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D8190

Sigma-Aldrich

3′,4′-Dichlorobenzamil hydrochloride

>98% (HPLC)

Synonym(s):

L-594,881

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About This Item

Empirical Formula (Hill Notation):
C13H12N7OCl3 · HCl
CAS Number:
928621-15-2
Molecular Weight:
425.10
MDL number:
MFCD03839362
UNSPSC Code:
12352200
PubChem Substance ID:
24278390
NACRES:
NA.77

Assay

>98% (HPLC)

form

solid

color

yellow

solubility

DMSO: soluble 30 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

NC1=NC(N)=C(Cl)N=C1C(NC(NCC2=CC(Cl)=C(Cl)C=C2)=N)=O.Cl

InChI

1S/C13H12Cl3N7O.ClH/c14-6-2-1-5(3-7(6)15)4-20-13(19)23-12(24)8-10(17)22-11(18)9(16)21-8;/h1-3H,4H2,(H4,17,18,22)(H3,19,20,23,24);1H

InChI key

LPHAOBPPRPXQLQ-UHFFFAOYSA-N

Biochem/physiol Actions

Inhibits Na+/Ca2+ exchanger, Na+ transport and sarcoplasmic reticulum Ca2+ release channels.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

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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J P Danaceau et al.
The Journal of general physiology, 115(6), 759-768 (2000-06-01)
Olfactory receptor neurons (ORNs) from the squid, Lolliguncula brevis, respond to the odors l-glutamate or dopamine with increases in internal Ca(2+) concentrations ([Ca(2+)](i)). To directly asses the effects of increasing [Ca(2+)](i) in perforated-patched squid ORNs, we applied 10 mM caffeine
S J Kleene
The Journal of membrane biology, 178(1), 49-54 (2000-11-04)
In vertebrates, cilia on the olfactory receptor neurons have a high density of cyclic-nucleotide-gated (CNG) channels. During transduction of odorous stimuli, cyclic AMP is formed. cAMP gates the CNG channels and this initiates the neuronal depolarization. Here it is shown
G Schultheiss et al.
The Journal of membrane biology, 195(3), 183-196 (2004-01-16)
In the epithelium of rat distal colon the acetylcholine analogue carbachol induces a transient increase of short-circuit current (Isc) via stimulation of cellular K+ conductances. Inhibition of the turnover of inositol-1,4,5-trisphosphate (IP3) by LiCl significantly reduced both the amplitude and
C G Ponte et al.
European journal of pharmacology, 391(1-2), 11-20 (2000-03-18)
Dichlorobenzamil, phenamil and other amiloride analogs (1-100 microM) elicit transient tension in rabbit skinned muscle fibers. Tension requires preloading of Ca(2+) into the sarcoplasmic reticulum, is facilitated by low-[Mg(2+)] solutions, abolished by ruthenium red or by functional disruption of the
G H Liang et al.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 60(1), 43-50 (2009-05-15)
We investigated the effects of the selective inhibitor of Na(+)/Ca(2+) exchanger (NCX), 2',4'- and 3',4'-dichlorobenzamil (DCB), on large-conductance Ca(2+)-activated K(+) (BK(Ca)) channels in cultured human umbilical vein endothelial cells (HUVECs) and fresh isolated mouse aortic smooth muscle cells (MASMCs) using
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