amiloride   

GtoPdb Ligand ID: 2421

Synonyms: amiloride HCl | Midamor®
amiloride is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Amiloride is a loop diuretic drug.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 159.29
Molecular weight 229.05
XLogP -0.47
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES NC(=NC(=O)c1nc(Cl)c(nc1N)N)N
Isomeric SMILES NC(=NC(=O)c1nc(Cl)c(nc1N)N)N
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)
InChI Key XSDQTOBWRPYKKA-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Used in the treatment of congestive heart failure or hypertension as an adjunctive treatment to thiazide diuretics or other kaliuretic-diuretic agents.
Amiloride, along with riluzole and fluoxetine are repurposing candidates as potential therapeutics for secondary progressive multiple sclerosis (SPMS or late MS), having already been shown to provide neuroprotective benefit [1,3,5-6]. A Phase II clinical trial (NCT01910259, MS-SMART trial) is recruiting patients (April 2015).
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT01910259 MS-SMART: Multiple Sclerosis-Secondary Progressive Multi-Arm Randomisation Trial Phase 2 Interventional University College, London
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