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Merck

A7410

Amiloride hydrochloride hydrate

≥98% (HPLC), powder, T-type calcium channel blocker

Synonym(s):

N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C6H8ClN7O · HCl · xH2O
CAS Number:
2016-88-8
Molecular Weight:
266.09 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24277817
NACRES:
NA.77
MDL number:
MFCD03703482

Product Name

Amiloride hydrochloride hydrate, ≥98% (HPLC), powder

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

assay

≥98% (HPLC)

form

powder

color

, White to Yellow and Faint Green to Green and Yellow-Green

mp

285-288 °C (dec.)

solubility

H2O: 50 mg/mL, hazy (Very Faint Yellow to Dark Yellow and Very Faint Green-Yellow to Dark Green-Yellow and Very Faint Brown-Yellow to Dark Brown-Yellow)

originator

Perrigo

storage temp.

room temp

Quality Level

200

Gene Information

human ... ABP1(26), ACCN1(40), ACCN2(41), PLAU(5328), SCNN1A(6337), SCNN1B(6338), SCNN1D(6339), SCNN1G(6340), SLC9A1(6548), TNF(7124)
mouse ... Abp1(76507), Accn1(11418), Accn2(11419), Plau(18792), Scnn1a(20276), Scnn1b(20277), Scnn1d(140501), Scnn1g(20278), Slc9a1(20544)
rat ... Abp1(65029), Accn1(25364), Accn2(79123), Plau(25619), Scnn1a(25122), Scnn1b(24767), Scnn1g(24768), Slc9a1(24782)

Related Categories

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 Ca2+ and epithelial sodium channel blocker
Selective T-type calcium channel blocker and blocker of epithelial sodium channel. Selective inhibitor of urokinase plasminogen activator (uPA).

Disclaimer

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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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0559
BCCN5044
BCCF8925
BCBZ9810
BCBP7839V

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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+
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.
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
Tarunya Arun et al.
Brain : a journal of neurology, 136(Pt 1), 106-115 (2013-02-01)
Neurodegeneration is the main cause for permanent disability in multiple sclerosis. The effect of current immunomodulatory treatments on neurodegeneration is insufficient. Therefore, direct neuroprotection and myeloprotection remain an important therapeutic goal. Targeting acid-sensing ion channel 1 (encoded by the ASIC1
Takeshi Imai et al.
Journal of clinical medicine, 7(3) (2018-03-08)
After spinal cord injury (SCI), secondary injury results in an expanding area of glial cell apoptosis. Oligodendrocyte precursor cells (OPCs) actively proliferate after SCI, but many of these cells undergo apoptosis. One of the factors that exacerbates secondary injury is
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Product Information Sheet - A7410

Product Information Sheet

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