70845-68-0

Basic information

• Product Name: 2-Phenylimidazo(2,1-a)isoquinoline
• Synonyms: 2-Phenylimidazo(2,1-a)isoquinoline
• CAS NO: 70845-68-0
• Molecular Formula: C₁₇H₁₂N₂
• Molecular Weight: 244.29058
• Mol File: 70845-68-0.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• Density: 1.17g/cm³
• Refractive Index: 1.671
• CAS DataBase Reference: 2-Phenylimidazo(2,1-a)isoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenylimidazo(2,1-a)isoquinoline(70845-68-0)
• EPA Substance Registry System: 2-Phenylimidazo(2,1-a)isoquinoline(70845-68-0)

Safety Data

• Hazardous Substances Data: 70845-68-0(Hazardous Substances Data)

Usage

General Description

2-Phenylimidazo(2,1-a)isoquinoline is a chemical compound that is a fused tricyclic heterocyclic structure consisting of an imidazo[1,2-a]isoquinoline moiety bearing a phenyl substituent at position 2. It is a polycyclic aromatic hydrocarbon (PAH) and belongs to a class of compounds known as heterocyclic aromatic amines (HAAs). 2-Phenylimidazo(2,1-a)isoquinoline is not naturally occurring and is mainly formed during the cooking of protein-rich foods at high temperatures, particularly when meat is grilled, fried, or broiled. 2-Phenylimidazo(2,1-a)isoquinoline is known to be a potent carcinogen and is classified as a Group 2B carcinogen by the International Agency for Research on Cancer. Exposure to this compound has been linked to an increased risk of certain types of cancer, particularly colorectal and prostate cancer. Efforts to minimize exposure to this chemical are important for maintaining overall health and wellbeing.

InChI:InChI=1/C17H12N2/c1-2-7-14(8-3-1)16-12-19-11-10-13-6-4-5-9-15(13)17(19)18-16/h1-12H

Upstream product

• 1532-84-9 isoquinolin-1-ylamine 
• 70-11-1 α-bromoacetophenone 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 119-65-3 isoquinoline 
• 35251-31-1 N-(1-phenylethylidene)-N-(4H-1,2,4-triazol-4-yl)amine 
• 25131-60-6 2-phenacylisoquinolinium bromide 
• 4636-16-2 iodoacetophenone 
• 100-41-4 ethylbenzene 
• 100-42-5 styrene 
• 102921-26-6 (1,2-dibromoethyl)benzene 
• 16717-64-9 1-azidostyrene 
• 19433-17-1 acetophenone O-acetyloxime 
• 81745-44-0 benzohydroximoyl chloride 
• 536-74-3 phenylacetylene 

Downstream Products

• 70845-66-8 3-Formyl-2-phenylimidazo<2,1-a>isoquinoline 
• 87773-10-2 2-Phenyl-5,6-dihydro-imidazo<2,1-a>isochinolin 
• 74944-20-0 2-Phenyl-3-(2,2,2-trichloro-1-hydroxyethyl)imidazo<2,1-a>isoquinoline 
• 86938-80-9 3-Acetyl-2-phenylimidazo<2,1-a>isoquinoline 

Relevant articles and documents

A multi pathway coupled domino strategy: I2/ TBHP-promoted synthesis of imidazopyridines and thiazoles via sp3, sp2 and sp C-H functionalization

I2/TBHP-promoted, one-pot, multi pathway synthesis of imidazopyridines and thiazoles has been achieved through readily available ethylarenes, ethylenearenes and ethynearenes. I2/TBHP as an initiator and oxidant is used to realize the C-H functionalization of this domino reaction. Simple and available starting materials, wide range of functional group tolerance, high potential for drug activity of the products and application in production are the advantageous features of this method.

Three Sequential C-N Bond Formations: Tert-Butyl Nitrite as a N1 Synthon in a Three Component Reaction Leading to Imidazo[1,2-a]quinolines and Imidazo[2,1-a]isoquinolines

tert-Butyl nitrite serves the dual role of an oxidant as well as a N1 synthon in a multicomponent reaction involving quinolines, isoquinolines, and styrenes. Herein, two sp2 C-H functionalizations of styrenes and one sp2 C-H functionalization of quinolines and isoquinolines lead to the formation of fused quinolines and isoquinolines via three sequential C-N bond formations.

Copper-catalyzed c-h functionalization of pyridines and isoquinolines with vinyl azides: Synthesis of imidazo heterocycles

Copper(I) iodide-catalyzed oxidative C(sp2)-H functionalization of pyridines and isoquinolines for the synthesis of imidazo[1,2-a]pyridines and 2-phenylimidazo[2,1-a]isoquinolines with vinyl azides under mild aerobic conditions is reported. Goo