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Amodiaquine

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Identification
Molecular formula
C20H22ClN3O
CAS number
6398-98-7
IUPAC name
N-(6-chloro-2-methoxy-acridin-9-yl)-N',N'-diethyl-butane-1,4-diamine
State
State

Amodiaquine is a solid at room temperature, generally maintaining a crystalline form. This state is common for many pharmaceutical compounds that are manufactured and stored in solid dosage forms such as tablets.

Melting point (Celsius)
204.00
Melting point (Kelvin)
477.15
Boiling point (Celsius)
502.00
Boiling point (Kelvin)
775.15
General information
Molecular weight
355.87g/mol
Molar mass
355.8720g/mol
Density
1.1821g/cm3
Appearence

Amodiaquine is typically a yellow crystalline solid. Its pure form can appear as fine yellow needles. It tends to change color upon exposure to light and may appear more orange over time.

Comment on solubility

Solubility of N-(6-chloro-2-methoxy-acridin-9-yl)-N',N'-diethyl-butane-1,4-diamine

The solubility of N-(6-chloro-2-methoxy-acridin-9-yl)-N',N'-diethyl-butane-1,4-diamine in various solvents can be influenced by its molecular structure, which features both polar and non-polar groups. This compound is likely to exhibit the following solubility behaviors:

  • Polar solvents: Due to the presence of amino groups, this compound may have reasonable solubility in polar solvents like water and alcohols.
  • Non-polar solvents: Its aromatic region suggests that it could also dissolve in non-polar solvents like chloroform or hexane, though to a lesser extent compared to the polar solvents.
  • pH sensitivity: The solubility may also vary with pH, as protonation of the amine groups could enhance solubility in an acidic environment.

In conclusion, while this compound may not be highly soluble in water, it likely demonstrates a complex solubility profile depending on the solvent and environmental conditions. Experimentation is essential to determine the exact solubility characteristics.

Interesting facts

Interesting Facts about N-(6-chloro-2-methoxy-acridin-9-yl)-N',N'-diethyl-butane-1,4-diamine

N-(6-chloro-2-methoxy-acridin-9-yl)-N',N'-diethyl-butane-1,4-diamine is a fascinating compound that belongs to the category of acridine derivatives. These types of compounds are known for their diverse biological activities, making them subjects of extensive research in medicinal chemistry and pharmacology.

Biological Significance

This compound has garnered attention due to its potential therapeutic properties, including:

  • Antitumor Activity: Acridine derivatives have been studied for their ability to inhibit cancer cell growth, which presents promising avenues in cancer treatment.
  • Antimicrobial Properties: Some acridine derivatives exhibit activity against various pathogens, highlighting their potential as antimicrobial agents.
  • Fluorescent Applications: Due to the presence of the acridine moiety, this compound can also be explored for its use in fluorescent dyes in biological imaging.

Synthetic Pathways

The synthesis of this compound involves intricate chemical reactions, typically requiring:

  • Chlorination: The introduction of the chlorine atom in the acridine structure.
  • Methylation: The substitution of a methoxy group which can affect the compound's solubility and biological interaction.
  • Substitution Reactions: The final assembly involving diethyl amine and butane-1,4-diamine, which contributes to its unique properties.

Research and Applications

Research involving N-(6-chloro-2-methoxy-acridin-9-yl)-N',N'-diethyl-butane-1,4-diamine continues to uncover:

  • Novel mechanisms of action against target cells.
  • Improvement in synthetic methodologies for better yield and purity.
  • Potential applications in areas beyond medicine, such as material science and nanotechnology.

This compound serves as a prime example of how organic chemistry can lead to discoveries with far-reaching implications in health and technology. Its *unique structure* and potential benefits make it an exciting topic for further study in the field of chemical research.

Synonyms
Acrichin 8
6286-97-1
VFS8SG3T9N
CHEMBL459447
GLXC-10400
NCS-8591
SN-5341
522-21-4
6-Chloro-9-(4-diethylaminobutylamino)-2-methoxyacridine
acridine, 3-chloro-9-(4-diethylaminobutylamino)-7-methoxy-
6-chloro-N-[4-(diethylamino)butyl]-2-methoxyacridin-9-amine
Acridine, 6-chloro-9-[[4-(diethylamino)butyl]amino]-2-methoxy-
1,4-Butanediamine, N'-(6-chloro-2-methoxy-9-acridinyl)-N,N-diethyl-
1,4-Butanediamine, N4-(6-chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-
N4-(6-Chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-1,4-butanediamine