39718-97-3

Basic information

• Product Name: methyl 2-(4-aminophenyl)propionate
• Synonyms: methyl 2-(4-aminophenyl)propionate;4-Amino-α-methylbenzeneacetic acid methyl ester;α-Methyl-4-aminobenzeneacetic acid methyl ester;Methyl 2-(4-aminophenyl)propanoate
• CAS NO: 39718-97-3
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.21572
• EINECS: 254-605-1
• Mol File: 39718-97-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 287.7°Cat760mmHg
• Flash Point: 145.6°C
• Appearance: /
• Density: 1.107g/cm³
• Vapor Pressure: 0.00244mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: 2-8°C
• CAS DataBase Reference: methyl 2-(4-aminophenyl)propionate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(4-aminophenyl)propionate(39718-97-3)
• EPA Substance Registry System: methyl 2-(4-aminophenyl)propionate(39718-97-3)

Safety Data

• Hazardous Substances Data: 39718-97-3(Hazardous Substances Data)

Usage

General Description

Methyl 2-(4-aminophenyl)propionate is a chemical compound with the molecular formula C11H15NO2. It is an ester consisting of a methyl group attached to the carbon of a 2-(4-aminophenyl)propionate. methyl 2-(4-aminophenyl)propionate is commonly used in the pharmaceutical and medical industry as a precursor in the synthesis of various drugs, especially analgesics and anti-inflammatory medications. It is also used in research and development labs as a building block in the creation of new therapeutic compounds. Methyl 2-(4-aminophenyl)propionate is considered an important intermediate in organic synthesis due to its versatile nature and wide range of applications.

InChI:InChI=1/C10H13NO2/c1-7(10(12)13-2)8-3-5-9(11)6-4-8/h3-7H,11H2,1-2H3

Upstream product

• 104-03-0 4-nitrobenzeneacetic acid 
• 2945-08-6 methyl (4-nitrophenyl)acetate 
• 67-56-1 methanol 
• 19910-33-9 2-(4-nitrophenyl)propanoic acid 
• 100-00-5 4-chlorobenzonitrile 
• 61881-49-0 Diethyl 2-methyl-2-(4-nitrophenyl)malonate 
• 34880-70-1 [1-methoxyprop-1-enyloxy]trimethylsilane 
• 106-47-8 4-chloro-aniline 
• 50415-69-5 methyl 2-(4-nitrobenzene)propionate 
• 28042-27-5 α-Methylene-4-nitrobenzeneacetic acid methyl ester 

Downstream Products

• 890839-11-9 methyl 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan -2-yl)phenyl]propionate 
• 1210909-06-0 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoic acid 
• 1210908-34-1 2-(2-(4-(2-(trifluoromethyl)pyridin-4-ylamino)phenyl)propanamido)acetic acid 
• 59430-62-5 2-(4-aminophenyl)propionic acid 
• 1210908-96-5 methyl 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoate 
• 1210908-86-3 methyl 2-(4-(((1E,3E)-1-(dimethylamino)-6,6,6-trifluoro-5-oxohexa-1,3-dien-3-yl)amino)phenyl)propanoate 
• 1210908-28-3 ethyl 2-(2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanamido)acetate 

Relevant articles and documents

Structural optimization and in vitro profiling of N-phenylbenzamide-based farnesoid X receptor antagonists

Activation of the nuclear farnesoid X receptor (FXR) which acts as cellular bile acid sensor has been validated as therapeutic strategy to counter liver disorders such as non-alcoholic steatohepatitis by the clinical efficacy of obeticholic acid. FXR antagonism, in contrast, is less well studied and potent small molecule FXR antagonists are rare. Here we report the systematic optimization of a novel class of FXR antagonists towards low nanomolar potency. The most optimized compound antagonizes baseline and agonist induced FXR activity in a full length FXR reporter gene assay and represses intrinsic expression of FXR regulated genes in hepatoma cells. With this activity and a favorable toxicity-, stability- and selectivity-profile it appears suitable to further study FXR antagonism in vitro and in vivo.

Novel propanamides as fatty acid amide hydrolase inhibitors

Fatty acid amide hydrolase (FAAH) has a key role in the control of the cannabinoid signaling, through the hydrolysis of the endocannabinoids anandamide and in some tissues 2-arachidonoylglycerol. FAAH inhibition represents a promising strategy to activate the cannabinoid system, since it does not result in the psychotropic and peripheral side effects characterizing the agonists of the cannabinoid receptors. Here we present the discovery of a novel class of profen derivatives, the N-(heteroaryl)-2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanamides, as FAAH inhibitors. Enzymatic assays showed potencies toward FAAH ranging from nanomolar to micromolar range, and the most compounds lack activity toward the two isoforms of cyclooxygenase. Extensive structure-activity studies and the definition of the binding mode for the lead compound of the series are also presented. Kinetic assays in rat and mouse FAAH on selected compounds of the series demonstrated that slight modifications of the chemical structure could influence the binding mode and give rise to competitive (TPA1) or non-competitive (TPA14) inhibition modes.

Transition metal free intramolecular selective oxidative C(sp3)-N coupling: Synthesis of N-aryl-isoindolinones from 2-alkylbenzamides

A synthetic method has been developed for the preparation of biologically important isoindolinones including indoprofen and DWP205190 drugs from 2-alkylbenzamide substrates by transition metal-free intramolecular selective oxidative coupling of C(sp3)-H and N-H bonds utilizing iodine, potassium carbonate and di-tert-butyl peroxide in acetonitrile at 110-140 °C.