4241-13-8

Usage

Uses

Used in Pharmaceutical Industry:
2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE serves as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its diverse biological activities and potential applications in medicine make it a valuable component in creating innovative treatments.
Used in Agrochemical Industry:
2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE is also utilized as an intermediate in the synthesis of agrochemicals, playing a role in the development of products designed to enhance crop protection and improve agricultural yields.
Used in Organic Compounds Synthesis:
2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE is employed in the synthesis of various organic compounds, highlighting its versatility and importance in organic chemistry for creating a wide range of products.
Used in Disease and Disorder Treatment Research:
Furthermore, 2-OXO-1,2,5,6,7,8-HEXAHYDRO-3-QUINOLINECARBONITRILE has been studied for its potential role in the treatment of certain diseases and disorders, indicating its promise in advancing medical science and healthcare solutions.

Upstream product

• 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 
• 65242-19-5 2-Amino-5,6,7,8-tetrahydro-3-quinolinecarbonitrile 

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 academic research and scientific papers

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,

5-Hydroxyindole-based EZH2 inhibitors assembled via TCCA-catalyzed condensation and Nenitzescu reactions

5-Hydroxyindole derivatives have various demonstrated biological activities. Herein, we used 5-hydroxyindole as a synthetic starting point for structural alterations in a combinatorial process to synthesize 22 different compounds with EZH2 inhibitor pharmacophores. A series of 5-hydroxyindole-derived compounds were screened inhibitory activities against K562 cells. According to molecular modeling and in vitro biological activity assays, the preliminary structure-activity relationship was summarized. Compound L–04 improved both the H3K27Me3 reduction and antiproliferation parameters (IC50 = 52.6 μM). These findings revealed that compound L–04 is worthy of consideration as a lead compound to design more potent EZH2 inhibitors. During the preparation of compounds, we discovered that trichloroisocyanuric acid (TCCA) is a novel catalyst which demonstrates condensation-promoting effects. To gain insight into the reaction, in situ React IR technology was used to confirm the reactivity. Different amines were condensed in high yields with β-diketones or β-ketoesters in the presence of TCCA to afford the corresponding products in a short time (10~20 min), which displayed some advantages and provided an alternative condensation strategy.

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.

Pyrrole-3-formamide compound as well as preparation method and application thereof

The invention belongs to the technical field of medicines, and relates to a pyrrole-3-formamide compound as well as a preparation method and application thereof, in particular to a pyrrole-3-formamidecompound shown as a formula (I) or (II) and a pharmaceutically-acceptable salt thereof, wherein R to R and X are defined in the claims and description. The preparation of the compound mainly comprises performing Knorr pyrrole synthesis, Hantzsch pyrrole synthesis, decarboxylation, alkylation, hydrolysis, condensation, cyclization and reduction on ethyl acetoacetate or tert-butyl acetoacetate serving as the raw material. The pyrrole-3-formamide compound and the pharmaceutically-acceptable salt thereof have good treatment effects on tumors, and can be applied to the preparation of anti-tumor drugs. (The formulas (I) and (II) are shown in the description).

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.

Synthesis of 3-Amino-2-carboxamide Tetrahydropyrrolo[2,3- b ]quinolines

This article communicates the first synthesis of 3-amino-2-carboxamide pyrrolo[2,3-b]quinolines and fused-ring pyrrolopyridines in an efficient synthesis via a Thorpe-Ziegler transformation. The reported synthetic route allows for a wide range of nitrogen analogues of thienopyridines - compounds which have potent bioactivities but poor aqueous solubility.

NOVEL BENZYLAMINE DERIVATIVES AS CETP INHIBITORS

The present invention provides, among other things, new benzylamine compounds, compositions comprising benzylamine compounds, methods of making benzylamine compounds, and methods of using benzylamine compounds for treating or preventing a variety of conditions or diseases associated with lipoprotein metabolism.

TRICYCLIC FUROPYRIDINE DERIVATIVES USEFUL IN THE TREATMENT OF HYPER-PROLIFERATIVE DISORDERS

This invention relates to a compound of Formula (I) Wherein X is CH2, 0 or N(C1-C3)alkyl; Ar1 is phenyl or pyridyl each optionally substituted with 1 or 2 substituents selected from (C1-C3)alkoxy, halo, OH, CF3, CN, NO2 and(C1-C3)alkyl, said alkyl being optionally substituted with CF3; or a pharmaceutically acceptable salt thereof, and its use in treating hyper-proliferative disorders.

Synthesis and solid-state structures of alkyl-substituted 3-cyano-2-pyridones

A series of 3-cyano-pyridones carrying a variety of alkyl substituents at C-5 and C-6 has been synthesized and their solid-state structures have been studied. Hydrogen bonding interactions between individual pyridone molecules lead either to the formation of symmetric dimers of the R2 2(8) type or to helical chains of the C(4) type. Based on known and calculated structures for the 2-pyridone parent system, the solid-state structures can be divided in two groups representing cases with little external influence on the hydrogen bonding array (group A) and those with a larger external influence (group B).

FUROPYRIDINE AND FUROPYRIMIDINE DERIVATIVES FOR THE TREATMENT OF HYPER-PROLIFERATIVE DISORDERS

This invention relates to a compound of Formula (I) wherein Y is CH or N; Ar1is phenyl or pyridyl each optionally substituted with 1 or 2 substituents each selected independently from (C1-C3)alkoxy halo, OH, CF3, CN, NO2 and (C1-C3)alkyl, said alkyl being optionally substituted with CF3; Ar2 is phenyl or pyridyl each optionally substituted with 1 or 2 substituents each independently selected from halo, OH, CN, NO2, CF3, (C1-C6)alkoxy, NR1R1, S(O)2R2, C(O)R3, and (C1-C6)alkyl optionally substituted with R4, and its use in treating hyper-proliferative disorders.