72907-97-2

Basic information

• Product Name: ethyl (8-methoxy-1-oxo-2,3-dihydro-1H-cyclopenta[a]naphthalen-2-yl)acetate
• CAS NO: 72907-97-2
• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.3331
• Mol File: 72907-97-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 455.6°C at 760 mmHg
• Flash Point: 201.9°C
• Density: 1.206g/cm³
• Vapor Pressure: 1.73E-08mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: ethyl (8-methoxy-1-oxo-2,3-dihydro-1H-cyclopenta[a]naphthalen-2-yl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (8-methoxy-1-oxo-2,3-dihydro-1H-cyclopenta[a]naphthalen-2-yl)acetate(72907-97-2)
• EPA Substance Registry System: ethyl (8-methoxy-1-oxo-2,3-dihydro-1H-cyclopenta[a]naphthalen-2-yl)acetate(72907-97-2)

Safety Data

• Hazardous Substances Data: 72907-97-2(Hazardous Substances Data)

Upstream product

• 103143-23-3 2-(bromomethyl)-7-methoxynaphthalene 
• 5665-20-3 20(hydroxymethyl)-7-methoxynaphthalene 
• 5665-25-8 2-(β-carboxyethyl)-7-methoxynaphthalene 
• 5670-11-1 8-methoxy-1-oxo-2,3-dihydro-1H-cyclopentanaphthalene 
• 5665-24-7 α-Carboxy-β-(7-methoxy-2-naphthyl)-propionsaeure 
• 105-36-2 ethyl bromoacetate 
• 72907-96-1 2-ethoxalyl-8-methoxy-1-oxo-2,3-dihydro-1H-cyclopentanaphthalene 

Downstream Products

• 72907-99-4 2-(carbethoxymethyl)-8-hydroxy-1-oxo-2,3-dihydro-1H-cyclopentanaphthalene 
• 72908-00-0 2-(carbamylmethyl)-8-hydroxy-1-oxo-2,3-dihydro-1H-cyclopentanaphthalene 
• 72908-01-1 2-(carbamylmethyl)-8-hydroxy-3H-cyclopenta[a]naphthalene 

Relevant articles and documents

New cyclopenta[a]naphthalene derivatives: Synthesis of 2-(carbamylmethyl)-8-hydroxy-3H-cyclopenta[a]naphthalene as a possible deoxyribonucleic acid binding agent

8-Methoxy-1-oxo-2,3-dihydro-1H-cyclopental[a]naphthalene (4) was converted to the oxalyl derivative (7) by treatment with diethyl oxalate in the presence of sodium ethoxide. Compound 7 in the form of the sodium salt was alkylated with ethyl bromoacetate in DMF to 2-(carbethoxymethyl)-8-methoxy-1-oxo-2,3-dihydro-1H-cyclopenta[a]naphthalene (8). Treatment of 8 with methanolic ammonia yielded the corresponding amide (9). Dealkylation of 8 with 48% HBr and subsequent esterification gave compound 10. Ammonolysis of 10 led to the amide 11, which after reduction and subsequent dehydration of the reduced product afforded the desired compound, 2-(carbamylmethyl)-8-hydroxy-3H-cyclopenta[a]naphthalene (2). Compound 2 was found to be mildly growth inhibitory to L1210 and CCRF-CEM leukemic cells in culture. From thermal transition temperature studies, compound 2 was found to bind to calf thymus DNA and the poly(deoxyribonucleotides), e.g., poly(dG)-poly(dC), poly(dG-dC), poly(dA)-poly(dT), and poly (dA-dT).