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A7410

Sigma-Aldrich

Amiloride hydrochloride hydrate

≥98% (HPLC), powder

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Synonym(s):
N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride hydrate
Empirical Formula (Hill Notation):
C6H8ClN7O · HCl · xH2O
CAS Number:
Molecular Weight:
266.09 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

yellow

mp

285-288 °C (dec.)

solubility

H2O: 50 mg/mL, clear, yellow-green

originator

Perrigo

storage temp.

room temp

SMILES string

O.Cl.NC(=N)NC(=O)c1nc(Cl)c(N)nc1N

InChI

1S/C6H8ClN7O.ClH.H2O/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11;;/h(H4,8,9,13)(H4,10,11,14,15);1H;1H2

InChI key

WDZJJRLYFQNCQL-UHFFFAOYSA-N

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This Item
A4562B2417SML0460
Amiloride hydrochloride hydrate ≥98% (HPLC), powder

A7410

Amiloride hydrochloride hydrate

Benzamil hydrochloride hydrate ≥98% (HPLC)

B2417

Benzamil hydrochloride hydrate

Methylhexanamine hydrochloride ≥98% (HPLC)

SML0460

Methylhexanamine hydrochloride

assay

≥98% (HPLC)

assay

-

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

-

storage temp.

room temp

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

solubility

H2O: 50 mg/mL, clear, yellow-green

solubility

-

solubility

methanol: 10 mg/mL, DMSO: >20 mg/mL

solubility

H2O: 5 mg/mL (clear solution)

color

yellow

color

-

color

yellow

color

white to beige

Application

Amiloride is a selective T-type calcium channel blocker, an epithelial sodium channel blocker and a selective inhibitor of urokinase plasminogen activator (uPA). Amiloride has been used in a study to develop an alternative treatment for constipation.

Biochem/physiol Actions

Selective T-type calcium channel blocker and blocker of epithelial sodium channel. Selective inhibitor of urokinase plasminogen activator (uPA).

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acid-Sensing (Proton-gated) Ion Channels (ASICs) and Imidazoline Binding Sites pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Perrigo. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Caution

Protect from light.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Cristina Matthewman et al.
American journal of physiology. Cell physiology, 311(6), C920-C930 (2016-10-21)
Hyperactivated DEG/ENaC channels cause neuronal death mediated by intracellular Ca2+ overload. Mammalian ASIC1a channels and MEC-4(d) neurotoxic channels in Caenorhabditis elegans both conduct Na+ and Ca2+, raising the possibility that direct Ca2+ influx through these channels contributes to intracellular Ca2+
Tengis S Pavlov et al.
Journal of the American Society of Nephrology : JASN, 24(7), 1053-1062 (2013-04-20)
Various stimuli, including hormones and growth factors, modulate epithelial sodium channels (ENaCs), which fine-tune Na(+) absorption in the kidney. Members of the EGF family are important for maintaining transepithelial Na(+) transport, but whether EGF influences ENaC, perhaps mediating salt-sensitive hypertension
Tiphaine Dejouvencel et al.
Blood, 115(10), 2048-2056 (2009-12-10)
Fibrinolysis and pericellular proteolysis depend on molecular coassembly of plasminogen and its activator on cell, fibrin, or matrix surfaces. We report here the existence of a fibrinolytic cross-talk mechanism bypassing the requirement for their molecular coassembly on the same surface.
Stephanie Denk et al.
Journal of immunology (Baltimore, Md. : 1950), 198(12), 4846-4854 (2017-05-12)
During sepsis, excessive activation of the complement system with generation of the anaphylatoxin C5a results in profound disturbances in crucial neutrophil functions. Moreover, because neutrophil activity is highly dependent on intracellular pH (pH
Takanori Tsujimura et al.
The Journal of physiology, 597(11), 2949-2963 (2019-04-30)
Afferents carried by the superior laryngeal nerve play a primary role in the initiation of laryngeal mechanically evoked swallows in anaesthetized rats. Amiloride and its analogues inhibit swallowing evoked by mechanical stimulation, but not swallowing evoked by chemical and electrical

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Analysis of 20 pharmaceutical compounds in calf serum using Supel™ Swift HLB SPE cartridge for cleanup and LC-MS determination and another commercially available HLB cartridge for comparison.

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