83708-38-7

Basic information

• Product Name: 2-(3-phenoxypropyl)-1H-isoindole-1,3(2H)-dione
• Synonyms: N-(3-Phenoxypropyl)phthalimide
• CAS NO: 83708-38-7
• Molecular Formula: C₁₇H₁₅NO₃
• Molecular Weight: 281.3059
• Mol File: 83708-38-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 447.8°C at 760 mmHg
• Flash Point: 224.6°C
• Density: 1.249g/cm³
• Vapor Pressure: 3.27E-08mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 2-(3-phenoxypropyl)-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-phenoxypropyl)-1H-isoindole-1,3(2H)-dione(83708-38-7)
• EPA Substance Registry System: 2-(3-phenoxypropyl)-1H-isoindole-1,3(2H)-dione(83708-38-7)

Safety Data

• Hazardous Substances Data: 83708-38-7(Hazardous Substances Data)

Usage

Molecular Weight

Not provided in the material

Chemical Class

Isoindole-1,3-diones

Structural Feature

A phenoxypropyl group attached to the 2-position of the isoindole ring system

Potential Applications

Pharmaceutical and organic synthesis

Properties

Interesting properties due to the presence of the isoindole ring

Research Prospects

Promising candidate for further research and development in various chemical and biological applications

Upstream product

• 85-44-9 phthalic anhydride 
• 412297-67-7 N,N'-bis-(3-phenoxy-propyl)-urea 
• 1074-82-4 potassium phtalimide 
• 588-63-6 3-phenoxypropyl bromide 
• 524-38-9 N-hydroxyphthalimide 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 108-95-2 phenol 
• 136918-14-4 phthalimide 
• 139-02-6 sodium phenoxide 
• 42251-84-3 N-(3-chloropropyl)phthalimide 

Downstream Products

• 1350730-42-5 C₂₈H₂₇N₂O₄⁽¹⁺⁾*Cl^(1-) 
• 98510-48-6 2-amino-5-nitroso-6-(3-phenoxypropyl)aminopyrimidin-4(3H)-one 
• 865086-04-0 N-(3-phenoxypropyl)-isoindoline 
• 865086-17-5 C₁₇H₁₅⁽²⁾H₄NO 
• 7617-76-7 3-phenoxypropanamine 

Relevant articles and documents

Photochemical Decarboxylative C(sp3)-X Coupling Facilitated by Weak Interaction of N-Heterocyclic Carbene

While N-hydroxyphthalimide (NHPI) ester has emerged as a powerful reagent as an alkyl radical source for a variety of C-C bond formations, the corresponding C(sp3)-N bond formation is still in its infancy. We demonstrate herein transition-metal-free decarboxylative C(sp3)-X bond formation enabled by the photochemical activity of the NHPI ester-NaI-NHC complex, giving primary C(sp3)-(N)phth, secondary C(sp3)-I, or tertiary C(sp3)-(meta C)phth coupling products. The primary C(sp3)-(N)phth coupling offers convenient access to primary amines.

Photoinduced, Copper-Catalyzed Decarboxylative C-N Coupling to Generate Protected Amines: An Alternative to the Curtius Rearrangement

The Curtius rearrangement is a classic, powerful method for converting carboxylic acids into protected amines, but its widespread use is impeded by safety issues (the need to handle azides). We have developed an alternative to the Curtius rearrangement that employs a copper catalyst in combination with blue-LED irradiation to achieve the decarboxylative coupling of aliphatic carboxylic acid derivatives (specifically, readily available N-hydroxyphthalimide esters) to afford protected amines under mild conditions. This C-N bond-forming process is compatible with a wide array of functional groups, including an alcohol, aldehyde, epoxide, indole, nitroalkane, and sulfide. Control reactions and mechanistic studies are consistent with the hypothesis that copper species are engaged in both the photochemistry and the key bond-forming step, which occurs through out-of-cage coupling of an alkyl radical.

Inhibitors of protein tyrosine phosphatase

The present invention comprises small molecular weight, non-peptidic inhibitors of formulae I-VII of Protein Tyrosine Phosphatase 1 (PTP1) which are useful for the treatment and/or prevention of Non-Insulin Dependent Diabetes Mellitus (NIDDM).