129-30-6

Basic information

• Product Name: N,N'-(9,10-dioxo-1,5-anthrylene)di(acetamide)
• Synonyms: N,N'-(9,10-dioxo-1,5-anthrylene)di(acetamide);1,5-Bis(acetylamino)anthraquinone;N,N'-(9,10-Dihydro-9,10-dioxoanthracene-1,5-diyl)bis(acetamide)
• CAS NO: 129-30-6
• Molecular Formula: C₁₈H₁₄N₂O₄
• Molecular Weight: 322.31476
• EINECS: 204-939-9
• Mol File: 129-30-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N'-(9,10-dioxo-1,5-anthrylene)di(acetamide)(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-(9,10-dioxo-1,5-anthrylene)di(acetamide)(129-30-6)
• EPA Substance Registry System: N,N'-(9,10-dioxo-1,5-anthrylene)di(acetamide)(129-30-6)

Safety Data

• Hazardous Substances Data: 129-30-6(Hazardous Substances Data)

Usage

General Description

N,N'-(9,10-dioxo-1,5-anthrylene)di(acetamide) is a chemical compound that is formed by the reaction of anthraquinone with acetic anhydride, resulting in the formation of two acetamide groups attached to the anthraquinone structure. N,N'-(9,10-dioxo-1,5-anthrylene)di(acetamide) is commonly used in organic synthesis as a reagent or catalyst, particularly in the preparation of anthraquinone derivatives. It is also used in the pharmaceutical industry as a building block for the synthesis of various drugs. Additionally, this compound exhibits fluorescent properties, making it useful as a fluorescent dye or tracer in biological and chemical research. However, it is important to handle and use this compound with caution, as it may present health hazards and should be used in a controlled environment with proper safety measures in place.

Upstream product

• 84-65-1 9,10-phenanthrenequinone 
• 82-35-9 1.5-dinitroanthraquinone 
• 82-34-8 1-nitroanthraquinone 
• 129-44-2 1,5-diaminoanthraquinone 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Downstream Products

• 37686-98-9 1,5-bis-acetylamino-4,8-dinitro-anthraquinone 

Relevant articles and documents

Synthesis and antitumor evaluation of symmetrical 1,5-diamidoanthraquinone derivatives as compared to their disubstituted homologues

A series of symmetrical 1,5-diamidoanthraquinone derivatives with potentially bioreducible groups has been synthesized and their cytostatic activity against the panel of various cancer cell lines in vitro has been studied. Preliminary structure-activity relationships were established. The results indicated that compounds 5 and 18 exhibited significant potent cytotoxicity at 1.24-1.75 μM for Hepa G2 cell line; compounds 5, 16, and 18 exhibited cytotoxicity at 0.14-1.82 μM for 2.2.15 cell line as determined by XTT colorimetric assay. Two structurally related compounds, mitoxantrone and adriamycin, were tested in parallel as positive controls. In addition, it was found that compounds 5 and 18 were a more potent and specific human hepatoma cell line than mitoxantrone and showed comparable activity to adriamycin. Among them, compound 18 was the most potent for 2.2.15 cells. We have demonstrated that the anthraquinone moiety is essential for activity and that less sterically hindered substituents contribute to enhanced in vitro efficacy. Implications for amidoanthraquinone cytotoxicity as potential anticancer agents are discussed. We further delineate the nature of the pharmacophore for this class of compounds, which provides a rational basis for the structure-activity relationships.