60536-19-8

Basic information

• Product Name: 10-butylacridin-9(10H)-one
• Synonyms: 10-Butyl-10H-acridin-9-one; 10-Butyl-9(10H)-acridinone; 9(10H)-Acridinone, 10-butyl-
• CAS NO: 60536-19-8
• Molecular Formula: C₁₇H₁₇NO
• Molecular Weight: 251.323
• Mol File: 60536-19-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 398.3°C at 760 mmHg
• Flash Point: 152.8°C
• Density: 1.12g/cm³
• Vapor Pressure: 1.49E-06mmHg at 25°C
• Refractive Index: 1.594
• CAS DataBase Reference: 10-butylacridin-9(10H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 10-butylacridin-9(10H)-one(60536-19-8)
• EPA Substance Registry System: 10-butylacridin-9(10H)-one(60536-19-8)

Safety Data

• Hazardous Substances Data: 60536-19-8(Hazardous Substances Data)

Upstream product

• 109-65-9 1-bromo-butane 
• 578-95-0 10H-acridin-9-one 
• 542-69-8 1-iodo-butane 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 72342-55-3 (2-(butylamino)phenyl)(phenyl)methanone 
• 25187-01-3 2,2’-dibromobenzophenone 
• 109-73-9 N-butylamine 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 7154-66-7 2-bromobenzoic acid chloride 

Relevant articles and documents

Assessment of dna topoisomerase i unwinding activity, radical scavenging capacity, and inhibition of breast cancer cell viability of n-alkylacridones and n,n′-dialkyl-9,9′-biacridylidenes

The anticancer activity of acridone derivatives has attracted increasing interest, therefore, a variety of substituted analogs belonging to this family have been developed and evaluated for their anti-cancer properties. A series of N-alkyl-acridones 1–6 and N,N′-dialkyl-9,9′-biacridylidenes 7–12 with variable alkyl chains were examined for their topoisomerase I activity at neutral and acidic conditions as well as for their binding capacity to calf thymus and possible radical trapping antioxidant activity. It was found that at a neutral pH, topoisomerase I activity of both classes of compounds was similar, while under acidic conditions, enhanced intercalation was observed. Nalkyl- acridone derivatives 1–6 exhibited stronger, dose-dependent, cytotoxic activity against MCF- 7 human breast epithelial cancer cells than N,N′-dialkyl-9,9′-biacridylidenes 7–12, revealing that conjugation of the heteroaromatic system plays a significant role on the effective distribution of the compound in the intracellular environment. Cellular investigation of long alkyl derivatives against cell migration exhibited 40–50% wound healing effects and cytoplasm diffusion, while compounds with shorter alkyl chains were accumulated both in the nucleus and cytoplasm. All N,N′-dialkyl- 9,9′-biacridylidenes showed unexpected high scavenging activity towards DPPH or ABTS radicals which may be explained by higher stabilization of radical cations by the extended conjugation of heteroaromatic ring system.

Synthesis of Acridones by Palladium-Catalyzed Buchwald-Hartwig Amination

The Buchwald-Hartwig amination allows an efficient and convenient synthesis of biologically and pharmaceutically important acridones by formation of a six-membered ring. With the described method, a number of derivatives have been synthesized in up to 95% yield by using a variety of anilines as well as benzylic and aliphatic amines.

Synthesis method of acridone derivative

The application relates to a synthesis method of an acridone derivative. The synthesis method comprises the following steps: mixing a compound shown in a formula (I), a photocatalyst and a solvent, reacting under the conditions of oxygen and lighting and obtaining the acridone derivative. The synthesis method of the acridone derivative has the beneficial effects that the photocatalyst can catalyzethe compound shown in the formula (I) to carry out intramolecular hydrocarbon ammoniation reaction under the conditions of oxygen and lighting so as to synthesize the acridone derivative, and the pretreatment for the compound shown in the formula (I) is not needed; the operation is simple and convenient, and the condition is mild, the yield is high; the synthesis method conforms to the economic and environment-friendly characteristics of atoms and has high practical value for industrial preparation of the acridone derivative.