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A9561

Sigma-Aldrich

5-(N,N-Hexamethylene)amiloride

Synonym(s):

HMA

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About This Item

Empirical Formula (Hill Notation):
C12H18ClN7O
CAS Number:
1428-95-1
Molecular Weight:
311.77
MDL number:
MFCD00069211
UNSPSC Code:
12352200
PubChem Substance ID:
24278246
NACRES:
NA.77

form

powder

Quality Level

200

storage temp.

2-8°C

SMILES string

N\C(N)=N\C(=O)c1nc(Cl)c(nc1N)N2CCCCCC2

InChI

1S/C12H18ClN7O/c13-8-10(20-5-3-1-2-4-6-20)18-9(14)7(17-8)11(21)19-12(15)16/h1-6H2,(H2,14,18)(H4,15,16,19,21)

InChI key

RQQJJXVETXFINY-UHFFFAOYSA-N

Gene Information

human ... SCNN1A(6337) , SCNN1B(6338) , SCNN1D(6339) , SCNN1G(6340) , SLC9A1(6548) , SLC9A5(6553)
mouse ... Scnn1a(20276) , Scnn1b(20277) , Scnn1d(140501) , Scnn1g(20278)
rat ... Scnn1a(25122) , Scnn1b(24767) , Scnn1g(24768) , Slc9a1(24782) , Slc9a3(24784)

Biochem/physiol Actions

Inhibitor of Na+/H+ antiport.

Features and Benefits

This compound is featured on the P2 Receptors: P2X Ion Channel Family page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Konstantin Pervushin et al.
PLoS pathogens, 5(7), e1000511-e1000511 (2009-07-14)
The envelope (E) protein from coronaviruses is a small polypeptide that contains at least one alpha-helical transmembrane domain. Absence, or inactivation, of E protein results in attenuated viruses, due to alterations in either virion morphology or tropism. Apart from its
B Masereel et al.
European journal of medicinal chemistry, 38(6), 547-554 (2003-07-02)
The Na(+)/H(+) exchanger (NHE) is involved in intracellular pH homeostasis of many mammalian cell types. To date seven NHE isoforms (NHE1-NHE7) have been identified. NHE1 is the most predominant isoform expressed in heart where it contributes to cardiomyocyte pH homeostasis.
A Premkumar et al.
FEBS letters, 557(1-3), 99-103 (2004-01-27)
A 63 residue peptide, p7, encoded by hepatitis C virus was synthesised and tested for ion channel activity in lipid bilayer membranes. Ion channels formed by p7 had a variable conductance: some channels had conductances as low as 14 pS.
Carlos Sanhueza et al.
Biochimica et biophysica acta, 1863(1), 81-91 (2016-10-25)
Cancer cells generate protons (H+) that are extruded to the extracellular medium mainly via the Na+/H+ exchanger 1 (NHE1), which regulates intracellular pH (pHi) and cell proliferation. In primary cultures of human ascites-derived ovarian cancer cells (haOC) we assayed whether
K S Park et al.
British journal of pharmacology, 156(8), 1296-1304 (2009-03-24)
Amiloride derivatives are blockers of the Na(+)/H(+) exchanger (NHE) and at micromolar concentrations have protective effects on cardiac and brain ischaemia/reperfusion injury but at higher concentrations also induce apoptosis. Here, we aimed to elucidate the mechanism related to this cytotoxic
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