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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

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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
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
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
Valeria Lulla et al.
Nature communications, 11(1), 4070-4070 (2020-08-15)
Human astroviruses are small non-enveloped viruses with positive-sense single-stranded RNA genomes. Astroviruses cause acute gastroenteritis in children worldwide and have been associated with encephalitis and meningitis in immunocompromised individuals. It is still unknown how astrovirus particles exit infected cells following
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