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Tacrine

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Identification
Molecular formula
C13H14N2O
CAS number
321-64-2
IUPAC name
9-amino-1,2,3,4-tetrahydroacridin-1-ol
State
State

At room temperature, tacrine is typically in a solid state.

Melting point (Celsius)
241.00
Melting point (Kelvin)
514.15
Boiling point (Celsius)
278.00
Boiling point (Kelvin)
551.15
General information
Molecular weight
198.26g/mol
Molar mass
198.2450g/mol
Density
1.3000g/cm3
Appearence

Tacrine is a yellowish to beige crystalline solid that is relatively insoluble in water but can dissolve in polar organic solvents. It often exists as a powder or fine crystals and is sensitive to light and moisture.

Comment on solubility

Solubility of 9-amino-1,2,3,4-tetrahydroacridin-1-ol

The solubility of 9-amino-1,2,3,4-tetrahydroacridin-1-ol, with the chemical formula C13H14N2O, is an interesting topic due to its unique structural and functional characteristics. This compound's solubility can be influenced by several factors:

  • Polarity: The presence of the hydroxyl (-OH) and amino (-NH2) functional groups enhances its capability to interact with polar solvents, such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds aids in increasing solubility in aqueous solutions, making it more soluble than non-polar counterparts.
  • Temperature: Like many organic compounds, solubility may increase with temperature, enabling better dissolution in solvents at higher temperatures.
  • pH Dependence: The solubility can vary with pH due to the protonation states of the amino group; at different pH levels, the compound may exist in different ionic forms, thus affecting solubility.

In conclusion, while 9-amino-1,2,3,4-tetrahydroacridin-1-ol exhibits moderate solubility in water, it could also show different solubility profiles in organic solvents, depending on the solvent's polarity and other environmental factors. As with many aromatic amines, understanding these solubility characteristics is crucial for applications in pharmacology and materials science.

Interesting facts

Interesting Facts about 9-Amino-1,2,3,4-tetrahydroacridin-1-ol

9-Amino-1,2,3,4-tetrahydroacridin-1-ol, often known for its potential applications in medicinal chemistry, particularly as a compound with neuroprotective properties. This fascinating molecule stands at the crossroads of chemistry and pharmacology, drawing significant interest due to its structural composition and biological activities. Here are some compelling points to consider:

  • Neuroprotective Properties: This compound has been studied for its potential in protecting neurons from damage, particularly in contexts related to neurodegenerative diseases.
  • Research Applications: It's utilized in a variety of research studies focusing on cognitive enhancement and treatment of Alzheimer's disease, showcasing its importance in the field of medicinal chemistry.
  • Complex Structure: Its acridine framework, which involves a multi-ring structure, contributes to its intriguing chemical behavior and ability to interact with biological systems.
  • Synthesis Routes: The compound can be synthesized through various methods, often involving intricate organic reactions that challenge chemists to optimize yields and purities.

As a student or researcher, exploring compounds like 9-amino-1,2,3,4-tetrahydroacridin-1-ol can be a captivating journey into the realm of organic synthesis and pharmacological application. The ongoing studies surrounding this compound underline the potential it holds in improving mental health and cognitive function.

In summary, **the structural intricacies coupled with its therapeutic prospects** make 9-amino-1,2,3,4-tetrahydroacridin-1-ol an exceptional example of how chemistry can contribute to advancements in healthcare.

Synonyms
Velnacrine
124027-47-0
9-amino-1,2,3,4-tetrahydroacridin-1-ol
1-hydroxytacrine
1-Acridinol, 9-amino-1,2,3,4-tetrahydro-
104675-29-8
Velnacrine, (+)-
1-oh-tha
Velnacrine, (-)-
JFN3Z63E2C
CHEMBL51934
OQL6V4U301
Y2P6NV151K
121445-24-7
121445-26-9
1-Acridinol, 9-amino-1,2,3,4-tetrahydro-, (+)-
1-Acridinol, 9-amino-1,2,3,4-tetrahydro-, (-)-
Velnacrina
1-ACRIDINOL, 9-AMINO-1,2,3,4-TETRAHYDRO-, (+/-)-
Velnacrine [INN:BAN]
UNII-Y2P6NV151K
1-hydroxy-tacrine
Spectrum_000073
VELNACRINE [MI]
VELNACRINE [INN]
9-Amino-1,2,3,4-tetrahydroacridine-1-ol
Prestwick3_000448
Spectrum2_001215
Spectrum3_001708
Spectrum4_000815
Spectrum5_001267
9-Amino-1,2,3,4-tetrahydro-acridin-1-ol
UNII-JFN3Z63E2C
UNII-OQL6V4U301
VELNACRINE [WHO-DD]
(+-)-9-Amino-1,2,3,4-tetrahydroacridin-1-ol
Lopac0_000584
Oprea1_439874
BSPBio_000496
BSPBio_003296
KBioGR_001329
KBioSS_000473
DivK1c_000577
SCHEMBL194467
SPBio_001030
BDBM9347
BPBio1_000546
DTXSID4046945
CHEBI:91990
KBio1_000577
KBio2_000473
KBio2_003041
KBio2_005609
KBio3_002516
NINDS_000577
HMS2089F15
ZEA02747
AKOS001642124
CCG-204673
DS-9716
SDCCGSBI-0050566.P003
IDI1_000577
NCGC00015506-02
NCGC00015506-04
NCGC00015506-05
NCGC00162194-01
NCGC00162194-02
9-amino-1,2,3,4-tetrahydroacridin-1ol
HY-127165
AB00053578
CS-0094402
NS00115886
I11848
9-imino-1,2,3,4,9,10-hexahydroacridin-1-ol
AB00053578-05
AG-205/36953386
AN-907/25060019
9-Amino-1 ,2,3,4-tetrahydroacridin-1-ol deriv. 1a
BRD-A98299281-050-04-7
BRD-A98299281-050-09-6
Q27163788
1-Acridinol, 9-amino-1,2,3,4-tetrahydro-, (A+/-)-
(+/-)-9-AMINO-1,2,3,4-TETRAHYDRO-1-ACRIDINOL
(2Z)-but-2-enedioic acid; 9-amino-1,2,3,4-tetrahydroacridin-1-ol