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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Christian Kellner et al.
Cancer letters, 215(1), 43-52 (2004-09-18)
We investigated the early events involved in loss of mitochondrial membrane potential (DeltaPsi(mt)) leading to apoptosis in cells derived from patients with acute lymphocytic leukemia after exposure to phenolic antioxidants. Using the nitric oxide binding dye diaminofluorescein-FM diacetate, we found
J E Irazuzta et al.
Life sciences, 67(4), 365-372 (2000-09-26)
Reactive oxygen and nitrogen species participate in the inflammatory process during meningitis. Among them, superoxide, nitric oxide (NO), and their reaction product peroxynitrite exert cytotoxic effects. Mercaptoethylguanidine (MEG) exerts beneficial effects in in vivo inflammatory conditions by scavenging peroxynitrite and
M Kiroycheva et al.
Journal of the American Society of Nephrology : JASN, 11(6), 1026-1032 (2000-05-23)
Previous studies in beta(s) sickle cell mice demonstrated renal immunostaining for nitrotyrosine, which is putative evidence of peroxynitrite (ONOO(-)) formation. ONOO(-) is known to nitrate tyrosine residues of various enzymes, thereby interfering with phosphorylation and inactivating them. The present study
Mustafa Ozturk et al.
Journal of pineal research, 50(1), 89-96 (2010-11-11)
Doxorubicin (DOX) and Trastuzumab (TRAST) are effective agents for the treatment of many neoplastic diseases. Cardiotoxicity is a major side effect of these drugs and limit their use. In this study, the possible protective effects of melatonin (MEL), mercaptoethylguanidine (MEG)
B Zingarelli et al.
The Journal of pharmacology and experimental therapeutics, 287(3), 1048-1055 (1998-12-24)
The effect of mercaptoethylguanidine (MEG), a selective inhibitor of the inducible nitric oxide synthase and peroxynitrite scavenger, was evaluated in a rat model of colonic injury. A single intracolonic administration of trinitrobenzene sulfonic acid (TNBS, 20 mg/kg) dissolved in ethanol

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