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Reserpine

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Identification
Molecular formula
C33H40N2O9
CAS number
50-55-5
IUPAC name
1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol
State
State

At room temperature, Reserpine is typically a solid and is commonly provided in powdered or crystalline forms for pharmaceutical applications.

Melting point (Celsius)
271.00
Melting point (Kelvin)
544.15
Boiling point (Celsius)
694.00
Boiling point (Kelvin)
967.15
General information
Molecular weight
608.68g/mol
Molar mass
608.6770g/mol
Density
1.2700g/cm3
Appearence

Reserpine appears as a white or pale buff-colored crystalline powder. It is odorless and has a bitter taste, often used in its alkaloid form extracted from the Rauwolfia plant family.

Comment on solubility

Solubility of 1,13-Dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol

The solubility of the compound 1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol, with the chemical formula C33H40N2O9, can be influenced by various factors including its molecular structure and the presence of functional groups.

Generally, solubility characteristics can be summarized as follows:

  • Polarity: This compound features a balance of polar and non-polar groups, which can affect its ability to dissolve in different solvents.
  • Solvent Interaction: It is likely to be soluble in organic solvents such as alcohols and ethers, while exhibiting limited solubility in polar solvents like water due to its large hydrophobic structure.
  • Hydrogen Bonding: The presence of hydroxyl (–OH) groups may contribute to its solubility in polar solvents through hydrogen bonding, but the overall size and complexity of the molecule may hinder this interaction.
  • Temperature Effects: Enhanced solubility can often be observed at elevated temperatures due to increased molecular motion.

In summary, while specific solubility data for this compound may be limited, it is likely to demonstrate variable solubility characteristics based on the surrounding environment and conditions. To maximize understanding, further experimental studies are essential to determine precise solubility values under various scenarios.

Interesting facts

Exploring the Complexity of 1,13-Dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol

This compound is a fascinating example of organic chemistry, showcasing the intricate interactions of functional groups and structural features. As a member of the azatricycloalkane family, it presents an uncommon nitrogen atom within a cycloalkane framework. Here are some interesting aspects:

  • Unique Structure: The presence of multiple rings and side chains contributes to its complex geometry. This structure can influence the compound's reactivity and interactions with other molecules.
  • Biological Potential: Compounds like this often exhibit biological activity. Researchers are continually investigating the pharmacological properties of similar structures, which could lead to new therapeutic agents.
  • Synthesis Challenges: Synthesizing such complex compounds requires advanced techniques and careful planning. Chemists employ a range of strategies, including multi-step synthesis and protecting group strategies, to build this molecular architecture.
  • Applications in Drug Discovery: Many naturally occurring compounds resemble this structure, inspiring investigations into their potential as drugs. Their structural features can mimic natural substrates or ligands in biological systems.

As noted by chemists, "The beauty of organic chemistry lies in its complexity and the potential for finding unexpected properties in intricate structures." This perspective is particularly relevant when considering a compound as elaborate as 1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol. Its study may uncover new insights into chemical behavior and broaden our understanding of molecular interactions.

Synonyms
Talwin
Fortalgesic
Fortral
55643-30-6
Liticon
NSC-107430
1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methylbut-2-enyl)-2,6-methano-3-benzazocin-8-ol
EINECS 259-735-2
Pentazocina
Fortalin
Pentagin
Sosegon
Sosigon
CHEMBL100116
(+)-Pentazocine
1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methano-3-benzazocin-8-ol
Pentazocaine
1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol
Pentazocine civ
II-C-2
2-(3,3-Dimethylallyl)cyclazocine
NIH 7958
WIN 20228
KF-1820
2,6-Methano-3-benzazocin-8-ol, 1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-, (2.alpha.,6.alpha.,11R*)-
PENTAZOCINE (+)
PENTAZOCINE (-)
2-Dimethylallyl-5,9-dimethyl-2'-hydroxybenzomorphan
Soseton
Talwan
2'-Hydroxy-5,9-dimethyl-2-(3,3-dimethylallyl)-6,7-benzomorphan
NIH-7958
2-(3,3-Dimethylallyl)-2',2'-hydroxy-5,9-dimethyl-6,7-benzomorphan
NSC107430
3-(3-Methyl-2-butenyl)-1,2,3,4,5,6-hexahydro-6,11-dimethyl-2,6-methano-3-benzazocin-8-ol
2,6-Methano-3-benzazocin-8-ol, 1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-
39188-58-4
Algopent (free base)
(.+/-.)-Pentazocine
SCHEMBL2493
DTXSID30859346
CHEBI:182080
6,11-Dimethyl-3-(3-methyl-but-2-enyl)-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-ol
BDBM50032403
PDSP1_000673
PDSP2_000663
DB-048905
DB-238119
NS00083668
NS00087561
L001017
dl-2'-Hydroxy-5,9-dimethyl-2-(3,3-dimethylallyl)-6,7-benzomorphan
(Pentazocine) 6,11-Dimethyl-3-(3-methyl-but-2-enyl)-1,2 ,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-ol
(Pentazocine) 6,11-Dimethyl-3-(3-methyl-but-2-enyl)-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-ol
(pentazocine)2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid
1,13-dimethyl-10-(3-methyl-2-butenyl)-(1R,9R,13R)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol(Pentazocine)
1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-buten-1-yl)-2,6-methano-3-benzazocin-8-ol
2,6-Methano-3-benzazocin-8-ol, 1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-, (2R,6R,11R)-rel-
2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-(15S)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-16-yl]-3,3-dimethyl-2-butanol(Pentazocine)
6,11-Dimethyl-3-(3-methyl-but-2-enyl)-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-ol (pentazocine)
6,11-Dimethyl-3-(3-methyl-but-2-enyl)-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-ol; lactate