85422-43-1

Basic information

• Product Name: Furo[3,4-b]quinolin-1(3H)-one, 9-phenyl-
• CAS NO: 85422-43-1
• Molecular Formula: C17H11NO2
• Molecular Weight: 261.28
• Mol File: 85422-43-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Furo[3,4-b]quinolin-1(3H)-one, 9-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Furo[3,4-b]quinolin-1(3H)-one, 9-phenyl-(85422-43-1)
• EPA Substance Registry System: Furo[3,4-b]quinolin-1(3H)-one, 9-phenyl-(85422-43-1)

Safety Data

• Hazardous Substances Data: 85422-43-1(Hazardous Substances Data)

Upstream product

• 101600-77-5 4-(2-benzoyl-phenylimino)-dihydro-furan-2-one 
• 17282-95-0 diethyl 4-phenylquinoline-2,3-dicarboxylate 
• 13337-57-0 3-acetyl-2-methyl-4-phenylquinoline 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 7664-93-9 sulfuric acid 
• 22273-65-0 4-(phenylamino)furan-2(5H)-one 
• 100-52-7 benzaldehyde 
• 126334-84-7 ethyl 2-(chloromethyl)-4-phenylquinoline-3-carboxylate 
• 4971-56-6 tetrahydrofuran-2,4-dione 

Downstream Products

• 342011-77-2 N,N-diethyl-3-hydroxymethyl-4-phenylquinoline-2-carboxamide 
• 36796-96-0 2-benzyl-9-phenyl-1,2-dihydro-3H-pyrrolo[3,4-b]quinolin-3-one 
• 154419-33-7 N-benzyl-3-hydroxymethyl-4-phenylquinoline-2-carboxamide 
• 154419-34-8 N-benzyl-3-chloromethyl-4-phenylquinoline-2-carboxamide 
• 154419-32-6 9-phenylfurol<3,4-b>quinolin-3(1H)-one 
• 342012-37-7 2-chloromethyl-N-methyl-N-(4-chlorophenyl)-4-phenylquinoline-3-carboxamide 

Relevant articles and documents

Quinoline-Fused Lactones via Tandem Oxidation Cyclization: Metal-Free sp3C-H Functionalization

A unique lactonization of 2-methyl-3-acyl-4-phenylquinolines using PhIO as the oxidant and selectfluor as an additive is reported. The reaction occurs under ambient conditions through tandem oxidation and cyclization of sp3 C-H bonds under metal-free conditions. The heterocycle-fused lactones are obtained in moderate to good yield.

A novel 18F-labelled high affinity agent for PET imaging of the translocator protein

The translocator protein (TSPO) is an important target for imaging focal neuroinflammation in diseases such as brain cancer, stroke and neurodegeneration, but current tracers for non-invasive imaging of TSPO have important limitations. We present the synthesis and evaluation of a novel 3-fluoromethylquinoline-2-carboxamide, AB5186, which was prepared in eight steps using a one-pot two component indium(iii)-catalysed reaction for the rapid and efficient assembly of the 4-phenylquinoline core. Biological assessment and the implementation of a physicochemical study showed AB5186 to have low nanomolar affinity for TSPO, as well as optimal plasma protein binding and membrane permeability properties. Generation of [18F]-AB5186 through 18F incorporation was achieved in good radiochemical yield and subsequent in vitro and ex vivo autoradiography revealed the ability of this compound to bind with specificity to TSPO in mouse glioblastoma xenografts. Initial positron emission tomography imaging of a glioma bearing mouse and a healthy baboon support the potential for [18F]-AB5186 use as a radiotracer for non-invasive TSPO imaging in vivo.

New iodinated quinoline-2-carboxamides for SPECT imaging of the translocator protein

With the aim of developing new SPECT imaging agents for the translocator protein (TSPO), a small library of iodinated quinoline-2-carboxamides have been prepared and tested for binding affinity with TSPO. N,N-Diethyl-3-iodomethyl-4-phenylquinoline-2-carboxamide was found to have excellent affinity (Ki 12.0 nM), comparable to that of the widely used TSPO imaging agent PK11195.