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Tacrine

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

At room temperature, Tacrine is in a solid state. Its crystalline form maintains stability under standard conditions, necessitating careful storage within controlled environments to prevent any decomposition or alteration.

Melting point (Celsius)
199.00
Melting point (Kelvin)
472.00
Boiling point (Celsius)
465.90
Boiling point (Kelvin)
739.00
General information
Molecular weight
198.27g/mol
Molar mass
198.2650g/mol
Density
1.1844g/cm3
Appearence

Tacrine, also known as 1,2,3,4-tetrahydroacridin-9-amine, typically presents as a yellowish powder, with crystalline characteristics. It is essential for any handling or analysis of the compound to acknowledge its pale coloration, which shifts under various conditions.

Comment on solubility

Solubility of 1,2,3,4-tetrahydroacridin-9-amine (C13H14N2)

When it comes to the solubility of 1,2,3,4-tetrahydroacridin-9-amine, several factors must be taken into account. This compound exhibits unique characteristics that influence its behavior in different solvents.

Solubility Characteristics:

  • Solvent Dependence: 1,2,3,4-tetrahydroacridin-9-amine is generally more soluble in organic solvents such as ethanol and methanol.
  • Water Solubility: Its solubility in water is limited, which is typical for organic amines with relatively hydrophobic aromatic systems.
  • pH Sensitivity: The solubility can be affected by the pH of the solution; in acidic conditions, it can form soluble salts, enhancing its overall solubility.

Understanding the solubility of this compound is essential for its application in various chemical processes. As a general rule, compounds with greater hydrophobic character tend to exhibit lower solubility in polar solvents such as water. Hence, knowing the right solvent for 1,2,3,4-tetrahydroacridin-9-amine is crucial for effective use in experiments or industrial applications.

Interesting facts

Interesting Facts About 1,2,3,4-Tetrahydroacridin-9-amine

1,2,3,4-Tetrahydroacridin-9-amine is a fascinating compound that has garnered attention in the fields of medicinal chemistry and neuropharmacology. Below are some intriguing insights into its characteristics and potential applications:

  • Pharmacological Interest: This compound has been studied for its potential neuroprotective properties. Some research suggests it may help in the treatment of neurodegenerative diseases, such as Alzheimer’s, due to its ability to enhance memory and cognitive function.
  • Structural Features: The structure of 1,2,3,4-tetrahydroacridin-9-amine includes a polycyclic ring system known as acridine, which is known for its planar structure and ability to intercalate with DNA. This feature is significant in understanding its biological interactions.
  • Mechanism of Action: Studies hint that this compound could influence the cholinergic system, enhancing acetylcholine activity, a crucial neurotransmitter involved in learning and memory processes.
  • Synthesis: The synthesis typically involves various organic reactions, which can be modified to yield different derivatives. This flexibility in synthesis allows researchers to explore a range of analogs with potentially diverse biological activities.
  • Potential Side Effects: While promising, it is essential for researchers to study any side effects or toxicity associated with the compound to ensure its safety for therapeutic use.

In summary, 1,2,3,4-tetrahydroacridin-9-amine is much more than just a chemical compound; it opens doors to understanding complex neurological mechanisms and highlights the intricate relationship between structure and biological function. The exploration of its properties and potential therapeutic applications continues to be an exciting area of research!

Synonyms
Tacrine
321-64-2
1,2,3,4-tetrahydroacridin-9-amine
1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE
Tetrahydroaminacrine
Tetrahydroaminoacridine
Tetrahydroaminocrin
Tetrahydroaminocrine
Cognex
9-amino-1,2,3,4-tetrahydroacridine
Tacrina
Tacrinal
Tacrinum
Tenakrin
9-Acridinamine, 1,2,3,4-tetrahydro-
Tacrine [INN:BAN]
Tacrinum [INN-Latin]
Tacrina [INN-Spanish]
CS 12602
1,2,3,4-Tetrahydro-9-aminoacridine
Tacrinal (TN)
Tacrine (INN)
EINECS 206-291-2
UNII-4VX7YNB537
5-Amino-6,7,8,9-tetrahydroacridine
5-Amino-6,7,8,9-tetrahydroacridine (European)
BRN 0147610
4VX7YNB537
DTXSID1037272
CHEBI:45980
Acridine, 1,2,3,4-tetrahydro-9-amino-
TACRINE [VANDF]
TACRINE [INN]
CHEMBL95
TACRINE [MI]
MFCD00046923
TACRINE [WHO-DD]
Cognex (TN)
DTXCID9017272
tacrine.HCl
NCGC00015054-06
Tacrinum (INN-Latin)
Acridine, 9-amino-1,2,3,4-tetrahydro-
Tacrina (INN-Spanish)
1,2,3,4-Tetrahydroaminoacridine
CAS-321-64-2
1,2,3,4-Tetrahydro-acridin-9-ylamine
Tracine
Tacrin
Talem
1acj
2aow
2aox
1,2,3,4-Tetrahydro-9-acridineamine
Romotal (Salt/Mix)
Spectrum_000416
Tocris-0965
1mx1
Prestwick0_000329
Prestwick1_000329
Prestwick2_000329
Prestwick3_000329
Spectrum2_001812
Spectrum3_001709
Spectrum4_000819
Spectrum5_001402
Lopac-A-3773
9-Acridinamine, 1,2,3,4-tetrahydro-(9CI)
cid_1935
SCHEMBL2828
9-THA
NCIOpen2_003667
Lopac0_000036
Oprea1_008681
Acridine, 9-aminotetrahydro-
BSPBio_000337
BSPBio_003298
KBioGR_001337
KBioSS_000896
BIDD:GT0090
DivK1c_000936
SPBio_001823
SPBio_002258
BDBM8961
BPBio1_000371
GTPL6687
KBio1_000936
KBio2_000896
KBio2_003464
KBio2_006032
KBio3_002518
N06DA01
NINDS_000936
HMS2089F19
HMS3743C11
AAA32164
BCP03564
Tox21_110073
Tox21_302277
PDSP1_000330
PDSP2_000328
STK101308
AKOS000277493
Tox21_110073_1
AB89727
BCP9000019
CCG-204132
DB00382
SDCCGSBI-0050025.P004
1,2,3,4-tetra -hydro-9-acridinamine
IDI1_000936
NCGC00015054-01
NCGC00015054-02
NCGC00015054-03
NCGC00015054-04
NCGC00015054-05
NCGC00015054-07
NCGC00015054-08
NCGC00015054-09
NCGC00015054-10
NCGC00015054-12
NCGC00024908-01
NCGC00024908-03
NCGC00024908-04
NCGC00024908-05
NCGC00255540-01
1,2,3,4-tetrahydro-acridin-9-yl-amine
BS-28027
SY138494
SBI-0050025.P003
DB-000650
HY-111338
9-amino-1,2,3,4-tetrahydroacridine (THA)
AB00053524
C-110
EU-0010966
NS00007239
T3994
EN300-02105
C01453
D08555
AB00053524-17
AB00053524_18
AB00053524_19
AE-641/00604043
Q421076
BRD-K81473089-003-03-0
BRD-K81473089-003-04-8
BRD-K81473089-003-15-4
BRD-K81473089-003-24-6
BRD-K81473089-003-25-3
BRD-K81473089-003-26-1
SR-01000075593-13
Z56790573
206-291-2
693-573-7