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Tacrine

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Identification
Molecular formula
C13H14N2
CAS number
321-64-2
IUPAC name
N-butyl-1,2,3,4-tetrahydroacridin-9-amine
State
State

At room temperature, Tacrine exists as a solid substance.

Melting point (Celsius)
197.00
Melting point (Kelvin)
470.15
Boiling point (Celsius)
428.30
Boiling point (Kelvin)
701.45
General information
Molecular weight
198.26g/mol
Molar mass
198.2850g/mol
Density
1.1470g/cm3
Appearence

Tacrine is a white to off-white crystalline powder.

Comment on solubility

Solubility of N-butyl-1,2,3,4-tetrahydroacridin-9-amine

N-butyl-1,2,3,4-tetrahydroacridin-9-amine, a complex organic compound, exhibits unique solubility characteristics that are influenced by its molecular structure. Understanding its solubility can be crucial for applications in various fields, including pharmaceuticals and material science.

Solubility Facts

  • Solvent Compatibility: This compound is likely to have better solubility in organic solvents, particularly polar protic solvents such as ethanol and methanol, due to its amine group that can form hydrogen bonds.
  • Water Solubility: The presence of the bulky butyl group might hinder the ability to solvate in water, suggesting that its water solubility is limited.
  • Temperature Dependence: As with many organic compounds, the solubility could increase with temperature, allowing more of the compound to dissolve, which is worth investigating in experimental settings.

In summary, while N-butyl-1,2,3,4-tetrahydroacridin-9-amine shows promising solubility in select organic solvents, its interaction with water remains quite limited. This emphasizes the importance of choosing appropriate solvents for dissolution and application purposes.

Interesting facts

Interesting Facts about N-butyl-1,2,3,4-tetrahydroacridin-9-amine

N-butyl-1,2,3,4-tetrahydroacridin-9-amine is a fascinating compound that has drawn the attention of chemists and pharmacologists alike due to its unique structural properties and potential applications. Here are some intriguing points to consider:

  • Structure and Classification: This compound belongs to the acridine derivatives, featuring a bicyclic structure that includes a nitrogen atom. Its tetrahydro form signifies that it has undergone hydrogenation, which enhances stability and potentially affects its biological activity.
  • Biological Interest: N-butyl-1,2,3,4-tetrahydroacridin-9-amine is being studied for its neuroprotective properties, particularly within the context of neurodegenerative diseases. Compounds like this can play a vital role in the treatment of conditions such as Alzheimer’s disease.
  • Synthesis Challenges: The synthesis of such complex organic compounds can be challenging, often requiring specific catalysts and reaction conditions to achieve high yields and purity. This makes it an interesting subject for organic synthesis enthusiasts.
  • Potential Applications: Beyond its potential as a therapeutic agent, acridine derivatives often find use in dye manufacturing, as well as in developing biochemical probes. The versatility of the amine group adds to its utility in various chemical reactions.
  • Research and Development: Current research is focusing on the structure–activity relationship (SAR) of similar compounds to develop more effective synthetic routes and to discover new therapeutic targets.

This compound exemplifies the dynamic intersection of organic chemistry and medicinal chemistry, showcasing the importance of interdisciplinary approaches in the quest for new treatments and technologies.

In conclusion, the diverse properties and potential applications of N-butyl-1,2,3,4-tetrahydroacridin-9-amine highlight the importance of continued research in chemistry and related scientific fields. As new techniques and technologies emerge, the exploration of such compounds opens up exciting avenues for future discoveries!

Synonyms
Bucricaine
316-15-4
Bucricaine [INN]
Bucricaina
N-butyl-1,2,3,4-tetrahydroacridin-9-amine
9-(Butylamino)-1,2,3,4-tetrahydroacridine
HUC352BGYM
Centbucridin
Bucricaina [Spanish]
Bucricainum [Latin]
Bucricainum
UNII-HUC352BGYM
BRN 0481616
4-Butylamino-2,3-tetramethylenequinoline
9-Butylamino-1,2,3,4-tetrahydroacridine
1,2,3,4-Tetrahydro-N-butyl-9-acridinamine
Acridine, 9-butylamino-1,2,3,4-tetrahydro-
9-Acridinamine, 1,2,3,4-tetrahydro-N-butyl-
BUCRICAINE [WHO-DD]
ACRIDINE, 1,2,3,4-TETRAHYDRO-9-BUTYLAMINO-
SCHEMBL1649809
CHEMBL2106141
DTXSID60185483
CHEBI:135040
AKOS040745635
NS00127172
9-Acridinamine, N-butyl-1,2,3,4-tetrahydro-
Q27280111
ACRIDINE, 9-(BUTYLAMINO)-1,2,3,4-TETRAHYDRO-