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

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

Uses

Since 2-Phenylimidazo(2,1-a)isoquinoline is a known carcinogen, its primary use is not for direct application in any industry but rather as a subject of research and monitoring in the following areas:
Used in Research and Monitoring:
2-Phenylimidazo(2,1-a)isoquinoline is utilized as a subject of study in the field of toxicology and carcinogenesis for understanding its effects on human health and developing methods to mitigate its presence in food products.
Used in Food Safety and Quality Control:
2-Phenylimidazo(2,1-a)isoquinoline is monitored as a contaminant in the food industry, particularly in cooked meat products, to ensure safety standards and minimize health risks associated with its consumption.
Used in Public Health Initiatives:
2-Phenylimidazo(2,1-a)isoquinoline is considered in public health campaigns and guidelines to raise awareness about the potential risks of consuming foods cooked at high temperatures and to promote healthier cooking methods to reduce exposure to this carcinogen.

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 
• 25131-60-6 2-phenacylisoquinolinium bromide 
• 87773-10-2 2-Phenyl-5,6-dihydro-imidazo<2,1-a>isochinolin 
• 91-22-5 quinoline 
• 14181-72-7 2-bromo-1-phenyl-ethanone oxime 
• 7732-18-5 water 
• 119-65-3 isoquinoline 
• 389614-52-2 α-[(2,4-dinitrobenzene)sulfonyl]oxyacetophenone 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 98-86-2 acetophenone 
• 3230-65-7 3,4-dihydroisoquinoline 
• 128256-27-9 2-bromo-1-phenylethanone phenylsulfonylhydrazone 
• 536-74-3 phenylacetylene 

Downstream Products

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

One-pot NBS-promoted synthesis of imidazoles and thiazoles from ethylarenes in water

A facile and eco-friendly method has been developed for the synthesis of imidazoles and thiazoles from ethylarenes in water. The reaction proceeds via in situ formation of α-bromoketone using NBS as a bromine source as well as an oxidant, followed by trapping with suitable nucleophiles to provide the corresponding products in good yields under metal-free conditions.

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 Aerobic Oxidative Cyclization of Ketoxime Acetates with Pyridines for the Synthesis of Imidazo[1,2-a]pyridines

A copper(I)-catalyzed aerobic oxidative coupling of ketoxime acetates with simple pyridines for the synthesis of imidazo[1,2-a]pyridines has been developed. This reaction tolerates a wide range of functional groups and it affords a series of valuable imidazo[1,2-a]pyridines in high yields under mild conditions.

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

Conversion of pyridine to imidazo[1,2-a]pyridines by copper-catalyzed aerobic dehydrogenative cyclization with oxime esters

A rapid and environmentally friendly conversion of pyridine to imidazo[1,2-a]pyridines has been developed via copper-catalyzed aerobic dehydrogenative cyclization with ketone oxime esters.

Copper-catalyzed aerobic oxidative C-H functionalization of substituted pyridines: Synthesis of imidazopyridine derivatives

A novel, efficient, and practical method for the synthesis of imidazopyridine derivatives has been developed through the copper-catalyzed aerobic oxidative C-H functionalization of substituted pyridines with N-(alkylidene)-4H-1,2,4-triazol-4-amines. The procedure occurs by cleavage of the N-N bond in the N-(alkylidene)-4H-1,2,4-triazol-4-amines and activation of an aryl C-H bond in the substituted pyridines. This is the first example of the preparation of imidazopyridine derivatives by using pyridines as the substrates by transition-metal-catalyzed C-H functionalization. This method should provide a novel and efficient strategy for the synthesis of other nitrogen heterocycles.

Facile three-component domino reactions for the synthesis of 2-arylimidazo[1,2-a]pyridines and 2-arylimidazo[2,1-a]isoquinolines

The three-component domino reactions of pyridine/isoquinoline, phenacyl bromide, and substituted (E)-N-hydroxyarylimidoyl chloride in the presence of triethylamine afforded a series of 2-arylimidazo[1,2-a]pyridines and 2-arylimidazo[2,1-a]isoquinolines. This one pot three-component transformation presumably proceeds via ylide generation/annulation/fragmentation/dehydration domino sequence of reactions.

Heteroaromatic imidazo[1,2-a]pyridines synthesis from C-H/N-H oxidative cross-coupling/cyclization

A novel silver-mediated highly selective C-H/N-H oxidative cross-coupling/cyclization between 2-aminopyridines and terminal alkynes has been demonstrated. This approach provided a simple way to construct heteroaromatic imidazo[1,2-a]pyridines. By using this protocol, the marketed drug zolimidine (antiulcer) could be synthesized easily.

Heteroaromatic imidazo[1,2-a]pyridines synthesis from C-H/N-H oxidative cross-coupling/cyclization

A novel silver-mediated highly selective C-H/N-H oxidative cross-coupling/cyclization between 2-aminopyridines and terminal alkynes has been demonstrated. This approach provided a simple way to construct heteroaromatic imidazo[1,2-a]pyridines. By using this protocol, the marketed drug zolimidine (antiulcer) could be synthesized easily.