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amiloride

Structure via PubChem · Public domain (PubChem)

EntityQ419995· pop 27· linked from 725 articles

Also known as amiloride HCl, Midamor®, N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide, 3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide, Amiloridum, Amipramidine, Amilorida

Amiloride, sold under the trade name Midamor among others, is a medication typically used with other medications to treat high blood pressure or swelling due to heart failure or cirrhosis of the liver. Amiloride is classified as a potassium-sparing diuretic. Amiloride is often used together with another diuretic, such as a thiazide or loop diuretic. It is taken by mouth. Onset of action is about two hours and it lasts for about a day.

Chemical data

Formula
C6H8ClN7O
Molecular weight
229.63 g/mol
IUPAC name
3,5-diamino-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide
SMILES
C1(=C(N=C(C(=N1)Cl)N)N)C(=O)N=C(N)N
InChIKey
XSDQTOBWRPYKKA-UHFFFAOYSA-N
XLogP
-0.7
Polar surface area
159 Ų
H-bond donors
4
H-bond acceptors
5
Formal charge
0

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Research

12,588 papers

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Wikidata facts

Mass
229.048
Show 7 more facts
chemical formula
C₆H₈ClN₇O
isomeric SMILES
C1(=C(N=C(C(=N1)Cl)N)N)/C(=N/C(=N)N)/O
canonical SMILES
C1(=C(N=C(C(=N1)Cl)N)N)C(=O)N=C(N)N
Commons category
Amiloride
defined daily dose
10
stylized name
aMILoride
World Health Organisation international non-proprietary name
amiloride
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~15 min read

Article

27 sections
Contents
  • Medical uses
  • Specific populations
  • Diabetics
  • Poor kidney function
  • Lactation
  • Pregnancy
  • Contraindications
  • Adverse effects
  • Overdose
  • Interactions
  • Pharmacology
  • Mechanism of action
  • Diuresis
  • Miscellaneous
  • Pharmacokinetics
  • Absorption
  • Distribution
  • Metabolism
  • Excretion
  • Pharmacogenomics
  • Chemistry
  • History
  • Society and culture
  • Formulations and trade names
  • Research
  • References
  • External links

Amiloride, sold under the trade name Midamor among others, is a medication typically used with other medications to treat high blood pressure or swelling due to heart failure or cirrhosis of the liver. Amiloride is classified as a potassium-sparing diuretic. Amiloride is often used together with another diuretic, such as a thiazide or loop diuretic. It is taken by mouth. Onset of action is about two hours and it lasts for about a day.

Common side effects include high blood potassium, vomiting, loss of appetite, rash, and headache. The risk of high blood potassium is greater in those with kidney problems, diabetes, and those who are older. Amiloride blocks the epithelial sodium channel (ENaC) in the late distal tubule, connecting tubule, and collecting duct of the nephron, which both reduces absorption of sodium ion from the lumen of the nephron and reduces excretion of potassium ion into the lumen.

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