3,6-Diacetamidoacridine, CAS 15724-70-6, is an acridine derivative in which both amino groups at the 3 and 6 positions have been converted into acetamide groups. Acridine itself is an aromatic tricyclic system carrying a single nitrogen atom in the central ring, and it is widely recognised as the core scaffold of many dyes and fluorescent compounds. In the laboratory, this material serves as a heterocyclic building block and as a protected form of the corresponding acridine diamine, allowing researchers to carry out reactions on other parts of the molecule first without interference from the high reactivity of the free amino groups.
The properties that make this compound attractive stem from the changes in electronic character and solubility brought about by acetylation. The acetamide groups reduce the basicity of the amine functions while also altering the hydrogen bonding pattern of the molecule, which in turn affects its light absorption and emission behaviour compared with the free acridine diamine. The flat, rigid acridine core provides an extended aromatic system capable of absorbing light in the visible region, and scaffolds of this type are known to show affinity for stacked structures such as nucleic acid base pairs. The acetamide groups can also be hydrolysed back to the amines when required.
In Indonesian laboratories, materials of this class are typically handled in university research groups, institutional chemistry laboratories, and analytical or synthesis facilities that work with heterocyclic scaffolds and fluorescent compounds. Because the compound is supplied by TCI as a catalogue building block, it is generally ordered in small quantities for method development, synthetic route exploration, and reference work rather than for routine bulk production, and it is stored alongside other fine chemicals in a controlled reagent area.
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- Heterocyclic synthesis: the acridine core serves as a ready-made tricyclic scaffold, sparing researchers the effort of constructing the ring system themselves before further functionalisation work begins.
- Protected intermediate chemistry: the acetamide groups mask the reactive aromatic amines, allowing selective transformations elsewhere on the molecule before the protecting groups are hydrolysed back to free amines.
- Fluorescent compound development: the extended flat aromatic system absorbs light in the visible region, making the scaffold a useful starting point for preparing and studying luminescent acridine derivatives in research settings.
- Dye chemistry research: because acridine is the parent framework of numerous classical dyes, this derivative supports investigations into how substitution patterns influence colour, absorption behaviour, and molecular photophysics.
- Nucleic acid interaction studies: planar, rigid acridine frameworks are known to show affinity for stacked base pair structures, so the compound suits exploratory binding and intercalation research programmes.
| Brand | TCI (Tokyo Chemical Industry), catalogue number D5595 |
|---|---|
| CAS number | 15724-70-6 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | supplied in TCI standard research-scale catalogue pack sizes; please confirm the currently available option when ordering |
| Physical form | — |
| Storage | keep in the tightly closed original container, protected from light and moisture |
- Chemical class: acridine derivative bearing acetamide groups at the 3 and 6 positions
Store the container tightly closed in a cool, dry, and well ventilated area away from direct sunlight, since aromatic fluorescent compounds of this type are generally kept protected from prolonged light exposure. The original supplier container is the most suitable storage vessel; if transfer is necessary, use a clean, dry, chemically compatible amber glass container with a secure closure and a clear label. Handle the solid in a fume hood using gloves, safety glasses, and a laboratory coat, avoiding dust formation, inhalation, and skin contact. Keep it separated from strong oxidising agents and strong acids or bases, which could promote hydrolysis of the acetamide groups. Always consult the manufacturer's safety data sheet before use, and follow institutional procedures for waste collection and disposal.
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