554453-19-9

Basic information

• Product Name: 1H-Pyrrolo[3,2-b]pyridine-3-acetonitrile
• Synonyms: 1H-Pyrrolo[3,2-b]pyridine-3-acetonitrile;2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetonitrile;2-(1H-pyrrolo[3,2-b]pyridin-3-yl)acetonitrile;(1H-Pyrrolo[3,2-b]pyridin-3-yl)-acetonitrile
• CAS NO: 554453-19-9
• Molecular Formula: C9H7N3
• Molecular Weight: 157.17198
• Mol File: 554453-19-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 394.594°C at 760 mmHg
• Flash Point: 132.307°C
• Appearance: /
• Density: 1.295
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.685
• CAS DataBase Reference: 1H-Pyrrolo[3,2-b]pyridine-3-acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[3,2-b]pyridine-3-acetonitrile(554453-19-9)
• EPA Substance Registry System: 1H-Pyrrolo[3,2-b]pyridine-3-acetonitrile(554453-19-9)

Safety Data

• Hazardous Substances Data: 554453-19-9(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[3,2-b]pyridine-3-acetonitrile is a chemical compound with the molecular formula C10H6N2. It belongs to the category of organic compounds known as 3-acetonitriles. It is often used in chemical research and development due to its unique structural properties. This chemical can be identified by its standard InChIKey, which is YQHKGVJSSMHXLW-UHFFFAOYSA-N. The specific physical and chemical properties, such as its melting and boiling points, stability, toxicity, and solubility, may depend on its precise chemical structure and any functional groups or substituents present.

InChI:InChI=1/C9H7N3/c10-4-3-7-6-12-8-2-1-5-11-9(7)8/h1-2,5-6,12H,3H2

Upstream product

• 272-49-1 1H-pyrrolo[3,2-b]pyridine 
• 773837-37-9 sodium cyanide 
• 23612-34-2 N,N-dimethyl-1-(1H-pyrrolo[3,2-b]pyridin-3-yl)methanamine 

Downstream Products

• 1312891-85-2 (E)-3-(4-{[2-(1H-pyrrolo[3,2-b]pyridin-3-yl)ethylamino]methyl}phenyl)acrylic acid methyl ester 
• 1312891-47-6 (E)-N-hydroxy-3-(4-{[2-(1H-pyrrolo[3,2-b]pyridin-3-yl)ethylamino]methyl}phenyl)acrylamide 
• 28419-74-1 2-[1H-pyrrolo [3,2-b]pyridin-3-yl]ethan-1-amine 

Relevant articles and documents

INDOLE AHR INHIBITORS AND USES THEREOF

The present invention provides compounds useful as inhibitors of AHR, compositions thereof, and methods of using the same.

Optimization of the in vitro cardiac safety of hydroxamate-based histone deacetylase inhibitors

Histone deacetylase (HDAC) inhibitors have shown promise in treating various forms of cancer. However, many HDAC inhibitors from diverse structural classes have been associated with QT prolongation in humans. Inhibition of the human ether a-go-go related gene (hERG) channel has been associated with QT prolongation and fatal arrhythmias. To determine if the observed cardiac effects of HDAC inhibitors in humans is due to hERG blockade, a highly potent HDAC inhibitor devoid of hERG activity was required. Starting with dacinostat (LAQ824), a highly potent HDAC inhibitor, we explored the SAR to determine the pharmacophores required for HDAC and hERG inhibition. We disclose here the results of these efforts where a high degree of pharmacophore homology between these two targets was discovered. This similarity prevented traditional strategies for mitigating hERG binding/modulation from being successful and novel approaches for reducing hERG inhibition were required. Using a hERG homology model, two compounds, 11r and 25i, were discovered to be highly efficacious with weak affinity for the hERG and other ion channels.