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Substance Name: Amiloride [INN:BAN]
RN: 2609-46-3
UNII: 7DZO8EB0Z3
InChIKey: XSDQTOBWRPYKKA-UHFFFAOYSA-N

Note

  • A pyrazine compound inhibiting SODIUM reabsorption through SODIUM CHANNELS in renal EPITHELIAL CELLS. This inhibition creates a negative potential in the luminal membranes of principal cells, located in the distal convoluted tubule and collecting duct. Negative potential reduces secretion of potassium and hydrogen ions. Amiloride is used in conjunction with DIURETICS to spare POTASSIUM loss. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p705).

Molecular Formula

  • C6-H8-Cl-N7-O

Molecular Weight

  • 229.63
 

Classification Codes

  • Acid Sensing Ion Channel Blockers
  • Diuretics
  • Epithelial Sodium Channel Blockers
  • Membrane Transport Modulators
  • Natriuretic Agents
  • Sodium Channel Blockers

Names and Synonyms

Name of Substance

  • Amiloride
  • Amiloride [INN:BAN]

MeSH Heading

  • Amiloride

Synonyms

  • Amilorida
  • Amilorida [INN-Spanish]
  • Amiloride
  • Amiloridum
  • Amiloridum [INN-Latin]
  • Amipramidin
  • Amipramizid
  • CCRIS 6545
  • EINECS 220-024-7
  • Guanamprazin
  • N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide
  • N-Amidino-3,5-diamino-6-chlorpyrazincarboxamid
  • UNII-7DZO8EB0Z3

Systematic Names

  • Amiloride
  • Pyrazinecarboxamide, 3,5-diamino-N-(aminoiminomethyl)-6-chloro-

Registry Numbers

CAS Registry Number

  • 2609-46-3

FDA UNII

  • 7DZO8EB0Z3

Related Registry Numbers

  • 17440-83-4 (hydrochloride)
  • 2016-88-8 (anhydrous hydrochloride)

System Generated Number

  • 0002609463

Structure Descriptors

InChI

InChI=1S/C6H8ClN7O/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)

InChIKey

XSDQTOBWRPYKKA-UHFFFAOYSA-N

Smiles

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

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 241 deg C   EXP
log P (octanol-water) 0.090 (none)   EST
Atmospheric OH Rate Constant 2.13E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.