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Propranolol pivalate

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Identification
Molecular formula
C23H33NO5
CAS number
36659-62-6
IUPAC name
[2-(2,2-dimethylpropanoyloxy)-4-[1-hydroxy-2-(methylamino)ethyl]phenyl] 2,2-dimethylpropanoate
State
State

At room temperature, propranolol pivalate is typically in a solid state. It is a crystalline powder that is stable under standard laboratory conditions.

Melting point (Celsius)
65.00
Melting point (Kelvin)
338.15
Boiling point (Celsius)
325.50
Boiling point (Kelvin)
598.65
General information
Molecular weight
389.51g/mol
Molar mass
389.5140g/mol
Density
1.0790g/cm3
Appearence

The compound typically appears as a white or almost white crystalline powder. It is often pulverized and can be used in formulations that require a solid base. The compound is finely particulate and has limited solubility in water, often requiring organic solvents for dissolution.

Comment on solubility

Solubility of 2-(2,2-dimethylpropanoyloxy)-4-[1-hydroxy-2-(methylamino)ethyl]phenyl 2,2-dimethylpropanoate (C23H33NO5)

This compound, with its complex structure, presents interesting solubility characteristics. Below are some key points regarding its solubility:

  • Polarity: Given its extensive carbon chain and functional groups, this compound exhibits a moderate level of polarity which can influence its solubility in various solvents.
  • Solvent Compatibility: It is likely to be soluble in organic solvents such as:
    • Ether
    • Chloroform
    • Acetone
  • Water Solubility: The presence of hydrophilic groups such as hydroxyl and amino may allow for some solubility in water, though it is expected to be limited due to the predominance of hydrophobic alkyl chains.
  • Temperature Influence: Increased temperature can enhance solubility, particularly in organic solvents, by disrupting intermolecular forces.

In summary, while this compound can show some degree of solubility in polar and non-polar solvents, its overall solubility profile is influenced by both the molecular structure and the nature of the solvent.

Interesting facts

Interesting Facts About 2-(2,2-Dimethylpropanoyloxy)-4-[1-hydroxy-2-(methylamino)ethyl]phenyl 2,2-Dimethylpropanoate

This compound is a fascinating example of how organic chemistry can be intricately woven into the fabric of medicinal chemistry. It displays a complex architecture that highlights the importance of functional groups in influencing biological activity. Here are some noteworthy points:

  • Functional Diversity: The structure contains multiple functional groups such as esters and amines, which are essential in defining its chemical behavior and potential therapeutic effects.
  • Medicinal Potential: Compounds with similar structures are often under investigation for their pharmacological activities, making them candidates in drug design and development.
  • Synthetic Pathways: The synthesis of such a multi-substituted compound involves sophisticated organic reactions that can include esterification, amination, and selective protection-deprotection strategies.
  • Research Applications: Scientists may explore its properties for applications in areas such as targeted drug delivery systems, where specific delivery mechanisms are essential for efficacy and reduced side effects.
  • Analytical Techniques: The study of this compound necessitates the use of advanced analytical techniques such as NMR and mass spectrometry to fully characterize its structure and properties.

Indeed, this compound serves as a reminder that the molecular intricacies can lead to unique chemical behaviors and potential biological activities. As researchers delve deeper, who knows what exciting discoveries might arise?

Synonyms
dipivefrin
Dipivefrine
52365-63-6
Dipivefrinum
Dipivefrina
dipivalyl epinephrine
Dipivefrin [USAN]
Dipivefrinum [INN-Latin]
Dipivefrina [INN-Spanish]
Dipivefrine (INN)
Dipivefrine [INN]
Dipivefrin (USAN)
8Q1PVL543G
CHEBI:4646
K 30081
DIPIVEFRIN [MI]
4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-phenylen dipivalat
[2-(2,2-dimethylpropanoyloxy)-4-[1-hydroxy-2-(methylamino)ethyl]phenyl] 2,2-dimethylpropanoate
DIPIVEFRIN [VANDF]
DIPIVEFRINE [MART.]
DIPIVEFRINE [WHO-DD]
1-(3',4'-dipivaloyloxyphenyl)-2-methylamino-1-ethanol
4-[1-hydroxy-2-(methylamino)ethyl]-o-phenylene divavalate
DTXSID1048544
(RS)-4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-phenylen dipivalat
Propanoic acid, 2,2-dimethyl-, 4-(1-hydroxy-2-(methylamino)ethyl)-1,2-phenylene ester, (+-)-
(+-)-4-(1-Hydroxy-2-methylaminoethyl)-o-phenylendipivalat
(+-)-4-[1-hydroxy-2-(methylamino)ethyl]-o-phenylene divavalate
Dipivefrinum (INN-Latin)
4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diyl bis(2,2-dimethylpropanoate)
Dipivefrina (INN-Spanish)
(+-)-2,2-Dimethylpropansaeure-4-(1-hydroxy-2-(methylamino)ethyl)-1,2-phenylenester
2-[(2,2-dimethylpropanoyl)oxy]-4-[1-hydroxy-2-(methylamino)ethyl]phenyl 2,2-dimethylpropanoate
DIPIVEFRINE (MART.)
Glaucothil
Diopine
Dipoquin
Glaudrops
Apo-Dipivefrin
ratio-Dipivefrin
d Epifrin
PMS-Dipivefrin
4-(1-hydroxy-2-(methylamino)ethyl)-1,2-phenylene bis(2,2-dimethylpropanoate)
(S)-dipivefrine
(S)-dipivefrin
2-[(2,2-dimethylpropanoyl)oxy]-5-[1-hydroxy-2-(methylamino)ethyl]phenyl 2,2-dimethylpropanoate
dipivaloylepinephrine
PROPANOIC ACID, 2,2-DIMETHYL-, 4-(1-HYDROXY-2-(METHYLAMINO)ETHYL)-1,2-PHENYLENE ESTER, (+/-)-
adrenaline dipivalate
4-(1-hydroxy-2-(methylamino)ethyl)-o-phenylene divavalate
UNII-8Q1PVL543G
(+-)-4-(1-hydroxy-2-(methylamino)ethyl)-o-phenylene divavalate
dipivefrin hydrochloride, (R)-
dipivefrin hydrochloride, (S)-
4-(1-hydroxy-2-(methylamino)ethyl)benzene-1,2-diyl bis(2,2-dimethylpropanoate)
4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-phenylene bis(2,2-dimethylpropanoate)
2-((2,2-dimethylpropanoyl)oxy)-4-(1-hydroxy-2-(methylamino)ethyl)phenyl 2,2-dimethylpropanoate
2-((2,2-dimethylpropanoyl)oxy)-5-(1-hydroxy-2-(methylamino)ethyl)phenyl 2,2-dimethylpropanoate
(+-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol 3,4-dipivalate
Prestwick0_000632
Prestwick1_000632
Prestwick2_000632
Prestwick3_000632
SCHEMBL24713
BSPBio_000624
SPBio_002843
BPBio1_000688
GTPL7166
CHEMBL1201262
DTXCID1028100
S01EA02
EX-A8161
MFCD00673243
AKOS003662293
DB00449
2,2-Dimethylpropanoic acid 4-[1-hydroxy-2-(methylamino)ethyl]-1,2-phenylene ester
NCGC00179499-01
NCGC00179499-05
DA-52576
HY-121398
AB00514686
CS-0081941
NS00003866
C06963
D02349
EN300-17997011
L000915
Q905952
BRD-A47494775-003-03-0
BRD-A47494775-003-11-3
(+/-)-4-[1-hydroxy-2-(methylamino)ethyl]-o-phenylene divavalate