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Aminoacridine dihydrochloride

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Identification
Molecular formula
C13H11N3 · 2HCl
CAS number
6625-21-2
IUPAC name
acridine-3,6-diamine;dihydrochloride
State
State

In its solid form at room temperature, aminoacridine dihydrochloride is a solid compound, typically appearing as a powder. It is maintained in this state until it reaches its relatively high melting point.

Melting point (Celsius)
267.00
Melting point (Kelvin)
540.00
Boiling point (Celsius)
498.00
Boiling point (Kelvin)
771.00
General information
Molecular weight
259.18g/mol
Molar mass
259.1840g/mol
Density
0.9708g/cm3
Appearence

Aminoacridine dihydrochloride, commonly known as proflavine hydrochloride, appears as an orange to reddish-brown crystalline powder. It is known for being highly fluorescent in solution, which makes it distinctive and useful in various applications, including as a biological stain and antiseptic.

Comment on solubility

Solubility of Acridine-3,6-Diamine Dihydrochloride

Acridine-3,6-diamine dihydrochloride, with its unique chemical structure, presents interesting solubility characteristics that are noteworthy for various applications.

Solubility in Water

This compound is known to be soluble in water, which is particularly beneficial for its use in biochemical and pharmaceutical applications. The presence of two hydrochloride groups enhances the compound's ability to dissolve in polar solvents.

Solubility in Organic Solvents

However, its solubility behavior changes in organic solvents:

  • Moderate solubility in ethanol
  • Poor solubility in non-polar solvents such as hexane

Factors Influencing Solubility

Several factors influence the solubility of acridine-3,6-diamine dihydrochloride:

  • Temperature: In general, increasing temperature can enhance solubility.
  • pH Levels: The solubility can also vary with changes in pH, due to the nature of the amine groups.

In summary, acridine-3,6-diamine dihydrochloride is characterized by its significant water solubility, influenced by the ionic nature of the compound. Understanding these solubility properties is crucial for researchers working with this compound in various fields.

Interesting facts

Interesting Facts About Acridine-3,6-Diamine Dihydrochloride

Acridine-3,6-diamine dihydrochloride is a fascinating compound that belongs to the acridine family, which is known for its vibrant color and versatility. It has gained attention in various fields due to its unique properties. Here are some intriguing facts about this compound:

  • Biological Significance: Acridine derivatives, including acridine-3,6-diamine, are known for their biological activity. They have been explored as potential agents in cancer treatment due to their ability to intercalate DNA. This interaction may disrupt the replication process of cancer cells.
  • Fluorescent Properties: Compounds in the acridine series often exhibit fluorescence. This characteristic makes acridine-3,6-diamine dihydrochloride useful in various applications, such as fluorescent probes in microscopy and other analytical methods.
  • Research Applications: This compound has been studied for its role in the synthesis of other complex organic molecules. Its presence in chemical reactions can lead to the formation of compounds with enhanced properties, contributing to advancements in organic chemistry.
  • Potential in Photodynamic Therapy: Due to its light-absorbing capabilities, acridine-3,6-diamine dihydrochloride has been investigated for its potential in photodynamic therapy. This therapeutic technique uses light-activated compounds to generate reactive oxygen species that can selectively kill cancer cells.
  • Environmental Concerns: As with many synthetic compounds, the environmental impact of acridine derivatives is a subject of research. It is important to understand their degradation pathways and potential toxicity in ecological systems.

In summary, acridine-3,6-diamine dihydrochloride is more than just a chemical formula; it embodies a world of possibilities in scientific research and practical applications. Its role in biological systems, potential therapeutic effects, and unique properties contribute to its significance in the field of chemistry.

Synonyms
Proflavine dihydrochloride
531-73-7
3,6-Diaminoacridine dihydrochloride
Acridine-3,6-diamine dihydrochloride
proflavin.2HCl
86EZ5R5IR1
Proflavine HCl
CHEBI:74723
EINECS 208-515-4
UNII-86EZ5R5IR1
2,8-Diaminoacridinium chloride hydrochloride
Proflavine dihydrochloride [NF]
ACRIDINE, 3,6-DIAMINO-, DIHYDROCHLORIDE
3,6-Acridinediamine, dihydrochloride
3-amino-6-ammonioacridinium dichloride
PROFLAVINE DIHYDROCHLORIDE [MI]
3,6-ACRIDINEDIAMINE DIHYDROCHLORIDE
PROFLAVINE DIHYDROCHLORIDE [WHO-DD]
acridine-3,6-diamine;dihydrochloride
3,6-Diaminoacridinium chloride hydrochloride
Proflavine (Dihydrochloride)
SCHEMBL865664
CHEMBL2105299
DTXSID80967622
YHIHFKAEJAVELI-UHFFFAOYSA-N
Acridine-3,6-diaminedihydrochloride
AKOS024407533
FA132623
DB-052266
NS00079880
Acridine-3,6-diamine--hydrogen chloride (1/2)
Q27144858