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Merck

A9561

5-(N,N-Hexamethylene)amiloride

Synonym(s):

HMA

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About This Item

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

SMILES string

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

InChI key

RQQJJXVETXFINY-UHFFFAOYSA-N

form

powder

storage temp.

2-8°C

Quality Level

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Roland Montserret et al.
The Journal of biological chemistry, 285(41), 31446-31461 (2010-07-30)
The small membrane protein p7 of hepatitis C virus forms oligomers and exhibits ion channel activity essential for virus infectivity. These viroporin features render p7 an attractive target for antiviral drug development. In this study, p7 from strain HCV-J (genotype
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
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
Gary D Ewart et al.
European biophysics journal : EBJ, 31(1), 26-35 (2002-06-06)
The Vpu protein of human immunodeficiency virus type 1 forms cation-selective ion channels and enhances the process of virion budding and release. Mutagenesis studies have shown that the N-terminal transmembrane domain primarily controls both of these activities. Here we report
Gary D Ewart et al.
Antimicrobial agents and chemotherapy, 48(6), 2325-2330 (2004-05-25)
We report that the amiloride analogues 5-(N,N-hexamethylene)amiloride and 5-(N,N-dimethyl)amiloride inhibit, at micromolar concentrations, the replication of human immunodeficiency virus type 1 (HIV-1) in cultured human blood monocyte-derived macrophages. These compounds also inhibit the in vitro activities of the HIV-1 Vpu

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