4456-77-3

Basic information

• Product Name: 1,2,3,4-Tetrahydroisoquinoline-1,3-dione
• Synonyms: 1,2,3,4-Tetrahydroisoquinoline-1,3-dione;1,3-[2H,4H]-Isoquinolinedione;4H-Isoquinoline-1,3-dione;Isoquinoline-1,3(2H,4H)-dione, >=98%;2,4-dihydroisoquinoline-1,3-dione;FR 038470;NSC 409146;2H,4H-1,3-Isoquinolinedione
• CAS NO: 4456-77-3
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.15738
• EINECS: 1533716-785-6
• Mol File: 4456-77-3.mol
• Article Data: 33

Chemical Properties

• Melting Point: 223 °C
• Boiling Point: 377.148 °C at 760 mmHg
• Flash Point: 183.887 °C
• Appearance: /
• Density: 1.286 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.586
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.25±0.20(Predicted)
• CAS DataBase Reference: 1,2,3,4-Tetrahydroisoquinoline-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-Tetrahydroisoquinoline-1,3-dione(4456-77-3)
• EPA Substance Registry System: 1,2,3,4-Tetrahydroisoquinoline-1,3-dione(4456-77-3)

Safety Data

• Hazardous Substances Data: 4456-77-3(Hazardous Substances Data)

Usage

General Description

1,2,3,4-Tetrahydroisoquinoline-1,3-dione, also known as tetrahydroisoquinoline-1,3-dione, is a chemical compound with the molecular formula C9H9NO2. It is a heterocyclic compound with a bicyclic structure containing a four-membered ring fused to a six-membered ring. 1,2,3,4-Tetrahydroisoquinoline-1,3-dione has been studied for its potential pharmacological and therapeutic properties, as it exhibits antioxidant and anti-inflammatory activities. It has also been investigated for its potential use in the development of new pharmaceutical drugs. Additionally, 1,2,3,4-Tetrahydroisoquinoline-1,3-dione has been reported as an intermediate in the synthesis of other organic compounds.

InChI:InChI=1/C9H7NO2/c11-8-5-6-3-1-2-4-7(6)9(12)10-8/h1-4H,5H2,(H,10,11,12)

Upstream product

• 4476-30-6 2-carbamoylmethyl-benzoic acid 
• 703-59-3 homophthalic anhydride 
• 13130-79-5 3-amino-1-bromoisoquinoline 
• 7647-01-0 hydrogenchloride 
• 3759-28-2 (2-cyanophenyl)acetonitrile 
• 7664-93-9 sulfuric acid 
• 103-82-2 phenylacetic acid 
• 1118-02-1 trimethylsilyl isocyanate 
• 1033330-27-6 7-bromoisoquinoline-1,3(2H,4H)-dione 
• 179897-89-3 5-Bromo-2-fluoro-benzonitrile 
• 925672-89-5 5-bromo-2-(cyanomethyl)benzonitrile 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 201230-82-2 carbon monoxide 
• 195456-43-0 2-(2-iodophenyl)-acetamide 

Downstream Products

• 38209-13-1 1-hydroxy-2-phenyl-5H-pyrano[2,3-c]isoquinoline-3,6-dione 
• 38324-88-8 2-benzyl-1-hydroxy-5H-pyrano[2,3-c]isoquinoline-3,6-dione 
• 40073-36-7 1-amino-3-bromoisoquinoline 
• 258850-91-8 1-(4-chlorophenylamino)-4-(pyridin-4-ylmethyl)isoquinoline 
• 101438-87-3 4-(1,3-dioxo-2,3-dihydro-1H-[4]isochinolyLiDenemethyl)-benzonitrile 
• 150688-56-5 4-(4-methoxybenzylidene)isoquinoline-1,3(2H,4H)-dione 

Relevant articles and documents

4-benzylideneisoquinoline-1,3(2H,4H)-diones as tyrosyl DNA phosphodiesterase 2 (TDP2) inhibitors

Tyrosyl-DNA phosphodiesterase 2 (TDP2) repairs topoisomerase II (Top2) mediated DNA damages, including double-strand breaks (DSBs) that underpin the anticancer mechanism of clinical Top2 poisons such as etoposide (ETP). Inhibition of TDP2 could sensitize

A Cu-Doped ZIF-8 metal organic framework as a heterogeneous solid catalyst for aerobic oxidation of benzylic hydrocarbons

Mixed-metal metal organic frameworks have received considerable attention in recent years and it has been shown that the activity of the parent metal organic framework (MOF) is often enhanced upon doping with external metal ions within the framework. In this context, Cu2+ ions with different loadings were incorporated within the ZIF-8 framework to obtain a series of Cu-doped ZIF-8 materials and their activity was examined in the aerobic oxidation of hydrocarbons. The as-synthesized Cu-doped solids were characterized by powder X-ray diffraction (XRD), ultraviolet diffuse reflectance spectroscopy (UV-DRS), scanning electron microscopy (SEM), Fourier Transform infrared (FT-IR), electron paramagnetic resonance (EPR) and inductively coupled plasma (ICP) analysis. The experimental results revealed that the activity of Cu-doped ZIF-8 is much higher than that of the parent ZIF-8 in all the tested substrates at 120 °C. Furthermore, the activity of the Cu-doped ZIF-8 with the highest Cu loading was eight fold higher than that of the parent ZIF-8 in the aerobic oxidation of cyclooctane (1) at 120 °C with more than 80% selectivity to the corresponding cyclooctanol/cyclooctanone (ol/one) mixture. Cu-doped ZIF-8 was reused two times with no significant drop in its activity under identical conditions. Furthermore, comparison of the two times reused solid with that of the fresh solid by powder XRD and SEM analysis revealed identical structural integrity and morphology, respectively during the oxidation reactions.

Enantioselective synthesis of isoquinoline-1,3(2: H,4 H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel-Crafts reaction

A highly enantioselective aza-Friedel-Crafts reaction of structurally new ketimines with indoles and pyrrole is developed by using a chiral phosphoric acid as the catalyst. This protocol enables the first enantioselective synthesis of isoquinoline-1,3(2H,