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Key Documents

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:
Molecular Weight:
311.77
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

form

powder

Quality Level

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

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

Signal Word

Danger

Hazard Statements

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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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
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
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

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