7116-44-1

Basic information

• Product Name: ETHYL 3-(4-AMINOPHENYL)PROPANOATE
• Synonyms: 3-(4-AMINO-PHENYL)-PROPIONIC ACID ETHYL ESTER;ETHYL 3-(4-AMINOPHENYL)PROPANOATE;Ethyl 3-(4-aMinophenyl)propionate HCl;ethyl 3-(4-aMinophenyl)propanoate hydrochloride;4-Aminobenzenepropanoic acid ethyl ester;Ethyl 4-aminohydrocinnamate;Ethyl 4-aminophenylpropionate;Ethyl p-aminohydrocinnamate
• CAS NO: 7116-44-1
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.24
• Mol File: 7116-44-1.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 309.9 °C at 760 mmHg
• Flash Point: 163.6 °C
• Appearance: /
• Density: 1.088 g/cm³
• Vapor Pressure: 0.000619mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: ETHYL 3-(4-AMINOPHENYL)PROPANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-(4-AMINOPHENYL)PROPANOATE(7116-44-1)
• EPA Substance Registry System: ETHYL 3-(4-AMINOPHENYL)PROPANOATE(7116-44-1)

Safety Data

• Hazardous Substances Data: 7116-44-1(Hazardous Substances Data)

Usage

General Description

ETHYL 3-(4-AMINOPHENYL)PROPANOATE is a chemical compound with the molecular formula C12H15NO2. It is an ester derived from 3-(4-aminophenyl)propanoic acid and ethyl alcohol. ETHYL 3-(4-AMINOPHENYL)PROPANOATE is commonly used in the pharmaceutical industry as an intermediate in the synthesis of various medications, including analgesics and anti-inflammatory drugs. It is also utilized in organic synthesis and research laboratories for the preparation of various organic compounds. ETHYL 3-(4-AMINOPHENYL)PROPANOATE is a colorless to light yellow liquid with a slightly sweet odor, and it is considered to be relatively stable under normal conditions. However, it should be handled with care due to its potential to cause skin and eye irritation.

InChI:InChI=1/C11H15NO2/c1-2-14-11(13)8-5-9-3-6-10(12)7-4-9/h3-4,6-7H,2,5,8,12H2,1H3

Upstream product

• 953-26-4 ethyl 4-nitrocinnamate 
• 5048-82-8 (E)-ethyl 3-(4-aminophenyl)acrylate 
• 555-16-8 4-nitrobenzaldehdye 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 7116-34-9 ethyl 3-(4-nitrophenyl)propanoate 
• 16642-79-8 3-(4-nitrophenyl)propionic acid 
• 586-78-7 para-nitrophenyl bromide 
• 140-88-5 ethyl acrylate 
• 24393-61-1 ethyl (E)-3-(4-nitrophenyl)-2-propenoate 
• 64-17-5 ethanol 
• 2393-17-1 3-(4-aminophenyl)propionic acid 
• 619-89-6 p-nitrocinnamic acid 
• 51507-21-2 ethyl (2Z)-3-(4-nitrophenyl)prop-2-enoate 
• 7440-44-0 pyrographite 

Downstream Products

• 14572-92-0 3-(4-aminophenyl)propan-1-ol 
• 406725-56-2 3-(4-benzamidophenyl)propanoic acid 
• 158425-29-7 ethyl 3-<4-(trifluoromethanesulfonamido)phenyl>propionate 
• 73783-06-9 3-[4-(cyclohexylmethyl-amino)-phenyl]-propionic acid ethyl ester 
• 742698-68-6 3-(4-dipentylamino-phenyl)-propionoic acid ethyl ester 
• 742698-92-6 3-(4-piperidin-1-yl-phenyl)-propionic acid ethyl ester 
• 742698-95-9 3-[4-(phenethyl-amino)-phenyl]-propionic acid ethyl ester 
• 858217-41-1 1,4-bis-{[4-(2-ethoxycarbonyl-ethyl)-phenyl]-benzenesulfonyl-amino}-butane 
• 858217-78-4 N,N'-bis-[4-(2-carboxy-ethyl)-phenyl]-propanediyldiamine 
• 64977-23-7 ethyl 3-[4-(N,N-bis(2-chloroethyl)amino)phenyl]propanoate 
• 6746-11-8 3-(4-(N,N-bis(2-chloroethyl)amino)phenyl)propanoic acid 
• 83752-83-4 4-(hexadecylamino)hydrocinnamic acid 
• 81265-72-7 3-(4-Indazol-2-yl-phenyl)-propionic acid 
• 81265-77-2 4-(4-Indazol-2-yl-phenyl)-butan-2-one 

Relevant articles and documents

SAR Studies of Indole-5-propanoic Acid Derivatives to Develop Novel GPR40 Agonists

G-protein coupled receptor 40 (GPR40) has been considered to be an attractive drug target for the treatment of type 2 diabetes because of its role in free fatty acids-mediated enhancement of glucose-stimulated insulin secretion (GSIS) from pancreatic β-cells. A series of indole-5-propanoic acid compounds were synthesized, and their GPR40 agonistic activities were evaluated by nuclear factor of activated T-cells reporter assay and GSIS assay in the MIN-6 insulinoma cells. Three compounds, 8h (EC50 = 58.6 nM), 8i (EC50 = 37.8 nM), and 8o (EC50 = 9.4 nM), were identified as potent GPR40 agonists with good GSIS effects.

Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer

Direct hydrogen atom transfer from a photoredox-generated Hantzsch ester radical cation to electron-deficient alkenes has enabled the development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT-driven mechanism is supported by experimental and computational studies. The reaction is applied to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron-donating or electron-withdrawing substituents in the aromatic ring and with good functional group compatibility. (Figure presented.).

One-Pot, Tandem Wittig Hydrogenation: Formal C(sp3)-C(sp3) Bond Formation with Extensive Scope

A one-pot, tandem Wittig hydrogenation of aldehydes with stabilized ylides is reported, representing a formal C(sp3)-C(sp3) bond construction. The tandem reaction operates under mild conditions, is high yielding, and is broad in scope. Chemoselectivity for olefin reduction is observed, and the methodology is demonstrated in the synthesis of lapatinib analogues and a formal synthesis of (±)-cuspareine. Early insights suggest that the chemoselectivity observed in the reduction step is due to partial poisoning of the catalyst, after step one, thus adding to the power of the one-pot procedure.