229621-74-3

Usage

Uses

Used in Pharmaceutical Industry:
METHYL-(2-P-TOLYL-ETHYL)-AMINE is used as an intermediate for the production of various pharmaceuticals, contributing to the synthesis of a wide range of medicinal compounds due to its chemical reactivity and structural properties.
Used in Insecticide Production:
In the agricultural sector, METHYL-(2-P-TOLYL-ETHYL)-AMINE is utilized as an intermediate in the manufacturing process of insecticides, playing a crucial role in developing effective pest control agents.
Used in Organic Synthesis:
METHYL-(2-P-TOLYL-ETHYL)-AMINE is employed as a reagent in organic synthesis, facilitating various chemical reactions and contributing to the creation of diverse organic compounds for research and industrial applications.
Used in Chemical Research:
As a reagent in chemical research, METHYL-(2-P-TOLYL-ETHYL)-AMINE aids in the investigation of chemical properties, reactions, and mechanisms, furthering scientific understanding and innovation in the field of chemistry.

InChI:InChI=1/C10H15N/c1-9-3-5-10(6-4-9)7-8-11-2/h3-6,11H,7-8H2,1-2H3

Upstream product

• 6529-51-7 2-(4-methylphenyl)ethyl bromide 
• 74-89-5 methylamine 
• 1380403-84-8 methyl [2-(4-methylphenyl)ethyl]carbamate 
• 622-47-9 4-tolylacetic acid 
• 35675-44-6 4-methylphenylacetyl chloride 
• 98245-60-4 N-methyl-2-(p-tolyl)acetamide 
• 1427565-74-9 C₁₅H₂₃NO₂ 
• 1190890-96-0 (2-(4-tolyl)ethyl)carbamic acid tert-butyl ester 
• 3261-62-9 2-(p-tolyl)ethylamine 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 6749-78-6 4-methylphenylmagnesium iodide 

Downstream Products

• 1427565-75-0 N-[2-(4-methyl-cyclohexa-1,4-dienyl)ethyl]methylamine 
• 1431791-43-3 2-cyano-2-diazo-N-methyl-N-(4-methylphenethyl)acetamide 
• 1267750-48-0 2-cyano-N-methyl-N-(4-methylphenethyl)acetamide 

Relevant academic research and scientific papers

Structure-Activity Relationship Studies of Pyrimidine-4-Carboxamides as Inhibitors of N-Acylphosphatidylethanolamine Phospholipase D

N-Acylphosphatidylethanolamine phospholipase D (NAPE-PLD) is regarded as the main enzyme responsible for the biosynthesis of N-acylethanolamines (NAEs), a family of bioactive lipid mediators. Previously, we reported N-(cyclopropylmethyl)-6-((S)-3-hydroxypyrrolidin-1-yl)-2-((S)-3-phenylpiperidin-1-yl)pyrimidine-4-carboxamide (1, LEI-401) as the first potent and selective NAPE-PLD inhibitor that decreased NAEs in the brains of freely moving mice and modulated emotional behavior [ Mock et al. Nat Chem. Biol., 2020, 16, 667-675 ]. Here, we describe the structure-activity relationship (SAR) of a library of pyrimidine-4-carboxamides as inhibitors of NAPE-PLD that led to the identification of LEI-401. A high-throughput screening hit was modified at three different substituents to optimize its potency and lipophilicity. Conformational restriction of an N-methylphenethylamine group by replacement with an (S)-3-phenylpiperidine increased the inhibitory potency 3-fold. Exchange of a morpholine substituent for an (S)-3-hydroxypyrrolidine reduced the lipophilicity and further increased activity by 10-fold, affording LEI-401 as a nanomolar potent inhibitor with drug-like properties. LEI-401 is a suitable pharmacological tool compound to investigate NAPE-PLD function in vitro and in vivo.

Iron-Catalyzed Intramolecular C—H Amidation of N-Benzoyloxyureas

A redox-neutral Fe-catalyzed intramolecular C—H amidation of N-benzoyloxyureas is described. This methodology employs a simple iron complex in situ generated from Fe(OTf)2 and bipyridine as the catalyst and N-benzoyloxyureas as the nitrene prec

INHIBITORS OF N-ACYLPHOSPHATIDYLETHANOLAMINE PHOSPHOLIPASE D (NAPE-PLD)

The invention relates to a compound of the formula (I) as novel inhibitor of N-acylphosphatidylethanolamine phospholipase D (NAPE-PLD), and to use thereof for the prophylaxis or treatment of diseases associated with NAPE-PLD. wherein in a ring A, X1 is N, or CR4; X2 is N or CR5; X3 is N or CH; with the proviso that at least one of X1 and X3 is N.

Palladium-Catalyzed C(sp2)-H Olefination of Free Primary and Secondary 2-Phenylethylamines: Access to Tetrahydroisoquinolines

A rapid construction of THIQs by a Pd(II)-catalyzed C(sp2)-H olefination of free primary and secondary 2-phenylethylamines with high step- and atom-economy was reported. Notably, no substituent was required at the α-position to the amino group of the 2-phenylethylamines. The substrate scope was broad, and the reaction could also be applied to generate THIQs from the biologically active molecules such as the drug molecule baclofen and phenylalanine ester.

α-Diazo-β-ketonitriles: Uniquely reactive substrates for arene and alkene cyclopropanation

An investigation of the intramolecular cyclopropanation reactions of α-diazo-β-ketonitriles is reported. These studies reveal that α-diazo-β-ketonitriles exhibit unique reactivity in their ability to undergo arene cyclopropanation reactions; other similar acceptor-acceptor- substituted diazo substrates instead produce mixtures of C-H insertion and dimerization products. α-Diazo-β-ketonitriles also undergo highly efficient intramolecular cyclopropanation of tri- and tetrasubstituted alkenes. In addition, the α-cyano-α-ketocyclopropane products are demonstrated to serve as substrates for SN2, SN2′, and aldehyde cycloaddition reactions.

Asymmetric transfer hydrogenation of 1-naphthyl ketones by an ansa-Ru(II) complex of a DPEN-SO2N(Me)-(CH2)2(η 6-p-tol) combined ligand

The first second-generation designer Ru(II) catalyst 1b featuring an enantiopure N,C-(N-ethylene-N-methyl-sulfamoyl)-tethered (DPEN- κ2N,N′)/η6-toluene hybrid ligand is introduced. Using an S/C = 1000 in HCO2H-Et3N 5:2 transfer hydrogenation medium, secondary 1-naphthyl alcohols are obtained in up to >99.9% ee under mild conditions. Mechanistic factors are discussed.

Substituted 7,12-methano dibenzazocines and 8,13-methano dibenzazonines

Substituted 7,12-methano-dibenzazocines and 8,13-methanodibenzazonines, e.g., 7,12-dihydro-6,13-dimethyl-7,12-methano-6H-dibenz [c,f] azocine, are prepared by cyclizing 3-benzylamino or 3-phenethylamino -2-alkyl-indan-1-ols and are useful as anti-inflammatory agents.