229621-74-3

Basic information

• Product Name: METHYL-(2-P-TOLYL-ETHYL)-AMINE
• Synonyms: METHYL-(2-P-TOLYL-ETHYL)-AMINE;N-Methyl-2-(p-tolyl)ethanaMine;BenzeneethanaMine, N,4-diMethyl-;N,4-DiMethyl-benzeneethanaMine;N-[2-(4-Methylphenyl)ethyl]-N-methylamine
• CAS NO: 229621-74-3
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• Mol File: 229621-74-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 224.6 °C at 760 mmHg
• Flash Point: 95.304 °C
• Appearance: /
• Density: 0.911 g/cm³
• Vapor Pressure: 0.09mmHg at 25°C
• Refractive Index: 1.508
• PKA: 10.45±0.10(Predicted)
• CAS DataBase Reference: METHYL-(2-P-TOLYL-ETHYL)-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL-(2-P-TOLYL-ETHYL)-AMINE(229621-74-3)
• EPA Substance Registry System: METHYL-(2-P-TOLYL-ETHYL)-AMINE(229621-74-3)

Safety Data

• Hazardous Substances Data: 229621-74-3(Hazardous Substances Data)

Usage

General Description

Methyl-(2-p-tolyl-ethyl)-amine is a chemical compound with the molecular formula C10H15N. It is a tertiary amine that is derived from toluene and ethylamine. METHYL-(2-P-TOLYL-ETHYL)-AMINE is used as an intermediate in the production of various pharmaceuticals, insecticides, and other organic compounds. It is a colorless liquid with a slightly ammonia-like odor, and it is considered to be a flammable substance. Methyl-(2-p-tolyl-ethyl)-amine is also known by the name N-ethyl-2-methylphenethylamine and is commonly used as a reagent in organic synthesis and chemical research.

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

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 articles and documents

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.

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.

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.