. Spontaneous rearrangement of aminoalkylisothioureas into mercaptoalkylguanidines, a novel class of nitric oxide synthase inhibitors with selectivity towards the inducible isoform. Br J Pharmacol. 1996 Feb;117(4):619-32.

[2]. Szabó C, et, al. Mercaptoethylguanidine and guanidine inhibitors of nitric-oxide synthase react with peroxynitrite and protect against peroxynitrite-induced oxidative damage. J Biol Chem. 1997 Apr 4;272(14):9030-6.

[3]. Guven A, et, al. Mercaptoethylguanidine attenuates caustic esophageal injury in rats: a role for scavenging of peroxynitrite. J Pediatr Surg. 2011 Sep;46(9):1746-52.

[4]. Guven A, et, al. Scavenging of peroxynitrite reduces renal ischemia/reperfusion injury. Ren Fail. 2008;30(7):747-54.

 Chemical & Physical Properties

Boiling Point 645.7ºC at 760 mmHg
Molecular Formula C6H20N6O4S3
Molecular Weight 336.456
Flash Point 344.3ºC
Exact Mass 336.070801
PSA 284.38000
LogP 1.60840

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
RIDADR NONH for all modes of transport

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 Synonyms

2-(2-Sulfanylethyl)guanidine sulfate (2:1)
2-(2-sulfanylethyl)guanidine,sulfuric acid
Guanidine, N''-(2-mercaptoethyl)-, sulfate (2:1)
MEG hemisulfate salt
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