Benzamil

Modify Date: 2024-01-02 14:20:25

Benzamil Structure
Benzamil structure
Common Name Benzamil
CAS Number 2898-76-2 Molecular Weight 356.21100
Density N/A Boiling Point N/A
Molecular Formula C13H14ClN7O Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Benzamil


Benzamil (Benzylamiloride), an Amiloride analogue, is a Na+/Ca2+ exchanger (NCX) inhibitor (IC50~100 nM). Benzamil also is a non-selective Deg/epithelial sodium channels (ENaC) blocker, and can potentiate myogenic vasoconstriction. Benzamil inhibits TRPP3-mediated Ca2+-activated currents, with an IC50 of 1.1 μM[1][2][3].

 Names

Name 3,5-diamino-N-(N'-benzylcarbamimidoyl)-6-chloropyrazine-2-carboxamide
Synonym More Synonyms

 Benzamil Biological Activity

Description Benzamil (Benzylamiloride), an Amiloride analogue, is a Na+/Ca2+ exchanger (NCX) inhibitor (IC50~100 nM). Benzamil also is a non-selective Deg/epithelial sodium channels (ENaC) blocker, and can potentiate myogenic vasoconstriction. Benzamil inhibits TRPP3-mediated Ca2+-activated currents, with an IC50 of 1.1 μM[1][2][3].
Related Catalog
In Vitro Benzamil (Benzylamiloride) inhibits neuronal and heterologously expressed small conductance Ca2+-activated K2+ channels[4].
In Vivo Benzamil (Benzylamiloride) (0.7 mg/kg/day; s.c.) treated stroke-prone spontaneously hypertensive rats (SHRSP) survived, on average, until 16.1 weeks of age in SHRSP rats[5].
References

[1]. Fischer KG, et al. Characterization of a Na(+)-Ca(2+) exchanger in podocytes. Nephrol Dial Transplant. 2002 Oct;17(10):1742-50.

[2]. Wang X, et al. Effects of amiloride, benzamil, and alterations in extracellular Na+ on the rat afferent arteriole and its myogenic response. Am J Physiol Renal Physiol. 2008 Jul;295(1):F272-82.

[3]. Dai XQ, et al. Inhibition of TRPP3 channel by amiloride and analogs. Mol Pharmacol. 2007 Dec;72(6):1576-85.

[4]. Castañeda MS, et al. Benzamil inhibits neuronal and heterologously expressed small conductance Ca2+-activated K+channels. Neuropharmacology. 2019 Nov 1;158:107738.

[5]. Teiwes J, et al. Epithelial sodium channel inhibition in cardiovascular disease. A potential role for amiloride. Am J Hypertens. 2007 Jan;20(1):109-17.

 Chemical & Physical Properties

Molecular Formula C13H14ClN7O
Molecular Weight 356.21100
Exact Mass 355.07200
PSA 145.30000
LogP 3.59470
Storage condition 2-8°C

 Safety Information

Hazard Codes Xi
Risk Phrases 36/37/38
Safety Phrases 26-36
RIDADR UN 2811
HS Code 2934999090

 Synthetic Route

~73%

Benzamil Structure

Benzamil

CAS#:2898-76-2

Literature: BOEHRINGER INGELHEIM INTERNATIONAL GMBH; KLEY, Joerg; HAERLE, Daniel; LINZ, Guenter; STEHLE, Sandra Patent: WO2013/64451 A1, 2013 ; Location in patent: Page/Page column 37; 38 ;

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Benzamil Structure

Benzamil

CAS#:2898-76-2

Literature: BOEHRINGER INGELHEIM INTERNATIONAL GMBH; KLEY, Joerg; HAERLE, Daniel; LINZ, Guenter; STEHLE, Sandra Patent: WO2013/64451 A1, 2013 ;

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

GNF-Pf-192
Benzamil
3,5-diamino-6-chloro-pyrazine-2-carboxylic acid benzylcarbamimidoyl-amide
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