190137-72-5

Basic information

• Product Name: 8-nitro-3-phenylquinoline
• Synonyms: 8-nitro-3-phenylquinoline
• CAS NO: 190137-72-5
• Molecular Weight: 250.257
• Mol File: 190137-72-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 8-nitro-3-phenylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 8-nitro-3-phenylquinoline(190137-72-5)
• EPA Substance Registry System: 8-nitro-3-phenylquinoline(190137-72-5)

Safety Data

• Hazardous Substances Data: 190137-72-5(Hazardous Substances Data)

Upstream product

• 607-35-2 8-nitroquinoline 
• 497084-46-5 3-iodo-8-nitroquinoline 
• 98-80-6 phenylboronic acid 
• 5341-07-1 8-nitro-3-bromoquinoline 
• 50-00-0 formaldehyd 
• 122-78-1 phenylacetaldehyde 
• 88-74-4 2-nitro-aniline 
• 87234-28-4 1,3-dichloro-2-hydroxy-2-phenylpropane 

Downstream Products

• 110746-01-5 3-phenyl-1,10-phenanthroline 
• 190137-71-4 3-phenylquinolin-8-amine 

Relevant articles and documents

Effect of 3-subsitution of quinolinehydroxamic acids on selectivity of histone deacetylase isoforms

A series of 3-subsituted quinolinehydroxamic acids has been synthesised and evaluated for their effect on human lung cancer cell line (A549), human colorectal cancer cell line (HCT116) and HDAC isoforms 1, 2, 6, and 8. The results indicated that substitut

Design, synthesis, and evaluation in vitro of quinoline-8-carboxamides, a new class of poly(adenosine-diphosphate-ribose)polymerase-1 (PARP-1) inhibitor

Poly(ADP-ribose)polymerase-1 is an important target enzyme in drug design; inhibitors have a wide variety of therapeutic activities. A series of quinoline-8-carboxamides was designed to maintain the required pharmacophore conformation through an intramolecular hydrogen bond. 3-Substituted quinoline-8-carboxamides were synthesized by Pd-catalyzed couplings (Suzuki, Sonogashira, Stille) to 3-iodoquinoline-8-carboxamide, an efficient process that introduces diversity in the final step. 2-Substituted quinoline-8-carboxamides were prepared by selective Pd-catalyzed couplings at the 2-position of 2,8-dibromoquinoline, followed by lithium-bromine exchange of the intermediate 2-(alkyl/aryl)-8-bromoquinolines and reaction with trimethylsilyl isocyanate. The intramolecular hydrogen bond was confirmed by X-ray and by NMR. The SAR of the 3-substituted compounds for inhibition of human recombinant PARP-1 activity showed a requirement for a small narrow group. Substituents in the 2-position increased potency, with the most active 2-methylquinoline-8-carboxamide having IC50 = 500 nM (IC50 = 1.8 μM for 5-aminoisoquinolin-1- one (5-AIQ, a standard water-soluble inhibitor)).