5464-89-1

Basic information

• Product Name: 10-methyl-1,3,4,10-tetrahydroacridin-9(2H)-one
• Synonyms: 9(2H)-acridinone, 1,3,4,10-tetrahydro-10-methyl-
• CAS NO: 5464-89-1
• Molecular Formula: C₁₄H₁₅NO
• Molecular Weight: 213.275
• Mol File: 5464-89-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 344.7°C at 760 mmHg
• Flash Point: 132.6°C
• Density: 1.18g/cm³
• Vapor Pressure: 6.45E-05mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 10-methyl-1,3,4,10-tetrahydroacridin-9(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 10-methyl-1,3,4,10-tetrahydroacridin-9(2H)-one(5464-89-1)
• EPA Substance Registry System: 10-methyl-1,3,4,10-tetrahydroacridin-9(2H)-one(5464-89-1)

Safety Data

• Hazardous Substances Data: 5464-89-1(Hazardous Substances Data)

Usage

Chemical classification

Tetrahydroacridine derivative

Parent compound

Acridine

Potential pharmaceutical applications

Yes

Neuroprotective properties

Being studied

Antioxidant properties

Being studied

Treatment of neurodegenerative diseases

Potential use in Alzheimer's and Parkinson's

Antimicrobial activities

Being investigated

Anti-inflammatory activities

Being investigated

Further research needed

Yes, to fully understand potential uses and mechanisms of action

Upstream product

• 119-68-6 N-Methylanthranilic acid 
• 108-94-1 cyclohexanone 
• 10328-92-4 N-Methylisatoic anhydride 

Downstream Products

• 719-54-0 10-methyl-9, 10-dihydro-9-acridinone 

Relevant articles and documents

Synthesis of Ring-Fused, N-Substituted 4-Quinolinones Using p Ka-Guided, Base-Promoted Annulations with Isatoic Anhydrides: Total Synthesis of Penicinotam

An anionic annulation strategy employing isatoic anhydrides and a wide assortment of enolizable partners was developed to afford over 80 novel ring-fused, N-substituted 4-quinolinones, an underrepresented privileged template. Multiple factors governing the efficiency of the transformation were determined, resulting in a reliable and tunable synthetic platform applicable for a broad range of substrates with variable deprotonation susceptibility, such as tetramic and tetronic acids, cyclic 1,3-diketones, and cycloalkanones. Application to the synthesis of bioactive, pyrrolizine-fused 4-quinolinone, penicinotam 3, resulted in the most brief and highest yielding total synthesis of the alkaloid in three steps and a 36% overall yield.