6820-90-2

Basic information

• Product Name: 2-(2-Morpholinoethyl)isoindoline-1,3-dione
• Synonyms: 2-(2-Morpholinoethyl)isoindoline-1,3-dione
• CAS NO: 6820-90-2
• Molecular Formula: C₁₄H₁₆N₂O₃
• Molecular Weight: 260.28844
• Mol File: 6820-90-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-Morpholinoethyl)isoindoline-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Morpholinoethyl)isoindoline-1,3-dione(6820-90-2)
• EPA Substance Registry System: 2-(2-Morpholinoethyl)isoindoline-1,3-dione(6820-90-2)

Safety Data

• Hazardous Substances Data: 6820-90-2(Hazardous Substances Data)

Usage

Uses

N-(2-Morpholinoethyl)-phthalimide is an intermediate in the synthesis of Moclobemide-d8 which is the labeled analogue of Moclobemide (M481000), a reversible monoamine oxidase inhibitor.

Upstream product

• 2038-03-1 4-(2-AMINOETHYL)MORPHOLINE 
• 7677-24-9 trimethylsilyl cyanide 
• 88-67-5 2-Iodobenzoic acid 
• 1074-82-4 potassium phtalimide 
• 110-91-8 morpholine 
• 574-98-1 2-(2-bromoethyl)isoindoline-1,3-dione 
• 3240-94-6 N-(2-chlorethyl)morpholine 

Downstream Products

• 2038-03-1 4-(2-AMINOETHYL)MORPHOLINE 
• 739357-96-1 4-nitrophenyl (2-morpholinoethyl)carbamate 

Relevant articles and documents

“On water” nano-Cu2O-catalyzed CO-free one-pot multicomponent cascade cyanation-annulation-aminolysis reaction toward phthalimides

An efficient nano-Cu2O-catalyzed cascade multicomponent reaction of 2-halobenzoic acids and trimethylsilyl cyanide with diverse amines was developed using water as a solvent, affording versatileN-substituted phthalimide derivatives in moderate to excellent yields. This novel strategy features carbon monoxide gas-free, environmentally benign, one-pot multistep transformation, commercially available reagents, a cheap catalyst without any additives, wide functional group tolerance, and operational convenience.

Highly Selective Butyrylcholinesterase Inhibitors with Tunable Duration of Action by Chemical Modification of Transferable Carbamate Units Exhibit Pronounced Neuroprotective Effect in an Alzheimer's Disease Mouse Model

In this study, the carbamate structure of pseudo-irreversible butyrylcholinesterase (BChE) inhibitors was optimized with regard to a longer binding to the enzyme. A set of compounds bearing different heterocycles (e.g., morpholine, tetrahydroisoquinoline, benzimidazole, piperidine) and alkylene spacers (2 to 10 methylene groups between carbamate and heterocycle) in the carbamate residue was synthesized and characterized in vitro for their binding affinity, binding kinetics, and carbamate hydrolysis. These novel BChE inhibitors are highly selective for hBChE over human acetycholinesterase (hAChE), yielding short-, medium-, and long-acting nanomolar hBChE inhibitors (with a half-life of the carbamoylated enzyme ranging from 1 to 28 h). The inhibitors show neuroprotective properties in a murine hippocampal cell line and a pharmacological mouse model of Alzheimer's disease (AD), suggesting a significant benefit of BChE inhibition for a disease-modifying treatment of AD.

Synthesis and biological evaluation of 2,4-diaminoquinazoline derivatives as novel heat shock protein 90 inhibitors

Novel 2,4-diaminoquinazoline derivatives originating from a virtual screening approach were designed, synthesized and their biological activities as heat shock protein 90 (Hsp90) inhibitors were evaluated. The prepared compounds exhibited significant anti-proliferative activities against DU-145, HT-29, HCT-116, A375P and MCF-7 cancer cell lines. The selected compounds were tested against Her2, a client protein of Hsp90, and showed significant reduction in Her2 protein expression. Compound 6b was found the most potent, reduced Her2 protein expression levels and induced Hsp70 protein expression levels significantly.