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Merck

B2417

Sigma-Aldrich

Benzamil hydrochloride hydrate

≥98% (HPLC)

Sinónimos:

N-(Benzylamidino)-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride hydrate

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About This Item

Fórmula empírica (notación de Hill):
C13H14ClN7O · HCl · xH2O
Número de CAS:
Peso molecular:
356.21 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

yellow

solubility

methanol: 10 mg/mL
DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

O.Cl.Nc1nc(N)c(nc1Cl)C(=O)NC(=N)NCc2ccccc2

InChI

1S/C13H14ClN7O.ClH.H2O/c14-9-11(16)20-10(15)8(19-9)12(22)21-13(17)18-6-7-4-2-1-3-5-7;;/h1-5H,6H2,(H4,15,16,20)(H3,17,18,21,22);1H;1H2

InChI key

YAJQRPFIYXRNKS-UHFFFAOYSA-N

Biochem/physiol Actions

Selective and potent blocker of Na+/H+ and Na+/Ca2+ channels

Features and Benefits

This compound is featured on the Acid-Sensing (Proton-gated) Ion Channels (ASICs) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Other Notes

Nω-Benzyl derivative of amiloride.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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A Catalina Vélez-Ortega et al.
eLife, 6 (2017-03-30)
Mechanotransducer channels at the tips of sensory stereocilia of inner ear hair cells are gated by the tension of 'tip links' interconnecting stereocilia. To ensure maximal sensitivity, tip links are tensioned at rest, resulting in a continuous influx of Ca2+
G N Pierce et al.
The Journal of pharmacology and experimental therapeutics, 265(3), 1280-1291 (1993-06-01)
Amiloride and its derivatives (benzamil, dichlorobenzamil, 5-(N,N-dimethyl)-amiloride, 5-(N-ethyl-N-isopropyl)-amiloride, (N,N-hexamethylene)- amiloride and 5-(N-methyl-N-isobutyl)-amiloride) are commonly used as selective blockers of Na+/Ca++ exchange or Na+/H+ exchange. Very little information is currently available regarding their effects on cardiac performance. It was observed that
J W Lane et al.
British journal of pharmacology, 106(2), 283-286 (1992-06-11)
1. Patch clamp recording techniques have been used to compare the block caused by amiloride and some of its structural analogues of the mechanosensitive (MS) cation selective channel in frog (Xenopus laevis) oocytes. 2. Like amiloride, the amiloride analogues dimethylamiloride
Takanori Tsujimura et al.
The Journal of physiology, 597(11), 2949-2963 (2019-04-30)
Afferents carried by the superior laryngeal nerve play a primary role in the initiation of laryngeal mechanically evoked swallows in anaesthetized rats. Amiloride and its analogues inhibit swallowing evoked by mechanical stimulation, but not swallowing evoked by chemical and electrical
Sigrid Noreng et al.
eLife, 9 (2020-07-31)
The molecular bases of heteromeric assembly and link between Na+ self-inhibition and protease-sensitivity in epithelial sodium channels (ENaCs) are not fully understood. Previously, we demonstrated that ENaC subunits - α, β, and γ - assemble in a counterclockwise configuration when

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