SML1828

EMD-87580

Name: EMD-87580
Brand: SIGMA
Price: 142 EUR

≥98% (HPLC)

Synonym(s):

EMD87580, N-[2-methyl-4,5-bis(methylsulfonyl)-benzoyl]-guanidine

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€142.00

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€571.00

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₅N₃O₅S₂

CAS Number:

187870-78-6

Molecular Weight:

333.38

UNSPSC Code:

12352200

NACRES:

NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

NC(NC(C1=CC(S(=O)(C)=O)=C(S(=O)(C)=O)C=C1C)=O)=N

InChI

1S/C11H15N3O5S2/c1-6-4-8(20(2,16)17)9(21(3,18)19)5-7(6)10(15)14-11(12)13/h4-5H,1-3H3,(H4,12,13,14,15)

InChI key

GROMEQPXDKRRIE-UHFFFAOYSA-N

Related Categories

Bioactive Small Molecule Inhibitors

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Show Differences

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This Item	G5918	SML2981	I3159
Sigma-Aldrich SML1828 EMD-87580	Sigma-Aldrich G5918 GR 113808	Sigma-Aldrich SML2981 EN219	Sigma-Aldrich I3159 IMD-0354
form powder	form solid	form powder	form solid
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level -	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. −20°C
solubility DMSO: 20 mg/mL, clear	solubility DMSO: >20 mg/mL	solubility DMSO: 2 mg/mL, clear	solubility DMSO: >20 mg/mL
color white to beige	color white to light pink	color white to beige	color -

Application

EMD-87580 has been used as a selective and potent sodium-hydrogen antiporter 1 (NHE-1) inhibitor in cardiac ventricular myocytes to test its effect on the hypertrophic response.[1]

Biochem/physiol Actions

EMD-87580 is a selective inhibitor of the Na+/H+ exchanger subtype 1 (NHE-1), also known as the Na+/H+ antiporter. EMD-87580 has shown cardioprotective effects, and has been investigated as a possible treatment for Duchenne′s muscular dystrophy.

Inhibitor of sodium-hydrogen exchanger-1 (NHE-1)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Cardioprotective efficacy against reperfusion injury of EMD-87580: Comparison to ischemic postconditioning.

Juliana Fantinelli et al.

European journal of pharmacology, 737, 125-132 (2014-05-27)

Previous results show that prolonged treatment with EMD-87580 (EMD) NHE-1 blocker attenuates and reverses postinfarction remodelling. Our aim was to evaluate the effects of the treatment of EMD compared to ischemic postconditioning (IPO) in a model of regional ischemia. Isolated

Antihypertrophic effect of Na+/H+ exchanger isoform 1 inhibition is mediated by reduced mitogen-activated protein kinase activation secondary to improved mitochondrial integrity and decreased generation of mitochondrial-derived reactive oxygen species.

Sabzali Javadov et al.

The Journal of pharmacology and experimental therapeutics, 317(3), 1036-1043 (2006-03-04)

Although inhibition of Na+/H+ exchanger isoform 1 (NHE-1) reduces cardiomyocyte hypertrophy, the mechanisms underlying this effect are not known. Recent evidence suggests that this may be associated with improved mitochondrial function. To understand the mechanistic bases for mitochondrial involvement in

Na(+)-H(+) exchanger inhibitor prevents early death in hereditary cardiomyopathy.

Ghassan Bkaily et al.

Canadian journal of physiology and pharmacology, 93(11), 923-934 (2015-08-21)

Using the UM-X7.1 hereditary cardiomyopathic and muscular dystrophy hamsters (HCMH), we tested the effects of lifelong preventive or curative treatments during the heart failure phase with the NHE-1 inhibitor EMD 87580 (EMD) or with the angiotensin-converting enzyme inhibitor cilazapril on

Na(+)/H (+) exchanger isoform 1 induced osteopontin expression in cardiomyocytes involves NFAT3/Gata4.

Mohamed Mlih et al.

Molecular and cellular biochemistry, 404(1-2), 211-220 (2015-03-12)

Osteopontin (OPN), a multifunctional glycophosphoprotein, has been reported to contribute to the development and progression of cardiac remodeling and hypertrophy. Cardiac-specific OPN knockout mice were protected against hypertrophy and fibrosis mediated by Ang II. Recently, transgenic mice expressing the active

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EMD-87580