D8190
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:
Molecular Weight:
425.10
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
InChI key
LPHAOBPPRPXQLQ-UHFFFAOYSA-N
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
assay
>98% (HPLC)
form
solid
color
yellow
solubility
DMSO: soluble 30 mg/mL, H2O: insoluble
storage temp.
2-8°C
Quality Level
Related Categories
Biochem/physiol Actions
Inhibits Na+/Ca2+ exchanger, Na+ transport and sarcoplasmic reticulum Ca2+ release channels.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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
Physiological role of the sodium-calcium exchanger in tracheal smooth muscle of guinea pig.
Ricardo Espinosa-Tanguma
Journal of muscle research and cell motility, 25(8), 620-621 (2005-08-25)
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
Hardeep Kaur et al.
Biological & pharmaceutical bulletin, 33(4), 585-591 (2010-04-23)
The present study has been designed to investigate the modulatory role of dichlorobenzamil a Na(+)/Ca(2+) exchanger inhibitor in ischemic post-conditioning-induced neuroprotection in mice. Bilateral carotid artery occlusion followed by reperfusion, produced a significant rise in cerebral infarct size along with
D Taubert et al.
Diabetologia, 47(12), 2059-2071 (2005-01-22)
Chronic exposure to high concentrations of glucose has consistently been demonstrated to impair endothelium-dependent, nitric oxide (NO)-mediated vasodilation. In contrast, several clinical investigations have reported that acute exposure to high glucose, alone or in combination with insulin, triggers vasodilation. The
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