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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:
202825-46-5
Molecular Weight:
302.34 (free base basis)
MDL number:
MFCD15145475
UNSPSC Code:
12352200
PubChem Substance ID:
329825096
NACRES:
NA.77

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

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H319,H361d

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Se Eun Park et al.
Journal of agricultural and food chemistry, 68(39), 10719-10729 (2020-09-02)
Luteolin, a flavonoid widely distributed in the plant kingdom, contains two benzene rings and hydroxyl groups, and this structural specificity contributes to its diverse biological activities. However, no previous studies have simultaneously investigated the therapeutic potency of luteolin isolated from
Diana Duarte et al.
International journal of molecular sciences, 22(14) (2021-07-25)
Several central nervous system (CNS) drugs exhibit potent anti-cancer activities. This study aimed to design a novel model of combination that combines different CNS agents and antineoplastic drugs (5-fluorouracil (5-FU) and paclitaxel (PTX)) for colorectal and breast cancer therapy, respectively.

Articles

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Sodium Channels

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

Sodium Channels

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

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