61020-64-2

Basic information

• Product Name: ethyl 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoate
• CAS NO: 61020-64-2
• Molecular Formula: C₁₃H₁₃NO₄
• Molecular Weight: 247.2466
• Mol File: 61020-64-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 363.5°C at 760 mmHg
• Flash Point: 173.6°C
• Density: 1.293g/cm³
• Vapor Pressure: 1.8E-05mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: ethyl 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoate(61020-64-2)
• EPA Substance Registry System: ethyl 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoate(61020-64-2)

Safety Data

• Hazardous Substances Data: 61020-64-2(Hazardous Substances Data)

Upstream product

• 136918-14-4 phthalimide 
• 7699-00-5 (R)-Ethyl lactate 
• 4192-28-3 Phth-L-Ala-OH 
• 897045-43-1 (S)-phthaloylalanine 
• 64-17-5 ethanol 
• 85-44-9 phthalic anhydride 
• 63696-99-1 (S)-ethyl 2-(methylsulfonyloxy)propanoate 
• 1074-82-4 potassium phtalimide 
• 535-11-5 Ethyl 2-bromopropionate 
• 79410-47-2 ethyl L-azidopropanoate 

Relevant articles and documents

Novel phthalimide derivatives with TNF-α and IL-1β expression inhibitory and apoptotic inducing properties

Modulation of the immune system is an emerging concept in the control of tumor growth. Bearing in mind the pharmacological properties of thalidomide and its phthalimide derivatives, we describe here the structural design, synthesis and pharmacological evaluation of N-acylhydrazones derived from phthalimide. The ability of these N-acylhydrazones in inhibiting the secretion of TNF-α in stimulated cells as well as in inhibiting the transcription of the TNF-α gene was evaluated. We identified N-acylhydrazones 6b and 9c, which substantially impaired TNF-α secretion, expression and reduced IL-1β production similar to thalidomide or Revlimid. N-Acylhydrazone 9c was also able to induce apoptosis in Jurkat cells, however it does not have either antiproliferative properties or cytotoxicity for mouse splenocytes. Beyond that, we have assayed the ability of these compounds to induce cell death and a number of them are able to induce apoptosis.

Synthesis of new cyclic imides derivatives with potential hypolipidemic activity

Certain new nitrogen-substituted derivatives of cyclic imides phthalimide (a), 1,8-naphthalimide (b), and diphenimide (c), were synthesized aiming to obtain potent hypolipidemic agents. Thus, 2-(N-imido) propanoic acids, 2-(N-phthalimido)-2-methylpropionic acid, and their ethyl esters were synthesized (Target derivative A). Also their corresponding N-substituted-2-(N- imido) propionamides and 2-(N-phthalimido)-2-methylpropionamides were prepared (Target derivative B). In addition, N-phthalimidomethyleneoxy acetate was prepared. Some of the newly prepared compounds were subjected to 3D studies and were found to be superimposed on Clofibrate, which is the first generation of fibrate drugs. The preliminary evaluation of hypolipidemic activity of the newly prepared compounds against triton WR-1339-induced hyperlipidemia in rat showed that several derivatives have demonstrated significant lowering of serum total cholesterol and triglyceride levels at dose of 150 mg/kg/i.p. comparing with Fenofibrate which is one of the second generations of fibrate drugs. Springer Science+Business Media, LLC 2010.

NEW SYNTHETIC "TRICKS". ONE-POT PREPARATION OF N-SUBSTITUTED PHTHALIMIDES FROM AZIDES AND PHTHALIC ANHYDRIDE

N-Substituted phthalimides can be obtained in very good yields, under essentially neutral conditions, by mixing or heating an alkyl (or aryl) azide, triphenylphosohine, and phthalic anhydride in benzene or toluene, in the presence of a catalytic amount of tetrabutylammonium cyanide.Application of the reaction into the domain of carbohydrates is promising.