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Tetrandrine

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Identification
Molecular formula
C38H42N2O6
CAS number
518-34-3
IUPAC name
(6aS)-9-[2-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-4,5-dimethoxy-phenoxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
State
State

Tetrandrine is a solid at room temperature and is typically handled in powder form for laboratory and pharmacological purposes. It is stable under standard laboratory conditions.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
785.30
Boiling point (Kelvin)
1 058.45
General information
Molecular weight
622.76g/mol
Molar mass
622.6930g/mol
Density
1.2967g/cm3
Appearence

Tetrandrine is a highly crystalline solid that can appear white or off-white, depending on its purity. Under a microscope, it exhibits well-defined crystal structures and is often obtained as a powder for medicinal research purposes.

Comment on solubility

Solubility of (6aS)-9-[2-[[[1S]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-4,5-dimethoxy-phenoxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

The solubility of the compound (6aS)-9-[2-[[[1S]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-4,5-dimethoxy-phenoxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline can exhibit complex behavior due to its multi-functional nature and extensive structure.

Key points to consider regarding its solubility include:

  • Polarity: The presence of numerous methoxy groups and other hydrophilic moieties may enhance solubility in polar solvents, while its larger hydrophobic regions may impede solubility in water.
  • Solvent Dependent: Solubility can vary significantly depending on the solvent used, with potential greater solubility in organic solvents such as ethanol or methanol compared to water.
  • Temperature Influence: Increased temperature might generally improve solubility for many organic compounds, which could apply to this compound as well.
  • Chemical Interactions: The presence of hydrogen bonding sites suggests possible interactions that could affect solubility behavior, especially in biologically relevant solvents.

As highlighted, the solubility of this compound is likely to be nuanced, encapsulating both polar and non-polar interactions which ultimately dictate its behavior in different environments. Studying the solubility profile can provide insight into its bioavailability and therapeutic applications.

Interesting facts

Exploring a Unique Compound: (6aS)-9-[2-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-4,5-dimethoxy-phenoxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

This compound, with its intricate structure and diverse functional groups, is a fascinating subject of study in the field of chemistry. Its complex molecular architecture is indicative of the compound's potential biological activity and applications. Here are some intriguing aspects:

  • Complex Structure: The presence of multiple methoxy (-OCH3) groups enhances the compound's versatility, possibly influencing its interaction with biological systems.
  • Bioactivity: The isoquinoline moiety is often associated with a variety of pharmacological properties, and this compound is no exception. Compounds with similar structures have been studied for their antioxidant, antimicrobial, and anticancer activities.
  • Synthetic Routes: Researchers are continually exploring synthetic pathways for compounds like this one, which may lead to more efficient production methods and the discovery of new derivatives with enhanced activity.
  • Drug Development: Given its potential therapeutic properties, this compound may serve as a lead structure in drug discovery, paving the way for innovative treatments.

"The synthesis of complex organic molecules is not just a matter of creating new compounds, but also a gateway to discovering new medicinal possibilities."

Overall, this compound exemplifies the intricacies of organic chemistry, where the interplay of structure and function can lead to exciting advancements in science and medicine. The potential implications of its study extend far beyond the laboratory, making it a subject of ongoing interest among chemists and pharmacologists alike.

Synonyms
THALICARPINE
Thaliblastine
Taliblastin
Thalicarpin
NY-IV-34-1
CHEBI:9509
NY IV-34-1
NSC68075
NSC 68075
NSC-68075
UNII-8X1D791RF6
En 125-214
8X1D791RF6
THALICARPINE [MI]
DTXSID90202011
(6aS)-9-[2-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-4,5-dimethoxyphenoxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
4H-Dibenzo(de,g)quinoline, 9-(4,5-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S-(R*,R*))-
(6aS)-9-(2-{[(1S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-4,5-dimethoxyphenoxy)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
(6aS)-9-(2-{[(1S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-4,5-dimethoxyphenoxy)-1,2,10-trimethoxyaporphine
4H-Dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-9-(4,5-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-1,2,10-trimethoxy-6-methyl-
6aalpha-Aporphine, 9-((4,5-dimethoxy-alpha-(1beta,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl)oxy)-1,2,10-trimethoxy-
(+)-Thalicarpine
(6AS)-9-(4,5-DIMETHOXY-2-(((1S)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2-METHYL-1-ISOQUINOLINYL)METHYL)PHENOXY)-5,6,6A,7-TETRAHYDRO-1,2,10-TRIMETHOXY-6-METHYL-4H-DIBENZO(DE,G)QUINOLINE
(6aS)-9-(2-(((1S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4,5-dimethoxyphenoxy)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinoline
(6aS)-9-(2-(((1S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4,5-dimethoxyphenoxy)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinoline;(6aS)-9-(2-(((1S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4,5-dimethoxyphenoxy)-1,2,10-trimethoxyaporphine
(6aS)-9-(2-(((1S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4,5-dimethoxyphenoxy)-1,2,10-trimethoxyaporphine
(6aS)-9-(2-(((1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl)-4,5-dimethoxyphenoxy)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinoline
(6aS)-9-(2-{[(1S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-4,5-dimethoxyphenoxy)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline;(6aS)-9-(2-{[(1S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-4,5-dimethoxyphenoxy)-1,2,10-trimethoxyaporphine
(S-(R*,R*))-9-(4,5-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)-methyl)phenoxy)-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo(de,g)quinoline
[S-(R*,R*)]-9-[4,5-dimethoxy-2-[(1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)-methyl]phenoxy]-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinoline
4H-Dibenzo(de,g)quinoline, 5,6,6a, 7-tetrahydro-9-(4,5-dimethoxy-2-((1,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-1,2, 10-trimethoxy-6-methyl-
4H-Dibenzo(de,g)quinoline, 5,6,6a, 7-tetrahydro-9-(4,5-dimethoxy-2-((1,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-1,2,10-trimethoxy-6-methyl-
4H-Dibenzo[de,g]quinoline, 5,6,6a, 7-tetrahydro-9-[4,5-dimethoxy-2-[(1,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolinyl)methyl]phenoxy]-1,2, 10-trimethoxy-6-methyl-
4H-Dibenzo[de,g]quinoline, 5,6,6a, 7-tetrahydro-9-[4,5-dimethoxy-2-[(1,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolinyl)methyl]phenoxy]-1,2,10-trimethoxy-6-methyl-
6a-Alpha-aporphine, 9-((4,5-dimethoxy-alpha-((S)-1,2,3, 4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl)oxy)-1, 2,10-trimethoxy-
6a-Alpha-aporphine, 9-[[4,5-dimethoxy-alpha-((S)-1,2,3, 4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl]oxy]-1, 2,10-trimethoxy-
DTXCID90124502
6a.alpha.-Aporphine, 9-((4,5-dimethoxy-.alpha.-((S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl)oxy)-1,2,10-trimethoxy-
6a.alpha.-Aporphine, 9-((4,5-dimethoxy-.alpha.-(1.beta.,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl)oxy)-1,2,10-trimethoxy-
4H-Dibenzo(de,g)quinoline, 9-(4, 5-dimethoxy-2-((1,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-5,6,6a, 7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S-(R*,R*))-
4H-dibenzo(de,g)quinoline, 9-(4, 5-dimethoxy-2-((1,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S-(R*,R*))-
4H-Dibenzo(de,g)quinoline, 9-(4,5-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S-(R*,R*))-(9CI)
4H-Dibenzo[de,g]quinoline, 9-[4, 5-dimethoxy-2-[(1,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolinyl)methyl]phenoxy]-5,6,6a, 7-tetrahydro-1,2,10-trimethoxy-6-methyl-, [S-(R*,R*)]-(9CI)
4H-dibenzo[de,g]quinoline, 9-[4, 5-dimethoxy-2-[(1,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolinyl)methyl]phenoxy]-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, [S-(R*,R*)]-(9CI)
6a-Alpha-aporphine, 9-((4, 5-dimethoxy-alpha-(1beta,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl)oxy)-1,2, 10-trimethoxy-
6a-Alpha-aporphine, 9-[[4, 5-dimethoxy-alpha-(1beta,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl]oxy]-1,2, 10-trimethoxy-(8CI)
6a.alpha.-Aporphine, 9-[[4, 5-dimethoxy-.alpha.-(1.beta.,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl]oxy]-1,2, 10-trimethoxy-(8CI)
6a.alpha.-Aporphine, 9-[[4,5-dimethoxy-.alpha.-((S)-1,2,3, 4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl]oxy]-1, 2,10-trimethoxy-
6aalpha-Aporphine, 9-((4, 5-dimethoxy-alpha-(1beta,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl)oxy)-1,2, 10-trimethoxy-
6aalpha-Aporphine, 9-((4,5-dimethoxy-alpha-((S)-1,2,3, 4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl)oxy)-1, 2,10-trimethoxy-
6aalpha-Aporphine, 9-((4,5-dimethoxy-alpha-((S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl)oxy)-1,2,10-trimethoxy-
6aalpha-Aporphine, 9-((4,5-dimethoxy-alpha-(1beta,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl)oxy)-1,2,10-trimethoxy-(8CI)
9-(2-((6,7-dimethoxy-2-methyl-3,4-dihydro-1h-isoquinolin-1-yl)methyl)-4,5-dimethoxyphenoxy)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4h-dibenzo(de,g)quinoline
9-[2-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1h-isoquinolin-1-yl)methyl]-4,5-dimethoxyphenoxy]-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4h-dibenzo[de,g]quinoline
zctjimxxsxqxri-uhfffaoysa-n
5373-42-2
Taliblastine
TBL
(S)-9-(2-(((S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4,5-dimethoxyphenoxy)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
NSC 68075; Taliblastine; Thaliblastine
SCHEMBL674828
CHEMBL507100
NY IV34 1
ZCTJIMXXSXQXRI-KYJUHHDHSA-N
BDBM50480321
NCI60_028786
C09655
AK-906/20892003
BRD-K87548127-300-01-1
Q27108417
[2-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-4,5-dimethoxy-phenoxy]-trimethoxy-methyl-[?]
4H-Dibenzo[de, 5,6,6a,7-tetrahydro-9-[4,5-dimethoxy-2-[(1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl]phenoxy]-1,2,10-trimethoxy-6-methyl-
4H-Dibenzo[de, 9-[4,5-dimethoxy-2-[(1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl]phenoxy]-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, [S-(R*,R*)]-
4H-Dibenzo[de,g]quinoline, 9-[4,5-dimethoxy-2-[[(1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]phenoxy]-5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (6aS)-
6a.alpha.-Aporphine,5-dimethoxy-.alpha.-((S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl]oxy]-1,2,10-trimethoxy-
6a.alpha.-Aporphine,5-dimethoxy-.alpha.-(1.beta.,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolyl)-o-tolyl]oxy]-1,2,10-trimethoxy-