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B2417

Sigma-Aldrich

Benzamil hydrochloride hydrate

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H14ClN7O · HCl · xH2O
CAS Number:
Molecular Weight:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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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+
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
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
Ningyong Xu et al.
PloS one, 16(4), e0250095-e0250095 (2021-04-24)
Collective migration of endothelial cells is important for wound healing and angiogenesis. During such migration, each constituent endothelial cell coordinates its magnitude and direction of migration with its neighbors while retaining intercellular adhesion. Ensuring coordination and cohesion involves a variety
Xu Yang et al.
Oxidative medicine and cellular longevity, 2020, 3921897-3921897 (2020-11-17)
Previous studies have shown that high salt induces artery stiffness by causing endothelial dysfunction via increased sodium influx. We used our unique split-open artery technique combined with protein biochemistry and in vitro measurement of vascular tone to test a hypothesis

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