- Benzamil
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ImageFile = Benzamil.png
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IUPACName = 3,5-diamino-N- [(1E)- amino(benzylamino)methylidene] - 6-chloropyrazine-2-carboxamide
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Section1 = Chembox Identifiers
CASNo =
PubChem = 108107
MeSHName=benzamil
SMILES = Clc2nc(C(=O)N=C(/N)NCc1ccccc1)c(N)nc2N
Section2 = Chembox Properties
Formula = C13H14ClN7O
MolarMass = 319.75 g/mol
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Autoignition =Benzamil or benzyl amiloride is a sodium-calcium exchange blocker. [cite journal
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last = Gomez-Sanchez
first = E. P.
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coauthors = Gomez-Sanchez C. E.
date =
year = 1995
month = Sep
title = Effect of central infusion of benzamil on Dahl S rat hypertension
journal = Am J Physiol
volume =
issue = 269(3 Pt 2)
pages = H1044-7
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location = Research Service, Harry S Truman Memorial Veterans Hospital, Columbia, Missouri, USA.
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pmid = 7573500
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id =
url = http://www.ncbi.nlm.nih.gov/pubmed/7573500
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accessdate = 2008-05-01
quote = ] [cite journal
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last = Lee
first = Y. S.
authorlink =
coauthors = Sayeed, M. M. : Wurster, R. D.
date = 6
year = 1995
month = Jan
title = Intracellular Ca2+ mediates the cytotoxicity induced by bepridil and benzamil in human brain tumor cells.
journal = : Cancer Letters
volume = 88
issue = 1
pages = 87–91
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issn = 0304-3835
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url = http://grande.nal.usda.gov/ibids/index.php?mode2=detail&origin=ibids_references&therow=54226
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accessdate = 2008-05-01
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quote = ] It is a potent analog ofamiloride , and is marketed as thehydrochloride salt (benzamil hydrochloride). As amiloride, benzamil has been studied as a possible treatment forcystic fibrosis ,cite journal |author=Rodgers HC, Knox AJ |title=The effect of topical benzamil and amiloride on nasal potential difference in cystic fibrosis |journal=Eur. Respir. J. |volume=14 |issue=3 |pages=693–6 |year=1999 |month=September |pmid=10543294 |doi= |url=http://erj.ersjournals.com/cgi/pmidlookup?view=long&pmid=10543294] although with disappointing results.cite journal |author=Hirsh AJ, Sabater JR, Zamurs A, "et al" |title=Evaluation of second generation amiloride analogs as therapy for cystic fibrosis lung disease |journal=J. Pharmacol. Exp. Ther. |volume=311 |issue=3 |pages=929–38 |year=2004 |month=December |pmid=15273255 |doi=10.1124/jpet.104.071886 |url=http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=15273255]tructure
Benzamil is a
benzyl group-containing analog of amiloride. Like amiloride, it is a guanidinium group-containingpyrazine derivative.Mechanism of action
Benzamil is closly related to
amiloride . By adding the benzyl group to the nitrogen of the guanidinium group the activity is increased several hundred-fold. [cite journal
quotes =
last = Kleyman
first = T. R.
authorlink =
coauthors = Cragoe E. J. Jr.
date =
year = 1988
month = Oct
title = Amiloride and its analogs as tools in the study of ion transport
journal = J Membr Biol
volume = 105
issue = 1
pages = 1–21
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location =
issn =
pmid = 2852254
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accessdate = 2008-05-01
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quote = ]Amiloride works by directly blocking the
epithelial sodium channel (ENaC) thereby inhibitingsodium reabsorption in thedistal convoluted tubule s and collecting ducts in thekidney s (this mechanism is the same fortriamterene ). This promotes the loss of sodium and water from the body, but without depletingpotassium .References
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