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Pyrimido[6,1-a]isoquinolin-4-one derivative

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Identification
Molecular formula
C23H21N3O3
CAS number
5221-84-1
IUPAC name
9,10-dimethoxy-3-methyl-2-(2,4,6-trimethylphenyl)imino-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one
State
State

This compound is in a solid state at room temperature. It typically forms crystals that are stable under standard conditions of pressure and temperature.

Melting point (Celsius)
120.00
Melting point (Kelvin)
393.00
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.00
General information
Molecular weight
379.45g/mol
Molar mass
379.4610g/mol
Density
1.3100g/cm3
Appearence

The compound typically presents as a crystalline solid with a color that can range from white to pale yellow. It is a polycyclic compound with a complex aromatic structure, which might exhibit fluorescence under UV light.

Comment on solubility

Solubility of 9,10-Dimethoxy-3-methyl-2-(2,4,6-trimethylphenyl)imino-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one

The solubility of the compound 9,10-dimethoxy-3-methyl-2-(2,4,6-trimethylphenyl)imino-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one (C23H21N3O3) can be quite intricate due to its unique structural characteristics.

Factors Influencing Solubility

Several factors influence the solubility of this compound:

  • Polarity: The presence of methoxy groups may enhance solubility in polar solvents, whereas extensive aromatic structures could limit solubility in highly polar environments.
  • Hydrogen Bonding: The functional groups present may participate in hydrogen bonding, which can either facilitate or hinder solubility depending on the solvent.
  • Temperature: Increasing temperature often increases solubility, but the specific behavior should be experimentally determined for this compound.

Expected Solubility Profile

Considering its composition, one might anticipate the following:

  • Potential solubility in organic solvents such as ethanol or acetone due to the non-polar characteristics of the aromatic regions.
  • Limited solubility in water, as the hydrophobic nature of the bulk structure may dominate over polar interactions.

In summary, the solubility of C23H21N3O3 is likely to be moderate in select organic solvents, but lower in water, necessitating careful consideration during application and experimentation.

Interesting facts

Interesting Facts about 9,10-Dimethoxy-3-methyl-2-(2,4,6-trimethylphenyl)imino-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one

This fascinating compound belongs to a class of organic molecules that are of great interest in medicinal chemistry due to their diverse biological activities. Here are some noteworthy aspects:

  • Structure and Complexity: With a complex structure characterized by a unique combination of a pyrimido and isoquinoline framework, this compound is a prime example of how structural diversity can lead to interesting pharmacological properties.
  • Biological Activity: Many isoquinoline derivatives are known for their potential as therapeutic agents. They have been studied for their roles as antitumor, antimicrobial, and anti-inflammatory agents, which makes compounds like this one pivotal in drug discovery.
  • Dimethoxy Groups: The presence of methoxy groups in its structure often enhances lipophilicity, allowing better cellular permeability. This modification can significantly affect the compound's biological activity.
  • Research Potential: Ongoing studies focus on various derivatives of isoquinoline. The ability to tweak the structure of this compound can lead to the development of novel drugs with improved efficacy and reduced side effects.
  • Synthetic Routes: The synthesis pathways for compounds like this one often involve intricate organic reactions, showcasing the skill and creativity of chemists in designing molecules with specific properties.

Overall, 9,10-dimethoxy-3-methyl-2-(2,4,6-trimethylphenyl)imino-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one serves as a prime example of the elaborate interplay between structure and function in organic chemistry. As we continue to unravel the properties of such compounds, they may lead to exciting new discoveries in the realm of pharmaceuticals.

Synonyms
trequinsin
79855-88-2
Trequinsin [INN]
Trequinsine
Trequinsinum
Trequinsine [INN-French]
Trequinsinum [INN-Latin]
trequinsina
UNII-739I2958C1
CHEMBL285913
9,10-dimethoxy-3-methyl-2-(2,4,6-trimethylphenyl)imino-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one
739I2958C1
DTXSID2048458
HL-725
2,3,6,7-Tetrahydro-2-(mesitylimino)-9,10-dimethoxy-3-methyl-4H-pyrimido(6,1-a)isoquinolin-4-one
2,3,6,7-tetrahydro-9,10-dimethoxy-3-methyl-2-((2,4,6-trimethylphenyl)imino)-4H-pyrimido(6,1-a)isoquinolin-4-one, monohydrochloride
compound 56b [PMID: 6492077]
Trequinsine (INN-French)
Trequinsinum (INN-Latin)
compound 56b (PMID: 6492077)
2-(Mesitylimino)-9,10-dimethoxy-3-methyl-6,7-dihydro-2H-pyrimido[6,1-a]isoquinolin-4(3H)-one
9,10-dimethoxy-3-methyl-2-(2,4,6-trimethylphenyl)imino-6,7-dihydropyrimido[4,3-a]isoquinolin-4-one
2,3,6,7-tetrahydro-2-(mesitylimino)-9,10-dimethoxy-3-methyl-4h-pyrimido[6,1-a]isoquinolin-4-one
9,10-dimethoxy-3-methyl-2-(2,4,6-trimethylphenyl)imino-6,7-dihydropyrimido(4,3-a)isoquinolin-4-one
Lopac-T-2057
Lopac0_001165
BSPBio_001352
KBioGR_000072
KBioSS_000072
CHEMBL588593
SCHEMBL2396911
SCHEMBL2777196
CHEMBL1411581
DTXCID2028432
BCBcMAP01_000209
BDBM86219
CHEBI:93477
GTPL10436
KBio2_000072
KBio2_002640
KBio2_005208
KBio3_000143
KBio3_000144
DTXSID50861007
Bio2_000072
Bio2_000552
HMS1791D14
HMS1989D14
HMS2090J20
HMS3402D14
PD180
CAS_5537
NSC_5537
BDBM50017103
CCG-205239
SDCCGSBI-0051132.P002
IDI1_033822
NCGC00016006-01
NCGC00092376-02
NCGC00092376-03
NCGC00092376-04
NCGC00092376-05
NCGC00179218-01
AB01275531-01
BRD-K84663978-003-01-1
BRD-K84663978-003-02-9
BRD-K86504475-003-01-3
Q15634083
(E)-2-(mesitylimino)-9,10-dimethoxy-3-methyl-6,7-dihydro-2H-pyrimido[6,1-a]isoquinolin-4(3H)-one
9,10-Dimethoxy-3-methyl-2-(2,4,6-trimethyl-phenylimino)-2,3,6,7-tetrahydro-pyrimido[6,1-a]isoquinolin-4-one
9,10-Dimethoxy-3-methyl-2-(2,4,6-trimethyl-phenylimino)-2,3,6,7-tetrahydro-pyrimido[6,1-a]isoquinolin-4-one.HCl
9,10-Dimethoxy-3-methyl-2-[(2,4,6-trimethylphenyl)imino]-2,3,6,7-tetrahydro-4H-pyrimido[6,1-a]isoquinolin-4-one