6319-06-8

Basic information

• Product Name: Noreximide
• Synonyms: Noreximide;3aα,4,7,7aα-Tetrahydro-4β,7β-methano-1H-isoindole-1,3(2H)-dione;3aα,4,7,7aα-Tetrahydro-4β,7β-methanoisoindoline-1,3-dione;cis-exo-5-Norbornene-2,3-dicarboximide
• CAS NO: 6319-06-8
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.175
• Mol File: 6319-06-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Noreximide(CAS DataBase Reference)
• NIST Chemistry Reference: Noreximide(6319-06-8)
• EPA Substance Registry System: Noreximide(6319-06-8)

Safety Data

• Hazardous Substances Data: 6319-06-8(Hazardous Substances Data)

Usage

General Description

Noreximide is a tricyclic antidepressant with potential anxiolytic and sedative properties. It is structurally related to imipramine and works by blocking the reuptake of norepinephrine and serotonin, thereby increasing the levels of these neurotransmitters in the brain. This action is thought to be responsible for its antidepressant and anxiolytic effects. Noreximide is used in the treatment of depression, anxiety disorders, and other mood disorders. Like other tricyclic antidepressants, it may take several weeks for the full therapeutic effects to be realized, and it may also cause side effects such as drowsiness, dry mouth, constipation, and weight gain. It is important to use noreximide only under the supervision of a healthcare professional.

InChI:InChI=1/C9H9NO2/c11-8-6-4-1-2-5(3-4)7(6)9(12)10-8/h1-2,4-7H,3H2,(H,10,11,12)/t4-,5+,6+,7-

Upstream product

• 2746-19-2 (1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 129-64-6 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 
• 542-92-7 cyclopenta-1,3-diene 
• 77-73-6 endo-<2+4>-Dicyclopentadien 

Downstream Products

• 385806-12-2 (E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester 

Relevant articles and documents

Near-Infrared Fluorescent Micelles from Poly(norbornene) Brush Triblock Copolymers for Nanotheranostics

This contribution describes the design and synthesis of multifunctional micelles based on amphiphilic brush block copolymers (BBCPs) for imaging and selective drug delivery of natural anticancer compounds. Well-defined BBCPs were synthesized via one-pot multi-step sequential grafting-through ring-opening metathesis polymerization (ROMP) of norbornene-based macroinitiators. The norbornenes employed contain a poly(ethylene glycol) methyl ether chain, an alkyl bromide chain, and/or a near-infrared (NIR) fluorescent cyanine dye. After block copolymerization, post-polymerization transformations using bromide-azide substitution, followed by the strain-promoted azide-alkyne cycloaddition (SPAAC) allowed for the functionalization of the BBCPs with the piplartine (PPT) moiety, a natural product with well-documented cytotoxicity against cancer cell lines, via an ester linker between the drug and the polymer side chain. The amphiphilic BBCPs self-assembled in aqueous media into nano-sized spherical micelles with neutral surface charges, as confirmed by dynamic light scattering analysis and transmission electron microscopy. During self-assembly, paclitaxel (PTX) could be effectively encapsulated into the hydrophobic core to form stable PTX-loaded micelles with high loading capacities and encapsulation efficiencies. The NIR fluorescent dye-containing micelles exhibited remarkable photophysical properties, excellent colloidal stability under physiological conditions, and a pH-induced disassembly under slightly acidic conditions, allowing for the release of the drug in a controlled manner. The in vitro studies demonstrated that the micelles without the drug (blank micelles) are biocompatible at concentrations of up to 1 mg mL-1 and present a high cellular internalization capacity toward MCF-7 cancer cells. The drug-functionalized micelles showed in vitro cytotoxicity comparable to free PPT and PTX against MCF-7 and PC3 cancer cells, confirming efficient drug release into the tumor environment upon cellular internalization. Furthermore, the drug-functionalized micelles exhibited higher selectivity than the pristine drugs and preferential cellular uptake in human cancer cell lines (MCF-7 and PC3) when compared to the normal breast cell line (MCF10A). This study provides an efficient strategy for the development of versatile polymeric nanosystems for drug delivery and image-guided diagnostics. Notably, the easy functionalization of BBCP side chains via SPAAC opens up the possibility for the preparation of a library of multifunctional systems containing other drugs or functionalities, such as target groups for recognition.

A Robust, Recyclable Resin for Decagram Scale Resolution of (±)-Mefloquine and Other Chiral N-Heterocycles

Decagram quantities of enantiopure (+)-mefloquine have been produced via kinetic resolution of racemic mefloquine using a ROMP-gel supported chiral acyl hydroxamic acid resolving agent. The requisite monomer was prepared in a few synthetic steps without chromatography and polymerization was safely performed on a >30 gram scale under ambient conditions. The reagent was readily regenerated and reused multiple times for the resolution of 150 grams of (±)-mefloquine and other chiral N-heterocylces.

CYCLOALKANE DERIVATIVE

The present invention relates to a novel cycloalkane derivative which has a useful psychotropic action with less side effect.