Amiloride Hydrochloride Dihydrate

  • CAT Number: A000858
  • CAS Number: 17440-83-4
  • Molecular Formula: C6H13Cl2N7O3
  • Molecular Weight: 302.12
  • Purity: ≥95%
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Amiloride is a potassium-sparing diuretic, first approved for use in 1967 (then known as MK 870), used in the management of hypertension and congestive heart failure. Amiloride works by directly blocking the epithelial sodium channel (ENaC) thereby inhibiting sodium reabsorption in the late distal convoluted tubules, connecting tubules, and collecting ducts in the kidneys (this mechanism is the same for triamterene). This promotes the loss of sodium and water from the body, but without depleting potassium.

Catalog Number A000858
CAS Number 17440-83-4
Molecular Formula

C6H13Cl2N7O3

Purity 95%
Target Sodium Channel
Solubility >14.1mg/mL in DMSO
Storage -20°C
InChI InChI=1S/C6H8ClN7O.ClH/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
InChIKey LTKVFMLMEYCWMK-UHFFFAOYSA-N
SMILES C1(=C(N=C(C(=N1)Cl)N)N)C(=O)N=C(N)N.O.O.Cl
Reference

1: Goldman WJ, Skeggs HR, Scott W, Baer JE, Mattis PA. Effects of the chronic
administration of amiloride hydrochloride
(N-amidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride dihydrate) on
electrolyte balance in the dog. J Pharmacol Exp Ther. 1971 Nov;179(2):438-46.
PubMed PMID: 5133613.
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2: Baer JE, Jones CB, Spitzer SA, Russo HF. The potassium-sparing and natriuretic
activity of N-amidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride
dihydrate (amiloride hydrochloride). J Pharmacol Exp Ther. 1967
Aug;157(2):472-85. PubMed PMID: 6039836.
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3: Pattanayak RD, Rajhans P, Shakya P, Gautam N, Khandelwal SK. Lithium-induced
polyuria and amiloride: Key issues and considerations. Indian J Psychiatry. 2017
Jul-Sep;59(3):391-392. doi: 10.4103/psychiatry.IndianJPsychiatry_168_17. PubMed
PMID: 29085107; PubMed Central PMCID: PMC5659098.
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4: Barbaro NR, Foss JD, Kryshtal DO, Tsyba N, Kumaresan S, Xiao L, Mernaugh RL,
Itani HA, Loperena R, Chen W, Dikalov S, Titze JM, Knollmann BC, Harrison DG,
Kirabo A. Dendritic Cell Amiloride-Sensitive Channels Mediate Sodium-Induced
Inflammation and Hypertension. Cell Rep. 2017 Oct 24;21(4):1009-1020. doi:
10.1016/j.celrep.2017.10.002. PubMed PMID: 29069584; PubMed Central PMCID:
PMC5674815.
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5: Larrazabal CS, Carretta MD, Hidalgo MA, Burgos RA. Amiloride interferes with
platelet- activating factor-induced respiratory burst and MMP-9 release in bovine
neutrophils independent of Na(+)/H(+) exchanger 1. Vet Immunol Immunopathol. 2017
Sep;191:68-73. doi: 10.1016/j.vetimm.2017.08.007. Epub 2017 Aug 26. PubMed PMID:
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6: Unruh ML, Pankratz VS, Demko JE, Ray EC, Hughey RP, Kleyman TR. Trial of
Amiloride in Type 2 Diabetes with Proteinuria. Kidney Int Rep. 2017
Sep;2(5):893-904. doi: 10.1016/j.ekir.2017.05.008. Epub 2017 May 17. PubMed PMID:
28890943; PubMed Central PMCID: PMC5584552.

<br>
7: Wheatley CM, Baker SE, Taylor BJ, Keller-Ross ML, Chase SC, Carlson AR, Wentz
RJ, Snyder EM, Johnson BD. Influence of Inhaled Amiloride on Lung Fluid Clearance
in Response to Normobaric Hypoxia in Healthy Individuals. High Alt Med Biol. 2017
Sep 6. doi: 10.1089/ham.2017.0032. [Epub ahead of print] PubMed PMID: 28876128.

<br>
8: Besson T, Lingueglia E, Salinas M. Pharmacological modulation of Acid-Sensing
Ion Channels 1a and 3 by amiloride and 2-guanidine-4-methylquinazoline (GMQ).
Neuropharmacology. 2017 Oct;125:429-440. doi: 10.1016/j.neuropharm.2017.08.004.
Epub 2017 Aug 9. PubMed PMID: 28802647.

<br>
9: Patwardhan NN, Ganser LR, Kapral GJ, Eubanks CS, Lee J, Sathyamoorthy B,
Al-Hashimi HM, Hargrove AE. Amiloride as a new RNA-binding scaffold with activity
against HIV-1 TAR. Medchemcomm. 2017 May 1;8(5):1022-1036. doi:
10.1039/C6MD00729E. Epub 2017 Mar 15. PubMed PMID: 28798862; PubMed Central
PMCID: PMC5546750.
<br>

10: Bedussi F, Galli D, Fragni M, Valcamonico F, Rossini E, Dalla Volta A,
Vezzoli S, Roca E, Ferrari V, Lazzari B, Memo M, Sigala S, Berruti A. Amiloride
Is Effective in the Management of Abiraterone-Induced Mineralocorticoid Excess
Syndrome without Interfering with Its Antineoplastic Activity. Pharmacology. 2017
Aug 11;100(5-6):261-268. doi: 10.1159/000477547. [Epub ahead of print] PubMed
PMID: 28797006.

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