42832-87-1

Basic information

• Product Name: 3,6-diamino-9(10)-acridone
• Synonyms: 3,6-Diaminoacridin-9(10H)-one;3,6-Diamino-9,10-dihydro-9-oxoacridine;3,6-DiaMino-9-acridone;3,6-diamino-9(10)-acridone;3,6-Diamino-9,10-dihydroacridine-9-one
• CAS NO: 42832-87-1
• Molecular Formula: C₁₃H₁₁N₃O
• Molecular Weight: 225.25
• Product Categories: Fluorescent Labels & Indicators
• Mol File: 42832-87-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: >300°C dec.
• Boiling Point: 523.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.380±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• PKA: 2.92±0.20(Predicted)
• CAS DataBase Reference: 3,6-diamino-9(10)-acridone(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-diamino-9(10)-acridone(42832-87-1)
• EPA Substance Registry System: 3,6-diamino-9(10)-acridone(42832-87-1)

Safety Data

• Hazardous Substances Data: 42832-87-1(Hazardous Substances Data)

Usage

Description

3,6-Diamino-9(10)-acridone, with the CAS number 42832-87-1, is a light brown solid compound that is primarily utilized in the field of organic synthesis. It is known for its unique chemical properties that make it a valuable component in various chemical reactions and processes.

Uses

Used in Organic Synthesis:
3,6-Diamino-9(10)-acridone is used as a key intermediate for the synthesis of various organic compounds. Its application in this field is due to its ability to participate in a range of chemical reactions, such as condensation, substitution, and addition reactions, which are essential for creating complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,6-diamino-9(10)-acridone is used as a building block for the development of new drugs. Its unique chemical structure allows it to be modified and functionalized to create potential therapeutic agents with specific biological activities.
Used in Dye Manufacturing:
3,6-Diamino-9(10)-acridone is also utilized in the manufacturing of dyes, particularly those used in the textile and printing industries. Its light brown solid form can be processed and combined with other chemicals to produce a wide range of colors and shades.
Used in Research and Development:
Due to its versatile chemical properties, 3,6-diamino-9(10)-acridone is often employed in research and development laboratories. Scientists and researchers use this compound to study various chemical reactions, explore new synthetic pathways, and develop innovative applications in different industries.

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Downstream Products

• 1026744-60-4 N-{6-Acetylamino-9-[4-(piperidine-1-sulfonyl)-phenylamino]-acridin-3-yl}-acetamide 
• 1027173-67-6 N-[6-Acetylamino-9-(4-dimethylsulfamoyl-phenylamino)-acridin-3-yl]-acetamide 
• 1026325-19-8 N-[6-Acetylamino-9-(4-methoxy-phenylamino)-acridin-3-yl]-acetamide 
• 1027251-28-0 N-[6-Acetylamino-9-(4-hydroxy-phenylamino)-acridin-3-yl]-acetamide 
• 155457-49-1 N-(6-Acetylamino-9-p-tolylamino-acridin-3-yl)-acetamide 
• 1026723-36-3 N-(6-Acetylamino-9-phenylamino-acridin-3-yl)-acetamide 
• 80257-99-4 N-[6-Acetylamino-9-(4-methanesulfonylamino-2-methoxy-phenylamino)-acridin-3-yl]-acetamide 
• 166405-61-4 9-phenyl-3,6-bis<(ethoxycarbonyl)amino>acridine 
• 58067-04-2 9-phenyl-acridine-3,6-diamine 

Relevant articles and documents

Fluorinated 3,6,9-trisubstituted acridine derivatives as DNA interacting agents and topoisomerase inhibitors with A549 antiproliferative activity

A series of new 3,6,9-trisubstituted acridine derivatives with fluorine substituents on phenyl ring were synthesized and their interaction with calf thymus DNA was investigated. Analysis using UV–Vis absorbance spectra provided valuable information about

Novel trisubstituted acridines as human telomeric quadruplex binding ligands

A novel series of trisubstituted acridines were synthesized with the aim of mimicking the effects of BRACO19. These compounds were synthesized by modifying the molecular structure of BRACO19 at positions 3 and 6 with heteroacyclic moieties. All of the derivatives presented in the study exhibited stabilizing effects on the human telomeric DNA quadruplex. UV-vis spectroscopy, circular dichroism, linear dichroism and viscosimetry were used in order to study the nature of the DNA binding in more detail. The results show that all of the novel derivatives were able to fold the single-stranded DNA sequences into antiparallel G-quadruplex structures, with derivative 15 exhibiting the highest stabilizing capability. Cell cycle analysis revealed that a primary trend of the "braco"-like derivatives was to arrest the cells in the S- and G 2M-phases of the cell cycle within the first 72 h, with derivative 13 and BRACO19 proving particularly effective in suppressing cell proliferation. All studies derivatives were less toxic to human fibroblast cell line in comparison with HT 29 cancer cell line.

CANCER TREATMENT USING SPECIFIC 3,6,9-SUBSTITUTED ACRIDINES

The present invention relates to a 3,6,9 acridine compound and optionally substituted derivatives thereof that may be useful in the treatment of cancer. The invention also provides compositions comprising the compounds and uses thereof.