174756-44-6

Basic information

• Product Name: Propanamide,2-[[[4-[(3-fluorophenyl)methoxy]phenyl]methyl]amino]-, (2R)-
• Synonyms: Propanamide,2-[[[4-[(3-fluorophenyl)methoxy]phenyl]methyl]amino]-, (R)-; (R)-2-[[4-[(3-Fluorobenzyl)oxy]benzyl]amino]propanamide;FCE 28073
• CAS NO: 174756-44-6
• Molecular Formula: C17H19 F N2 O2
• Molecular Weight: 302.348
• Mol File: 174756-44-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Propanamide,2-[[[4-[(3-fluorophenyl)methoxy]phenyl]methyl]amino]-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanamide,2-[[[4-[(3-fluorophenyl)methoxy]phenyl]methyl]amino]-, (2R)-(174756-44-6)
• EPA Substance Registry System: Propanamide,2-[[[4-[(3-fluorophenyl)methoxy]phenyl]methyl]amino]-, (2R)-(174756-44-6)

Safety Data

• Hazardous Substances Data: 174756-44-6(Hazardous Substances Data)

Usage

General Description

Propanamide, 2-[[[4-[(3-fluorophenyl)methoxy]phenyl]methyl]amino]-, (2R)- is a chemical compound with the molecular formula C21H23FN2O2. It is a derivative of propanamide and is commonly known as the (2R)-enantiomer. Propanamide,2-[[[4-[(3-fluorophenyl)methoxy]phenyl]methyl]amino]-, (2R)- is a potential pharmaceutical drug with various biological activities, including the inhibition of serotonin and norepinephrine reuptake. It has been studied for its potential applications in the treatment of depression and anxiety disorders. The chemical structure of Propanamide, 2-[[[4-[(3-fluorophenyl)methoxy]phenyl]methyl]amino]-, (2R)- consists of a propanamide core with a complex substituent containing a fluorophenyl group and a methoxyphenylmethylamino group, which contribute to its pharmacological properties.

Upstream product

• 66742-57-2 4-(3-fluoro-benzyloxy)-benzaldehyde 
• 71810-97-4 D-alaninamide hydrochloride 
• 80222-96-4 2-aminopropanamide hydrochloride 
• 33208-99-0 (S)-alaninamide hydrochloride 
• 1161738-35-7 (R)-2-[4-(3-fluorobenzyloxy)benzylideneamino]propanamide 
• 456-47-3 3-fluoro-benzenemethanol 
• 35661-38-2 N-(9-fluorenylmethoxycarbonyl)-D-alanine 
• 211617-68-4 4-(triisopropylsilyloxy)benzaldehyde 

Downstream Products

• 202825-46-5 (R)-2-[4-(3-fluorobenzyloxy)benzylamino]propanamide methanesulfonate 

Relevant articles and documents

ALPHA-AMINOAMIDE DERIVATIVES USEFUL IN THE TREATMENT OF PSYCHIATRIC DISORDERS

The disclosure relates to pharmacotherapy of a psychiatric disorder which is schizophrenia and/or anxiety, wherein schizophrenia includes schizophrenia related disorders such as brief psychotic disorders, delusional disorders, schizoaffective disorders, a

Solid-phase synthesis and insights into structure-activity relationships of safinamide analogues as potent and selective inhibitors of type B monoamine oxidase

Safinamide, (S)-N2-{4-[(3-fluorobenzyl)oxy]benzyl}alaninamide methanesulfonate, which is in phase III clinical trials as an anti-Parkinson drug, and a library of alkanamidic analogues were prepared through an expeditious solid-phase synthesis and evaluated for their monoamine oxidase B (MAO-B) and monoamine oxidase A (MAO-A) inhibitory activity and selectivity. (S)-3-Chlorobenzyloxyalaninamide (8) and (S)-3-chlorobenzyloxyserinamide (13) derivatives proved to be more potent MAO-B inhibitors than safinamide (IC 50 = 33 and 43 nM, respectively, vs 98 nM) but with a lower MAO-B selectivity (SI = 3455 and 1967, respectively, vs 5918). The highest MAO-B inhibitory potency (IC50 = 17 nM) and a good selectivity (SI = 2941) were displayed by (R)-21, a tetrahydroisoquinoline analogue of safinamide. Structure-affinity relationships and docking simulations pointed out strong negative steric effects of α-aminoamide side chains and para substituents of the benzyloxy groups and favorable hydrophobic interactions of meta substituents. The significantly diverse MAO-B affinities of a number of R and S α-aminoamide enantiomers, including the two rigid analogues (21) of safinamide, indicated likely enantioselective interactions at the enzymatic binding sites.