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(±)-Tetrandrine

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Identification
Molecular formula
C38H42N2O6
CAS number
518-34-3
IUPAC name
(3R)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-isobenzofuran-1-one
State
State

At room temperature, (±)-Tetrandrine is in a solid state.

Melting point (Celsius)
182.00
Melting point (Kelvin)
455.15
Boiling point (Celsius)
558.00
Boiling point (Kelvin)
831.15
General information
Molecular weight
622.68g/mol
Molar mass
622.6790g/mol
Density
1.3300g/cm3
Appearence

(±)-Tetrandrine typically appears as a white, crystalline powder.

Comment on solubility

Solubility of (3R)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-isobenzofuran-1-one

The solubility of complex organic compounds, such as (3R)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-isobenzofuran-1-one, can often be influenced by several key factors:

  • Polarity: The presence of multiple methoxy groups suggests that this compound may exhibit some degree of polarity, which can enhance solubility in polar solvents like water or alcohols.
  • Stereochemistry: The specific stereochemistry indicated by the (3R) and (5R) configurations may affect how the compound interacts with solvents and other molecules, potentially influencing its solubility profile.
  • Molecular weight: The relatively large molecular size and complex structure might contribute to lower solubility in various solvents, particularly non-polar ones.
  • Hydrogen bonding: The ability of the compound to form hydrogen bonds due to the presence of methoxy and dioxole units can also enhance solubility in protic solvents.

In summary, the solubility of this compound is likely to be moderate to high in polar solvents, with a nuanced behavior depending on its specific interactions with solvent molecules. Understanding these solubility parameters is crucial for predicting the compound's behavior in different chemical environments.

Interesting facts

Interesting Facts about (3R)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-isobenzofuran-1-one

This compound, a fascinating member of the isoquinoline family, exhibits a complex and intriguing structure that makes it a subject of interest in both synthetic and medicinal chemistry. Here are some interesting aspects:

  • Synthetic Potential: The numerous substituents and functional groups present in its structure provide a rich landscape for chemical reactivity, making it an excellent candidate for derivative synthesis and drug development.
  • Biological Applications: Analogues of this compound have been explored for their potential pharmacological activities, particularly in the realms of anti-cancer and neuroprotective properties. This reflects the importance of isoquinolines in medicinal chemistry.
  • Natural Occurrence: Isoquinoline derivatives are found in various natural products, highlighting the connection between synthetic compounds and nature. They often exhibit bioactive properties, suggesting that studying compounds like this one can lead to the discovery of new therapeutic agents.
  • Structural Diversity: The presence of both methoxy groups and a dioxole ring in the structure underscores the complexity of substituent variations in organic compounds, opening up pathways for further research into structure-activity relationships (SAR).
  • Research Significance: Scientists are continuously investigating the pharmacodynamics and mechanism of action of similar compounds in biological systems. The unique framework of this compound could shed light on novel mechanisms in drug action and interaction.

As a chemistry student or scientist, exploring the multifaceted nature of compounds like (3R)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-isobenzofuran-1-one can ignite passion for discovery and innovation in therapeutic applications. The integration of theoretical and practical chemistry skills in understanding such compounds fosters a deeper appreciation of their roles in both nature and synthetic environments.

Synonyms
(-)-beta-narcotine
RefChem:390947
684-374-6
beta-Narcotine
L-beta-Narcotine
3860-46-6
(3R)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one
(3R)-3-((5R)-4-methoxy-6-methyl(5,6,7,8-tetrahydro-2H-1,3-dioxoleno[4,5-g]isoq uinolin-5-yl))-6,7-dimethoxy-3-hydroisobenzofuran-1-one
NCGC00016388-01
CAS-128-62-1
Spectrum_001069
Spectrum2_000987
Spectrum3_000527
Spectrum4_000456
Spectrum5_001276
Lopac-N-9007
BSPBio_002113
KBioGR_000872
KBioSS_001549
SPBio_001053
SCHEMBL7862895
CHEBI:93592
KBio2_001549
KBio2_004117
KBio2_006685
KBio3_001613
DTXSID70191919
TNP00034
TNP00110
CCG-36462
AKOS021650200
SDCCGMLS-0066644.P001
NCGC00015757-01
NCGC00015757-02
NCGC00015757-03
NCGC00015757-06
NCGC00016388-03
NCGC00017174-01
NCGC00017174-02
1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R-(R*,R*))-
ST055757
SBI-0206692.P002
AB00053507_10
BRD-K91301684-003-02-2
BRD-K91301684-003-04-8
BRD-K91301684-003-05-5
Q27165285
(3R)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-isobenzofuran-1-one