129473-55-8

Usage

Uses

Used in Pharmaceutical Industry:
(S)-2-amino-3-methyl-N-phenylbutanamide is used as a GABA-A receptor agonist for its potential role in treating neurological disorders and conditions related to the central nervous system. Its agonistic activity on GABA-A receptors may contribute to its therapeutic effects.
Used in Neuroprotective Applications:
(S)-2-amino-3-methyl-N-phenylbutanamide is used as a protective agent against neurodegeneration due to its potential to shield neurons from damage and promote neuronal health. This application could be particularly relevant in the development of treatments for neurodegenerative diseases such as Alzheimer's, Parkinson's, and other conditions involving neuronal loss.

Upstream product

• 72-18-4 L-valine 
• 23601-86-7 (RS)-valine anilide 
• 99529-85-8 C₁₉H₁₈N₂O₃ 
• 5511-73-9 N-phthalimide l-valinyl chloride 
• 6306-54-3 N-phthaloyl L-valine 
• 13734-41-3 t-Boc-L-valine 
• 62-53-3 aniline 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 591-50-4 iodobenzene 
• 4540-60-7 L-valinamide 
• 108-86-1 bromobenzene 
• 126787-26-6 ((S)-2-methyl-1-phenylcarbamoylpropyl)carbamic acid tert-butyl ester 

Downstream Products

• 29618-28-8 (S)-N-benzoyl-valine anilide 
• 1000072-73-0 (S)-3-methyl-2-(((2S,3S)-3-methylaziridin-2-yl)methylamino)-N-phenylbutanamide 
• 1000072-70-7 (2S)-3-methyl-N-phenyl-2-((3-phenylaziridin-2-yl)methylamino)butanamide 
• 1000072-71-8 (S)-2-(((2R,3S)-3-((tert-butyldimethylsilyloxy)methyl)aziridin-2-yl)methylamino)-3-methyl-N-phenylbutanamide 
• 1000072-74-1 (S)-2-((R)-aziridin-2-ylmethylamino)-3-methyl-N-phenylbutanamide 
• 1187975-87-6 5-oxo-2-phenethyltetrahydrofuran-2-carboxylic acid ((S)-2-methyl-1-phenylcarbamoylpropyl)amide 
• 908253-01-0 (S)-N¹-phenyl-3-methylbutane-1,2-diamine 
• 1308326-92-2 C₁₆H₂₅N₃O₂ 
• 1375257-27-4 N-acetyl-(S)-4-isopropyl-1-phenylimidazolidine-2-one 
• 1375257-35-4 (S)-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropyl-1-phenylimidazolidin-2-one 
• 138522-39-1 (4S)-4-(1-methylethyl)-1-phenyl-2-imidazolidinone 

Relevant academic research and scientific papers

A study of the various factors that affect the properties of molecularly imprinted polymers

We evaluated the adsorbability and selectivity of (S)-valine anilide imprinted molecularly imprinted polymer (MIP) using a batch procedure that is both independent and precise. This study revealed important information about the relationship between the performance of MIPs and experimental factors such as the components of MIP synthesis and a reaction solvent. Herein, we also describe the problems associated with the preparation of a non-imprinted polymer, which is often used to evaluate the effect of a template molecule, and we propose a new type of reference polymer, blank polymer .

Asymmetric henry reaction catalyzed by a chiral dinuclear nickel complex

Several chiral polyfunctional ligands were conveniently synthesized from l-amino acids and used to prepare the dinuclear complex in situ. A novel bimetallic catalyst containing dinuclear nickel was developed and applied to the asymmetric Henry reaction. With the assistance of N-methylmorpholine, good enantio selectivities (up to 91% ee) and moderate yields (up to 72%) were obtained for aryl, heteroaryl, and aliphatic aldehydes. The pathway was air tolerant and easily manipulated, and the reagents were readily available. Georg Thieme Verlag Stuttgart. New York.

Amino Acid-Functionalized Metal-Organic Frameworks for Asymmetric Base–Metal Catalysis

We report a strategy to develop heterogeneous single-site enantioselective catalysts based on naturally occurring amino acids and earth-abundant metals for eco-friendly asymmetric catalysis. The grafting of amino acids within the pores of a metal-organic framework (MOF), followed by post-synthetic metalation with iron precursor, affords highly active and enantioselective (>99 % ee for 10 examples) catalysts for hydrosilylation and hydroboration of carbonyl compounds. Impressively, the MOF-Fe catalyst displayed high turnover numbers of up to 10 000 and was recycled and reused more than 15 times without diminishing the enantioselectivity. MOF-Fe displayed much higher activity and enantioselectivity than its homogeneous control catalyst, likely due to the formation of robust single-site catalyst in the MOF through site-isolation.

Linker, Antibody-Drug Conjugate Including Same and Use Thereof

Provided are a linker represented by Formula I or I′, an antibody-drug conjugate containing the same, and use of thereof, a pharmaceutical composition comprising the antibody-drug conjugate, and use of the antibody-drug conjugate for treating and/or preventing a disease.

Design, synthesis, and insecticidal activities of novel diamide derivatives with alpha-amino acid subunits

A series of diamide derivatives containing α-amino acids were designed and synthesized. These compounds were evaluated for their insecticidal activities against Plutella xylostella, Mythimna separate, Myzus persicae, and Tetranychus cinnabarinus. Most of the title compounds containing an l-phenylglycine skeleton were endowed with good activities at the concentration of 500 mg·L?1. Compounds (R)-A6 showed a potential value for further optimization as an insecticidal lead with the LC50 value of 86.8 mg·L?1.

Synthesis of chiral α-amino anilides via a DMEDA-promoted selective C─N coupling reaction of aryl halides and α-aminoamides

A DMEDA-promoted and copper-catalyzed approach has been designed for the coupling of aryl halides and chiral α-aminoamides to afford a range of functionalized chiral α-amino anilides. This method has a higher yield and better reproducibility than those under ligand-free conditions. Of the two amino groups in the same molecule, only the amide NH2 is observed to react, showing high regioselectivity. In addition, no racemization occurs, and the ee can reach 99%. For certain hydroxyl-containing substrates, such as L-tyrosine amide and L-threonine amide, addition of a phase transfer catalyst (15-Crown-5) is necessary for such a transformation.

Synthetic process of chiral N-aromatic amino acid amide

Chiral N-aromatic amino acid amide is a core structure fragment of drugs and an intermediate of the drugs. Only if the chiral structure of the product is not required by special raw materials such aryl halide activated by functional groups of nitryl and t

Electrostatic repulsion and hydrogen-bonding interactions in a simple N-aryl-L-valinamide organocatalyst control the stereoselectivity in asymmetric aldol reactions

A novel stereocontrol method for asymmetric aldol reactions of aldehydes with ketones is described. The stereoselectivity of the products is controlled by the electrostatic repulsion and hydrogen-bonding interactions of an N-aryl-L-valinamide catalyst. Th

Organocatalysis of asymmetric aldol reaction in water: Comparison of catalytic properties of (S)-valine and (S)-proline amides

(S)-Valine amides containing (S)- or (R)-α-phenylethyl substituents at N1 atom efficiently catalyze asymmetric aldol reactions between cyclic (heterocyclic) ketones and aromatic aldehydes in water, predominantly giving rise to the aldol anti-di

Synthesis of chiral amino acid anilides by ligand-free copper-catalyzed selective N-arylation of amino acid amides

An atom-economic, practical and cost-effective protocol for synthesis of chiral amino acid anilides via ligand-free copper-catalyzed selective C-N cross coupling of chiral amino acid amides and aryl halides, hetereoaryl halides and a vinyl bromide has been developed. No racemization occurred during the C-N coupling. A plausible mechanism is proposed. Copyright