A9561

5-(N,N-Hexamethylene)amiloride

Name: 5-(N,N-Hexamethylene)amiloride
Brand: SIGMA
Price: 124 USD

Synonym(s):

HMA

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₈ClN₇O

CAS Number:

1428-95-1

Molecular Weight:

311.77

NACRES:

NA.77

PubChem Substance ID:

24278246

UNSPSC Code:

12352200

MDL number:

MFCD00069211

Key Documents

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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

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This Item	A4562	A3085	A5585
Sigma-Aldrich A9561 5-(N,N-Hexamethylene)amiloride	Sigma-Aldrich A4562 5-(N,N-Dimethyl)amiloride hydrochloride	Sigma-Aldrich A3085 5-(N-Ethyl-N-isopropyl)amiloride	Sigma-Aldrich A5585 5-(N-Methyl-N-isobutyl)amiloride
form powder	form powder	form powder	form powder
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
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)	Gene Information human ... SCNN1A(6337), SCNN1B(6338), SCNN1D(6339), SCNN1G(6340), SLC9A1(6548) mouse ... Scnn1a(20276), Scnn1b(20277), Scnn1d(140501), Scnn1g(20278) rat ... Scnn1a(25122), Scnn1b(24767), Scnn1g(24768), Slc9a1(24782), Slc9a2(24783), Slc9a3(24784)	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), Slc9a2(24783), Slc9a3(24784), Slc9a4(24785)	Gene Information human ... SCNN1A(6337), SCNN1B(6338), SCNN1D(6339), SCNN1G(6340) mouse ... Scnn1a(20276), Scnn1b(20277), Scnn1d(140501), Scnn1g(20278) rat ... Scnn1a(25122), Scnn1b(24767), Scnn1g(24768)

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

GHS06

signalword

Danger

hcodes

H301 + H311 + H331

pcodes

P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311

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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Essential Oil Composition, Antimicrobial and Pharmacological Activities of Lippia sidoides Cham. (Verbenaceae) From São Gonçalo do Abaeté, Minas Gerais, Brazil.

Sandra Ribeiro de Morais et al.

Pharmacognosy magazine, 12(48), 262-270 (2016-11-22)

Lippia sidoides (Verbenaceae) is used in Brazilian folk medicine as an antiseptic, and it is usually applied topically on skin, mucous membranes, mouth, and throat, or used for vaginal washings. To analyze the chemical composition of the essential oil from

Amiloride derivatives block ion channel activity and enhancement of virus-like particle budding caused by HIV-1 protein Vpu.

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

Hexamethylene amiloride blocks E protein ion channels and inhibits coronavirus replication.

Lauren Wilson et al.

Virology, 353(2), 294-306 (2006-07-04)

All coronaviruses encode a small hydrophobic envelope (E) protein, which mediates viral assembly and morphogenesis by an unknown mechanism. We have previously shown that the E protein from Severe Acute Respiratory Syndrome coronavirus (SARS-CoV) forms cation-selective ion channels in planar

Potential new anti-human immunodeficiency virus type 1 compounds depress virus replication in cultured human macrophages.

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

NMR structure and ion channel activity of the p7 protein from hepatitis C virus.

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

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