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Key Documents

SML0025

Sigma-Aldrich

Safinamide mesylate salt

≥98% (HPLC)

Synonym(s):

(S)-(+)-2-[[4-(3-Fluorobenzoxy)benzyl]amino]propanamide; (S)-2-[[4-[(3-Fluorobenzyl)oxy]benzyl]amino]propanamide; FCE-26743; PNU-151774E, NW-1015;

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About This Item

Empirical Formula (Hill Notation):
C17H19FN2O2 · xCH4O3S
CAS Number:
Molecular Weight:
302.34 (free base basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +9.5 to +14°, c = 1 (95% acetic acid)

color

white to tan

solubility

H2O: ≥15 mg/mL

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.C[C@H](NCc1ccc(OCc2cccc(F)c2)cc1)C(N)=O

InChI

1S/C17H19FN2O2.CH4O3S/c1-12(17(19)21)20-10-13-5-7-16(8-6-13)22-11-14-3-2-4-15(18)9-14;1-5(2,3)4/h2-9,12,20H,10-11H2,1H3,(H2,19,21);1H3,(H,2,3,4)/t12-;/m0./s1

InChI key

YKOCHIUQOBQIAC-YDALLXLXSA-N

Gene Information

human ... MAOB(4129)

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Application

Safinamide mesylate salt has been used as a reference drug to study its inhibitory effect on human monoamine oxidases (hMAO-A and hMAO-B).
Safinamide mesylate salt may be used in cell signaling studies.

Biochem/physiol Actions

Safinamide is a highly selective and reversible monoamine oxidase type B (MAO-B) inhibitor that increases neostriatal dopamine concentration. In addition, safinamide is voltage-dependent sodium and calcium channel blocker. It 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.
Safinamide mesylate prevents dopamine reuptake and is effective in the treatment of epilepsy and Parkinson′s disease.

Features and Benefits

This compound is featured on the Calcium Channels and Dopamine and Norepinephrine Metabolism pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 2

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Inhibition of human monoamine oxidase: biological and molecular modeling studies on selected natural flavonoids
Carradori S, et al.
Journal of Agricultural and Food Chemistry, 64(47), 9004-9011 (2016)

Articles

Voltage-gated sodium channels are present in most excitable cell membranes and play an important role in generating action potentials.

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