108106-97-4

Basic information

• Product Name: 2-OXO-2,5,6,7-TETRAHYDRO-1H-[1]PYRINDINE-3-CARBONITRILE
• Synonyms: 2-OXO-2,5,6,7-TETRAHYDRO-1H-[1]PYRINDINE-3-CARBONITRILE;2,5,6,7-tetrahydro-2-oxo-1H-Cyclopenta[b]pyridine-3-carbonitrile;2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile
• CAS NO: 108106-97-4
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.175
• Mol File: 108106-97-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 478.2±28.0 °C(Predicted)
• Appearance: /
• Density: 1.28±0.1 g/cm3(Predicted)
• PKA: 10.97±0.40(Predicted)
• CAS DataBase Reference: 2-OXO-2,5,6,7-TETRAHYDRO-1H-[1]PYRINDINE-3-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-OXO-2,5,6,7-TETRAHYDRO-1H-[1]PYRINDINE-3-CARBONITRILE(108106-97-4)
• EPA Substance Registry System: 2-OXO-2,5,6,7-TETRAHYDRO-1H-[1]PYRINDINE-3-CARBONITRILE(108106-97-4)

Safety Data

• Hazardous Substances Data: 108106-97-4(Hazardous Substances Data)

Usage

General Description

2-OXO-2,5,6,7-TETRAHYDRO-1H-[1]PYRINDINE-3-CARBONITRILE, also known as fevipiprant, is a chemical compound used in the treatment of asthma and chronic obstructive pulmonary disease (COPD). It works as a selective antagonist of the prostaglandin D2 receptor 2 (DP2), which plays a role in the inflammatory response in the airways. By blocking this receptor, fevipiprant helps to reduce airway inflammation and prevent bronchoconstriction, leading to improved respiratory function in patients with these respiratory conditions. It is currently being studied for its effectiveness in managing asthma and COPD symptoms and potentially providing a new treatment option for these conditions.

Upstream product

• 107-91-5 cyanoacetic acid amide 
• 120-92-3 cyclopentanone 
• 109-94-4 formic acid ethyl ester 
• 4370-12-1 1-cyanoformamide 

Downstream Products

• 360774-14-7 2-(Benzyloxy)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile 
• 166113-89-9 3-amino-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxylic acid ethyl ester 
• 113511-27-6 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile 
• 108994-73-6 6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile 
• 360774-18-1 3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-[tert-butyl(dimethyl)silyloxy]prop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one 
• 360774-15-8 3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one 
• 201274-52-4 3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one 
• 234752-98-8 2-(Benzyloxy)-3-(3-[6-(benzyloxy)pyridin-2-yl]-1-{[tert-butyl(dimethyl)silyl]oxy}prop-2-ynyl)-6,7-dihydro-5H-cyclopenta[b]pyridine 
• 201274-51-3 1-[2-(Benzyloxy)-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl]-3-[6-(benzyloxy)pyridin-2-yl]prop-2-yn-1-ol 
• 201274-49-9 2-(Benzyloxy)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbaldehyde 
• 858343-04-1 N-[4-(hydroxy-m-tolyl-methyl)-2-methoxy-6,7-dihydro-5H-[1]pyrindin-3-yl]-2,2-dimethyl-propionamide 
• 858343-06-3 N-[2-methoxy-4-(3-methyl-benzoyl)-6,7-dihydro-5H-[1]pyrindin-3-yl]-2,2-dimethyl-propionamide 
• 248248-32-0 3-amino-4-(3-methyl-benzoyl)-1,5,6,7-tetrahydro-[1]pyrindin-2-one 
• 88499-85-8 1,5,6,7-tetrahydro-2H-cyclopentan[b]pyridin-2-one 

Relevant articles and documents

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).

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.

COMPOUNDS AND USE THEREOF IN THE EXPANSION OF STEM CELLS AND/OR PROGENITOR CELLS

The invention relates to compounds of formula I and pharmaceutical compositions containing them. Also, the invention relates to methods for expanding stem cells and/or progenitor cells and methods for treating a hematopoietic disorder/malignancy, and autoimmune disease and/or an inherited immunodeficient disease (I).