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M9940

Sigma-Aldrich

Mercaptoethylguanidine hemisulfate salt

≥98%

Synonym(s):

MEG hemisulfate salt

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About This Item

Linear Formula:
H2NC(=NH)NHSCH2CH3 · 1/2 H2SO4
CAS Number:
Molecular Weight:
168.23
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98%

form

solid

shipped in

wet ice

storage temp.

2-8°C

SMILES string

OS(O)(=O)=O.NC(=N)NCCS.NC(=N)NCCS

InChI

1S/2C3H9N3S.H2O4S/c2*4-3(5)6-1-2-7;1-5(2,3)4/h2*7H,1-2H2,(H4,4,5,6);(H2,1,2,3,4)

InChI key

XJKZAAUVINNNNC-UHFFFAOYSA-N

Application

Selective iNOS inhibitor and scavenger of peroxynitrite.

Biochem/physiol Actions

Demonstrates potent antiinflammatory effects in an animal model of airway infection that mimics human cystic fibrosis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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David W Paquette et al.
Journal of periodontology, 77(3), 385-391 (2006-03-04)
Nitric oxide is a free radical produced in host tissues by constitutive and inducible forms of the enzyme nitric oxide synthase. Nitric oxide plays physiological roles, but it is also involved in the pathophysiology of several inflammatory conditions, including arthritis
K Soejima et al.
Burns : journal of the International Society for Burn Injuries, 27(8), 809-815 (2001-11-24)
This study tested the hypothesis that nitric oxide (NO) synthesized from inducible NO synthase (iNOS) is responsible for the cardiac dysfunction observed after burn and smoke inhalation injury. Twelve sheep received 40% third-degree burn and smoke inhalation under halothane anesthesia.
Ahmet Guven et al.
Renal failure, 30(7), 747-754 (2008-08-16)
Nitric oxide (NO) and peroxynitrite (OONO-) are implicated in the pathophysiology of renal ischemia/reperfusion (I/R). The aim of this study was to investigate and compare the efficiency of S-methylisothiourea (SMT), an iNOS inhibitor, and mercaptoethylguanidine (MEG), a scavenger of peroxynitrite
A Szabó et al.
Critical care medicine, 27(7), 1343-1350 (1999-08-14)
In rodent models, enhanced formation of nitric oxide and formation of peroxynitrite have been implicated in the pathogenesis of various forms of shock. Here we examined the effect of mercaptoethylguanidine (MEG), an inducible nitric oxide synthase inhibitor and peroxynitrite scavenger
M Whiteman et al.
British journal of pharmacology, 126(7), 1646-1652 (1999-05-14)
1. Peroxynitrite is a cytotoxic species that can be formed, among other mechanisms, by the rapid reaction of superoxide with nitric oxide. Peroxynitrite formation has been implicated in a wide range of neurodegenerative and chronic inflammatory diseases, as has the

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