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Nuciferine

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Identification
Molecular formula
C19H21NO4
CAS number
475-83-2
IUPAC name
1-[(3,4,5-trimethoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol
State
State

At room temperature, Nuciferine is in a solid state, appearing as crystalline powder.

Melting point (Celsius)
239.00
Melting point (Kelvin)
512.00
Boiling point (Celsius)
543.50
Boiling point (Kelvin)
816.70
General information
Molecular weight
339.37g/mol
Molar mass
339.3670g/mol
Density
1.3240g/cm3
Appearence

Nuciferine is typically seen as a crystalline solid with a pale yellow to off-white color. It appears as powders or crystals, depending on its form and purity.

Comment on solubility

Solubility of 1-[(3,4,5-trimethoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol

The solubility of the compound 1-[(3,4,5-trimethoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol (C19H21NO4) is an intriguing aspect, primarily influenced by its chemical structure and hydrophilic/hydrophobic balance.

In general, the solubility characteristics can be summarized as follows:

  • Polar vs. Nonpolar Solvents: The presence of multiple methoxy (-OCH3) groups contributes to a certain degree of polarity. Thus, the compound is likely to exhibit better solubility in polar solvents such as water and ethanol.
  • Hydrogen Bonding: The hydroxyl (-OH) groups also enhance the ability to form hydrogen bonds, further increasing solubility in polar environments. "Solubility often hinges on the ability to interact with solvent molecules via hydrogen bonding."
  • Aliphatic vs. Aromatic Groups: The presence of aromatic rings, particularly 3,4,5-trimethoxyphenyl, tends to favor solubility in organic solvents more than in fundamentally polar solvents.

Challenges in Solubility: Although the compound has features that could promote solubility, its large molecular size and complex structure might present challenges regarding complete dissolution. Thus, while one may observe moderate to good solubility in certain solvents, achieving comprehensive dissolution could require consideration of temperature, concentration, and solvent type.

In summary, the solubility profile of 1-[(3,4,5-trimethoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol highlights the nuanced interplay between molecular structure and solvents, which can significantly inform both its practical applications and how it behaves in various environments.

Interesting facts

Interesting Facts about 1-[(3,4,5-trimethoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol

This complex organic compound belongs to the isoquinoline family, which has garnered interest in various fields of research due to its fascinating chemical properties and biological activity. Here are some intriguing aspects:

  • Structural Diversity: The compound features a tetrahydroisoquinoline core structure, which contributes to its diverse chemical reactivity and potential for further derivatization in synthetic chemistry.
  • Pharmacological Interest: Compounds resembling this structure are often investigated for their pharmacological properties, including potential neuroprotective effects and activities against various diseases.
  • Natural Analogues: Many isoquinoline derivatives are found in nature, enabling scientists to explore their origins and the roles they play in biological systems.
  • Trimethoxyphenyl Group: The presence of the 3,4,5-trimethoxyphenyl moiety enhances the compound's lipophilicity and affinity for biological targets, making it a useful starting point for drug design.

As chemical scientists dig deeper into the properties and applications of such compounds, they often reflect on the words of renowned chemist Marie Curie: “Nothing in life is to be feared, it is only to be understood.” Understanding the intricacies of this compound can open doors to new therapeutic avenues and advancements in medicinal chemistry.

In summary, the unique structural features and potential biological activities of 1-[(3,4,5-trimethoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol make it a noteworthy candidate for future research endeavors.

Synonyms
DL-Trimetoquinol
Racemic-trimetoquinol
Tretoquinol [MI]
(+/-)-Trimetoquinol
Tretoquinol, (+/-)-
Inolin
V1NS79K43I
UNII-V1NS79K43I
CHEMBL299175
21650-42-0
30418-38-3 (free base)
1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol
6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-((3,4,5-trimethoxyphenyl)methyl)-
(+/-)-6,7-Dihydroxy-1-(3',4',5'-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline
6,7-Isoquinolinediol,1,2,3,4-tetrahydro-1-[(3,4,5-trimethoxyphenyl)methyl]-, (1S)-
NSC-288748
TMQ, Racemic
(+/-)-tretoquinol
TRETOQUINOL HYDROCHLORIDE HYDRATE
SCHEMBL249002
R(+)-TMQ
DTXSID80860225
RGVPOXRFEPSFGH-UHFFFAOYSA-N
BDBM50019355
PDSP1_000588
PDSP2_000585
BRD-A56241705-003-01-2
Q27291413
1-(3,4,5-Trimethoxy-benzyl)-1,2,3,4-tetrahydro-isoquinoline-6,7-diol
1-(3,4,5-Trimethoxybenzyl)-1,2,3,4-tetrahydro-6,7-isoquinolinediol #
1,2,3,4-Tetrahydro-1-[(3,4,5-trimethoxyphenyl)methyl]-6,7-isoquinolinediol
1-(3',4',5'-trimethoxybenzyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline