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Key Documents

A7410

Sigma-Aldrich

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:
Molecular Weight:
266.09 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

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

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

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ying Li et al.
International journal of nanomedicine, 12, 8557-8572 (2017-12-15)
Although widely used in chemotherapy, free doxorubicin (Dox) might enhance cell malignancy undesirably. Liposomal Dox (Doxlipo) has been clinically approved for the treatment of breast cancer due to reduced systematical toxicity and increased tumor targeting, yet the transcriptome-wide elucidation of
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+
E Hansson
The Journal of biological chemistry, 269(35), 21955-21961 (1994-09-02)
The activation of metabotropic glutamate receptors (mGluRs) by 1-aminocyclopentane-1,3-dicarboxylic acid (1S,3R-ACPD) or ibotenate induced a rapid cell volume increase in primary cultures of type 1 astroglial cells from the cerebral cortex of a newborn rat. These relative volume changes and
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
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

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