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
References
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Targeting ASIC1 in primary progressive multiple sclerosis: evidence of neuroprotection with amiloride.
Brain, 136 (Pt 1): 106-15. [PMID:23365093]
2. Inoue R, Okada T, Onoue H, Hara Y, Shimizu S, Naitoh S, Ito Y, Mori Y. (2001)
The transient receptor potential protein homologue TRP6 is the essential component of vascular alpha(1)-adrenoceptor-activated Ca(2+)-permeable cation channel.
Circ. Res., 88 (3): 325-32. [PMID:11179201]
3. Killestein J, Kalkers NF, Polman CH. (2005)
Glutamate inhibition in MS: the neuroprotective properties of riluzole.
J. Neurol. Sci., 233 (1-2): 113-5. [PMID:15949499]
4. Masereel B, Pochet L, Laeckmann D. (2003)
An overview of inhibitors of Na(+)/H(+) exchanger.
Eur J Med Chem, 38 (6): 547-54. [PMID:12832126]
5. Mostert J, Heersema T, Mahajan M, Van Der Grond J, Van Buchem MA, De Keyser J. (2013)
The effect of fluoxetine on progression in progressive multiple sclerosis: a double-blind, randomized, placebo-controlled trial.
ISRN Neurol, 2013: 370943. [PMID:23984093]
6. Mostert JP, Koch MW, Heerings M, Heersema DJ, De Keyser J. (2008)
Therapeutic potential of fluoxetine in neurological disorders.
CNS Neurosci Ther, 14 (2): 153-64. [PMID:18482027]
7. Nagata K, Duggan A, Kumar G, García-Añoveros J. (2005)
Nociceptor and hair cell transducer properties of TRPA1, a channel for pain and hearing.
J. Neurosci., 25 (16): 4052-61. [PMID:15843607]