181526-18-1

Basic information

• Product Name: Furo[3,2-b]pyridine,4-oxide(9CI)
• Synonyms: Furo[3,2-b]pyridine,4-oxide(9CI);Furo[3,2-b]pyridine 4-oxide;4-oxidofuro[3,2-b]pyridin-4-ium
• CAS NO: 181526-18-1
• Molecular Formula: C₇H₅NO₂
• Molecular Weight: 135.12
• Product Categories: PYRIDINE
• Mol File: 181526-18-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 251.338°C at 760 mmHg
• Flash Point: 105.806°C
• Appearance: /
• Density: 1.317g/cm³
• Vapor Pressure: 0.033mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: Furo[3,2-b]pyridine,4-oxide(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Furo[3,2-b]pyridine,4-oxide(9CI)(181526-18-1)
• EPA Substance Registry System: Furo[3,2-b]pyridine,4-oxide(9CI)(181526-18-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 181526-18-1(Hazardous Substances Data)

Usage

General Description

Furo[3,2-b]pyridine,4-oxide(9CI) is a heterocyclic organic compound with a fused pyridine and furan ring system. It is commonly referred to as a pyridine oxide and is used in organic synthesis and as a building block for the preparation of various pharmaceuticals, agrochemicals, and other functional materials. Furo[3,2-b]pyridine,4-oxide(9CI) is known for its unique structural and chemical properties, making it a valuable tool in drug discovery and development. Furo[3,2-b]pyridine,4-oxide(9CI) has also shown potential as an effective catalyst in organic transformations and as a fluorescent probe for molecular imaging. However, its reactivity and potential health effects should be considered when handling and using this chemical.

InChI:InChI=1/C7H5NO2/c9-8-4-1-2-7-6(8)3-5-10-7/h1-5H

Upstream product

• 92671-70-0 acetic acid 2-bromopyridin-3-yl ester 
• 6602-32-0 2-bromo-pyridin-3-ol 
• 272-62-8 furo[3,2-b]pyridine 

Downstream Products

• 182691-67-4 5-cyanofuro<3,2-b>pyridine 
• 182691-76-5 5-chlorofuro[3,2-b]pyridine 
• 182691-75-4 7-chlorofuro[3,2-b]pyridine 
• 190957-95-0 Furo[3,2-b]pyridine-7-carbonitrile 
• 56473-91-7 furo<3,2-b>pyridine-5-carboxylic acid 
• 853680-58-7 (2R)-[1-(4-chlorobenzyl)-2-(4-furo[3,2-b]pyridin-7-yl-piperazin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Furopyridines. XVII [1]. Cyanation, chlorination and nitration of furo[3,2-b]pyridine N-oxide

The N-oxide 2 of furo[3,2-b]pyridine (1) was cyanated by the Reissert-Henze reaction with potassium cyanide and benzoyl chloride to give 5-cyano derivative 3, which was converted to the carboxamide 4, carboxylic acid 5, ethyl ester 6 and ethyl imidate 8. Chlorination of 2 with phosphorus oxychloride yielded 2-9a, 3- 9b, 5- 9c and 7-chloro derivative 9d. Reaction of 9d with sodium methoxide, pyrrolidine, N,N-dimethylformamide and ethyl cyanoacetate afforded 7-methoxy- 10, 7-(1-pyrrolidyl)- 11 and 7-dimethylaminofuro[3,2-b]pyridine (14) and 7-(1-cyano-1-ethoxy-carbonyl)methylene-4,7-dihydro-furo[3,2-b]pyridine (12). Nitration of 2 with a mixture of fuming nitric acid and sulfuric acid gave 2-nitrofuro[3,2-b]pyridine N-oxide (15).

AKT PROTEIN KINASE INHIBITORS

The present invention provides compounds, including resolved enantiomers, diastereomers, solvates and pharmaceutically acceptable salts thereof, comprising the Formula: A-L-CR where CR is a cyclical core group, L is a linking group and A is as defined herein. Also provided are methods of using the compounds of this invention as AKT protein kinase inhibitors and for the treatment of hyperproliferative diseases such as cancer.