147724-30-9

Basic information

• Product Name: 1,4-Dioxa-8-azaspiro[4.5]decane,8-[[2-(7-chloro-1,8-naphthyridin-2-yl)-2,3-dihydro-3-oxo-1H-isoindol-1-yl]acetyl]-,(R)- (9CI)
• Synonyms: (R)-Pazinaclone; R-(-)-Pazinaclone
• CAS NO: 147724-30-9
• Molecular Formula: C₂₅H₂₃ClN₄O₄
• Molecular Weight: 478.9275
• Mol File: 147724-30-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 712.5°Cat760mmHg
• Flash Point: 384.7°C
• Density: 1.48g/cm³
• CAS DataBase Reference: 1,4-Dioxa-8-azaspiro[4.5]decane,8-[[2-(7-chloro-1,8-naphthyridin-2-yl)-2,3-dihydro-3-oxo-1H-isoindol-1-yl]acetyl]-,(R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dioxa-8-azaspiro[4.5]decane,8-[[2-(7-chloro-1,8-naphthyridin-2-yl)-2,3-dihydro-3-oxo-1H-isoindol-1-yl]acetyl]-,(R)- (9CI)(147724-30-9)
• EPA Substance Registry System: 1,4-Dioxa-8-azaspiro[4.5]decane,8-[[2-(7-chloro-1,8-naphthyridin-2-yl)-2,3-dihydro-3-oxo-1H-isoindol-1-yl]acetyl]-,(R)- (9CI)(147724-30-9)

Safety Data

• Hazardous Substances Data: 147724-30-9(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 15944-33-9 2-chloro-7-amino-1,8-naphthyridine 
• 79404-70-9 1-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)propenone 
• 100-52-7 benzaldehyde 
• 104917-09-1 N-(7-chloro-1,8-naphthyridin-2-yl)benzamide 
• 201230-82-2 carbon monoxide 
• 33779-03-2 2-(2-methoxycarbonylethyl)benzoic acid 
• 55243-02-2 2,7-dichloro-1,8-naphthyridine 
• 3849-22-7 (3-oxo-2,3-dihydro-1H-isoindol-1-yl)-acetic acid 
• 103255-87-4 3-oxo-2-(7-chloro-1,8-naphthyridin-2-yl)isoindoline-1-acetic acid 
• 2942-58-7 diethyl cyanophosphonate 
• 177-11-7 4,4-ethylenedioxy-piperidine 

Relevant articles and documents

Multicomponent Synthesis of Isoindolinones by RhIII Relay Catalysis: Synthesis of Pagoclone and Pazinaclone from Benzaldehyde

A practical one-pot isoindolinone synthesis enabled by RhIII catalysis was developed. The advantage of this protocol is that it does not require pre-preparation of amide substrates, because RhIII participates in two reactions independently. This mild, operationally multicomponent process transforms a wide variety of commercially available aldehydes into the corresponding γ-lactams in good yields, thereby demonstrating that N-pyridin-2-yl benzamide is an effective directing group. Notably, the anxiolytic drugs pagoclone and pazinaclone can be directly prepared by this methodology.

Cu/Fe Catalyzed Intermolecular Oxidative Amination of Benzylic C-H Bonds

We report a Cu/Fe co-catalyzed Ritter-type C-H activation/amination reaction that allows efficient and selective intermolecular functionalization of benzylic C-H bonds. This new reaction is featured by simple reaction conditions, readily available reagents and general substrate scope, allowing facile synthesis of biologically interesting nitrogen containing heterocycles. The Cu and Fe salts were found to play distinct roles in this cooperative catalysis. With a little help: A Ritter-type intermolecular amination of benzylic C-H bonds with acetonitrile, co-catalyzed by CuII/FeIII is reported. A wide array of biologically interesting nitrogen containing heterocycles was prepared from 2-alkyl benzoic acids and heteroaromatic carboxylic acids under operationally simple conditions. The Cu and Fe salts were found to play distinct roles in this cooperative catalysis.

Isoindolinone derivatives, production and use thereof

A compound of the formula STR1 wherein X is hydrogen, halogen or nitro; Ar is phenyl or naphthyridinyl which may optionally be substituted; and either one of Z 1 and Z 2 is hydrogen and the other is lower alkanoyloxy or hydroxy, each of Z 1 and Z 2 is lower alkoxy, or Z 1 and Z 2 combinedly represent hydroxyimino, oxo or a group of the formula: STR2 in which Y is oxygen or sulfur and A is a branched or unbranched lower alkylene chain; and a salt thereof, act on the central nervous system but are weak in adverse effects such as hypnotic and muscle relaxant effects.