4241-13-8

Basic information

• Product Name: 2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE
• Synonyms: 2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE;2-OXO-1,2,5,6,7,8-HEXAHYDRO-QUINOLINE-3-CARBONITRILE;2-oxo-1,2,5,6,7,8-hexahydro-3-quinolinecarbonitrile(SALTDATA: FREE)
• CAS NO: 4241-13-8
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Mol File: 4241-13-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 248-249 °C
• Boiling Point: 474.0±28.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 11.06±0.40(Predicted)
• CAS DataBase Reference: 2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE(4241-13-8)
• EPA Substance Registry System: 2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE(4241-13-8)

Safety Data

• Hazardous Substances Data: 4241-13-8(Hazardous Substances Data)

Usage

General Description

2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE is a chemical compound with the molecular formula C10H11N3O comprising of a quinoline ring structure with a carbonitrile group and a ketone functional group. It is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. The compound exhibits various biological activities and has potential applications in the development of new drugs and therapeutic agents. Additionally, it has also been studied for its potential role in the treatment of certain diseases and disorders. Its unique chemical structure and properties make it an important molecule in the field of medicinal chemistry and drug development.

Upstream product

• 65242-19-5 2-Amino-5,6,7,8-tetrahydro-3-quinolinecarbonitrile 
• 105-56-6 ethyl 2-cyanoacetate 
• 1193-63-1 Cyclohexanone-2-carbaldehyde 
• 2620-30-6 sodium acetylamide 
• 107-91-5 cyanoacetic acid amide 
• 55735-44-9 2-(hydroxymethylene)cyclohexanone sodium salt 
• 4370-12-1 1-cyanoformamide 
• 108-94-1 cyclohexanone 
• 109-94-4 formic acid ethyl ester 
• 4540-33-4 piperdinium acetate 

Downstream Products

• 64500-54-5 2-hydroxy-5,6,7,8-tetrahydro-quinoline-3-carboxylic acid 
• 65242-28-6 2-bromo-5,6,7,8-tetrahydro-3-quinolinecarbonitrile 
• 54802-19-6 5,6,7,8-tetrahydro-1H-quinolin-2-one 
• 248248-64-8 3-amino-4-(3,5-dimethyl-benzyl)-5,6,7,8-tetrahydro-1H-quinolin-2-one 
• 858343-00-7 3-amino-4-(3-methyl-benzoyl)-5,6,7,8-tetrahydro-1H-quinolin-2-one 
• 858342-41-3 N-[4-(hydroxy-m-tolyl-methyl)-2-methoxy-5,6,7,8-tetrahydro-quinolin-3-yl]-2,2-dimethyl-propionamide 
• 858342-91-3 N-[2-methoxy-4-(3-methyl-benzoyl)-5,6,7,8-tetrahydro-quinolin-3-yl]-2,2-dimethyl-propionamide 
• 858341-80-7 N-[4-(3,5-dimethyl-benzyl)-2-methoxy-5,6,7,8-tetrahydro-quinolin-3-yl]-2,2-dimethyl-propionamide 
• 65242-27-5 2-chloro-5,6,7,8-tetrahydroquinoline-3-carbonitrile 

Relevant articles and documents

Investigation into improving the aqueous solubility of the thieno[2,3-b]pyridine anti-proliferative agents

It is now established that the thieno[2,3-b]pyridines are a potent class of antiproliferatives. One of the main issues encountered for their clinical application is their low water solubility. In order to improve this, two strategies were pursued. First,

Design, synthesis and biological activities of pyrrole-3-carboxamide derivatives as EZH2 (enhancer of zeste homologue 2) inhibitors and anticancer agents

Zeste enhancer homolog 2 (EZH2) is highly expressed in various malignant tumors, which could silence tumor suppressor genes via trimethylation of H3K27. Herein was first reported a novel series of pyrrole-3-carboxamide derivatives carrying a pyridone fragment as EZH2 inhibitors. By combining computational modeling, in vitro cellular assays and further rational structure-activity relationship exploration and optimization, compound DM-01 showed powerful inhibition towards EZH2. DM-01 was found to have significant ability to reduce the cellular H3K27me3 level in K562 cells in the Western blot test. Meanwhile, our data showed that knockdown EZH2 in A549 cells resulted in a decrease of cell sensitivity to DM-01 at 50 and 100 μM. DM-01 could also increase the transcription expression of DIRAS3 in a dose-dependent manner, a tumor suppressor in the downstream of EZH2, suggesting it was worth investigating further as a lead compound.

Zinc (II)-mediated selective O-benzylation of 2-Oxo-1,2-dihydropyridines systems

The selective O-benzylation of 2-oxo-1,2-dihydropyridines plays a critical role in organic synthesis of natural products and biological active molecules. Herein we report a novel ternary system of ZnO, ZnCl2 and N,N-diisopropylethylamine (DIEA), that is highly effective for selective O-benzylation of 2-oxo-1,2-dihydropyridines using abundant substituted benzyl halides and related substituted 2-oxo-1,2-dihydropyridines compounds. This process allows access to a variety of O-benzyl products under mild reaction conditions, which are important synthetic intermediates in the protection of functional groups, and represents a new method toward the development for the O-benzylation of 2-oxo-1,2-dihydropyridines.