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Safinamide

Names

[ CAS No. ]:
133865-89-1

[ Name ]:
Safinamide

[Synonym ]:
(S)-(+)-2-[4-(3-fluorobenzyloxy)benzylamino]-propanamide
(2S)-2-[4-(3-fluorobenzyloxy)benzylamino]propionamide
Safinamide
N-{4-[(3-Fluorobenzyl)oxy]benzyl}-L-alaninamide
(2S)-2-[[[4-[(3-Fluorophenyl)methoxy]phenyl]methyl]amino]propanamide
(S)-2-[[4-[(3-Fluorobenzyl)oxy]benzyl]amino]propionamide
ZVY1&M1R DO1R CF &&L or S Form
Propanamide, 2-[[[4-[(3-fluorophenyl)methoxy]phenyl]methyl]amino]-, (2S)-

Biological Activity

[Description]:

Safinamide (EMD 1195686; FCE 26743) selectively and reversibly inhibits MAO-B with IC50 of 98 nM, exhibits 5918-fold selectivity against MAO-A.IC50 value: 98 nM [1]Target: MAO-BSafinamide (EMD 1195686; FCE 26743; ) is a highly selective and reversible monoamine oxidase type B (MAO-B) inhibitor that increases neostriatal dopamine concentration. In addition, Safinamide (EMD 1195686; FCE 26743; ) is voltage-dependent sodium and calcium channel blocker. Safinamide (EMD 1195686; FCE 26743; ) appears to bind to the batrachotoxin-sensitive site 2 of the voltage-sensitive sodium channels. Safinamide blocks N and L-type calcium channels and inhibits glutamate and aspartate release from synaptic terminals.

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase
Research Areas >> Neurological Disease

[References]

[1]. Leonetti F, et al. Solid-phase synthesis and insights into structure-activity relationships of safinamide analogues as potent and selective inhibitors of type B monoamine oxidase. J Med Chem, 2007, 50(20), 4909-4916.

[2]. Schapira AH. Safinamide in the treatment of Parkinson's disease. Expert Opin Pharmacother. 2010 Sep;11(13):2261-8.

[3]. Onofrj M, et al. An expert opinion on safinamide in Parkinson's disease. Expert Opin Investig Drugs. 2008 Jul;17(7):1115-25.

[4]. Chazot PL. Safinamide for the treatment of Parkinson's disease, epilepsy and restless legs syndrome. Curr Opin Investig Drugs. 2007 Jul;8(7):570-9.

[5]. Dal Bo L, et al. Bioassay of safinamide in biological fluids of humans and various animal species. Arzneimittelforschung. 2006;56(12):814-9. http://www.ncbi.nlm.nih.gov/pubmed/17260668


[Related Small Molecules]

Phenelzine (sulfate) | trans-2-Phenylcyclopropylamine hemisulfate salt | Clorgyline hydrochloride | Rosmarinic acid | pargyline hydrochloride | GSK-LSD1 Dihydrochloride | Rasagiline mesylate | Mofegiline hydrochloride | Paeonol | Iproniazid (phosphate) | TVP1022 | Minaprine | Nialamide | Desmethoxyyangonin | Eprobemide

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
476.7±40.0 °C at 760 mmHg

[ Melting Point ]:
208-212°

[ Molecular Formula ]:
C17H19FN2O2

[ Molecular Weight ]:
302.343

[ Flash Point ]:
242.1±27.3 °C

[ Exact Mass ]:
302.143066

[ PSA ]:
64.35000

[ LogP ]:
2.37

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.570

MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ RTECS ]:
TX1457385

Synthetic Route


Related Compounds