Skip to main content

Tolvaptan

ADVERTISEMENT
Identification
Molecular formula
C26H25ClO3N2
CAS number
150683-30-0
IUPAC name
(1S,3aS,3bR,5aS,9aS,9bS,11aS)-1-hydroxy-1,9a,11a-trimethyl-2,3,3a,3b,4,5,5a,6,9,9b,10,11-dodecahydroindeno[4,5-h]isochromen-7-one
State
State

At room temperature, Tolvaptan is in a solid state, specifically as a crystalline powder.

Melting point (Celsius)
218.50
Melting point (Kelvin)
491.65
Boiling point (Celsius)
458.90
Boiling point (Kelvin)
732.05
General information
Molecular weight
448.54g/mol
Molar mass
448.5380g/mol
Density
1.3083g/cm3
Appearence

Tolvaptan appears as a white to off-white crystalline solid. It is practically insoluble in water and exhibits solubility in alcohols and organic solvents.

Comment on solubility

Solubility of (1S,3aS,3bR,5aS,9aS,9bS,11aS)-1-hydroxy-1,9a,11a-trimethyl-2,3,3a,3b,4,5,5a,6,9,9b,10,11-dodecahydroindeno[4,5-h]isochromen-7-one

The solubility of the compound with the formula C26H25ClO3N2 can be quite complex due to its structural characteristics. As a large organic molecule with multiple functional groups, the solubility is influenced by several factors:

  • Molecular Size: Larger molecules tend to have lower solubility in water due to steric hindrance.
  • Polarity: The presence of hydroxyl (–OH) and other polar groups can enhance solubility in polar solvents, particularly in alcohols or certain organic solvents.
  • Hydrophobic Regions: The hydrocarbon chains provide hydrophobic characteristics, making the compound less soluble in water.
  • Temperature Dependency: Solubility often increases with temperature for organic compounds, which can shift the equilibrium.

Due to its complex structure, it is advisable to conduct laboratory tests to determine the precise solubility in various solvents. As a general guideline, compounds with significant hydrophobic sections are often less soluble in aqueous solutions but may dissolve in organic solvents such as ethanol, acetone, or dichloromethane.

As stated in solubility principles, "like dissolves like"—this phrase encapsulates the idea that polar substances dissolve well in polar solvents, while nonpolar substances do better in nonpolar solvents. Thus, predicting the solubility of this compound necessitates experimentation and a detailed understanding of its molecular interactions.

Interesting facts

Interesting Facts about 1-Hydroxy-1,9a,11a-trimethyl-2,3,3a,3b,4,5,5a,6,9,9b,10,11-dodecahydroindeno[4,5-h]isochromen-7-one

This intriguing compound, with its complex structure, belongs to a class of natural products known for their medicinal properties. Here are some fascinating highlights:

  • Natural Origins: This compound is related to a variety of natural substances found in plants, often contributing to their aroma and therapeutic effects.
  • Chiral Centers: The presence of multiple chiral centers in its structure means it can exist in several stereoisomeric forms. This is significant in pharmacology as different isomers can exhibit varying biological activities.
  • Potential Pharmaceutical Use: Compounds with similar structures have been studied for their potential role in treating various conditions, including inflammation and cancer.
  • Structure Elucidation: Chemists often employ techniques such as NMR and MS to determine the structure of complex molecules like this one, revealing insights into their function and interaction with biological systems.
  • Environmental Significance: Some derivatives of compounds in this family have been shown to act as natural insect repellents or pesticides, indicating a potential role in sustainable agriculture.

As a chemistry student or researcher working with such compounds, you might find yourself captivated by the intersection of structure and function, exploring how the intricate arrangement of atoms translates into the compound's unique properties and biological effects. In the words of chemist Linus Pauling, “The more you know about the history of chemistry, the better you can understand its future.” The study of compounds like this one embodies that idea, opening doors to new discoveries in both chemistry and medicine.

Synonyms
OXANDROLONE
Lonavar
Vasorome
Oxandrin
Provitar
Oxandrolona
Protivar
Anavar
53-39-4
Oxandrolonum
Ossandrolone [DCIT]
Ossandrolone
Oxandrolone ciii
Oxandrolonum [INN-Latin]
Oxandrolona [INN-Spanish]
SC 11585
SC-11585
CHEBI:7820
HSDB 3373
UNII-7H6TM3CT4L
EINECS 200-172-9
7H6TM3CT4L
NSC 67068
NSC-67068
17beta-Hydroxy-17-methyl-2-oxa-5alpha-androstan-3-one
8075 CB
(1S,3aS,3bR,5aS,9aS,9bS,11aS)-1-hydroxy-1,9a,11a-trimethyl-2,3,3a,3b,4,5,5a,6,9,9b,10,11-dodecahydroindeno[4,5-h]isochromen-7-one
17-beta-hydroxy-17-methyl-2-oxa-androstan-3-one
2-Oxaandrostan-3-one, 17-hydroxy-17-methyl-, (5alpha,17beta)-
8075 C.B.
2-Oxa-5alpha-androstan-3-one, 17beta-hydroxy-17-methyl-
Dodecahydro-3-hydroxy-6-(hydroxy-methyl)-3,3a,6-trimethyl-1H-benz(e)indene-7-acetic acid delta-lactone
8075 C. B.
DTXSID8023399
(4aS,4bS,6aS,7S,9aS,9bR,11aS)-7-hydroxy-4a,6a,7-trimethyltetradecahydroindeno[4,5-h]isochromen-2(1H)-one
Oxandrolone [USAN:USP:INN:BAN:JAN]
17beta-Hydroxy-17alpha-methyl-2-oxa-5alpha-androstan-3-one
2-Oxa-5-alpha-androstan-3-one, 17-beta-hydroxy-17-methyl-
2-Oxaandrostan-3-one, 17-hydroxy-17-methyl-, (5-alpha,17-beta)-
Oxandrolonum (INN-Latin)
Oxandrolona (INN-Spanish)
OXANDROLONE (MART.)
OXANDROLONE [MART.]
OXANDROLONE CIII (USP-RS)
OXANDROLONE CIII [USP-RS]
OXANDROLONE (USP MONOGRAPH)
OXANDROLONE [USP MONOGRAPH]
Oxandrolone (USAN:USP:INN:BAN:JAN)
Oxandrin (TN)
Oxandrolone (1.0 mg/mL in Acetonitrile)
Oxandrolon
Oxandrolone (JAN/USP/INN)
NSC67068
Oxandrin;Anavar
OXANDROLONE [MI]
OXANDROLONE [INN]
OXANDROLONE [JAN]
OXANDROLONE [HSDB]
OXANDROLONE [USAN]
OXANDROLONE [VANDF]
OXANDROLONE [WHO-DD]
SCHEMBL148881
DTXCID203399
GTPL7092
2-Oxaandrostan-3-one, 17-hydroxy-17-methyl-, (5.alpha.,17.beta.)-
CHEMBL1200436
Oxandrolone, >=98% (HPLC)
A14AA08
OXANDROLONE [ORANGE BOOK]
HMS3712E22
HY-B0707
BDBM50594919
AKOS025401400
CCG-220110
DB00621
AC-14975
FH153287
C07346
D00462
AB01559948-01
Q420859
SR-01000872645
SR-01000872645-1
BRD-K92467929-001-01-1
17alpha-Methyl-17beta-hydroxy-2-oxa-5alpha-androstan-3-one
DODECAHYDRO-3-HYDROXY-6-(HYDROXY-METHYL)-3,3A,6-TRIMETH YL-1H-BENZ
(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyl-4-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one
200-172-9