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Carvedilol

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Identification
Molecular formula
C24H26N2O4
CAS number
72956-09-3
IUPAC name
5-[3-(tert-butylamino)-2-hydroxy-propoxy]tetralin-2,3-diol
State
State

At room temperature, carvedilol exists as a solid crystalline powder.

Melting point (Celsius)
116.00
Melting point (Kelvin)
389.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
406.49g/mol
Molar mass
406.4850g/mol
Density
1.2100g/cm3
Appearence

Carvedilol is a white to almost white crystalline powder. It is non-hygroscopic and has a bitter taste. It is sparingly soluble in water, freely soluble in ethanol (96%), and practically insoluble in dichloromethane.

Comment on solubility

Solubility of 5-[3-(tert-butylamino)-2-hydroxy-propoxy]tetralin-2,3-diol

The solubility of the compound 5-[3-(tert-butylamino)-2-hydroxy-propoxy]tetralin-2,3-diol (C24H26N2O4) can be influenced by various factors considering its unique structure.

Factors Affecting Solubility:

  • Polarity: The presence of hydroxyl (-OH) groups may increase the compound's ability to interact with polar solvents, enhancing its solubility in water.
  • Hydrophobic Characteristics: The tert-butyl amino moiety introduces hydrophobic characteristics, which may reduce solubility in polar solvents but can enhance it in organic solvents.
  • Temperature: Like many compounds, increased temperatures may improve solubility for this compound, allowing better interaction with solvent molecules.

In summary, 5-[3-(tert-butylamino)-2-hydroxy-propoxy]tetralin-2,3-diol is likely to exhibit variable solubility based on the solvent environment and temperature conditions. It may be soluble in:

  • Polar solvents (e.g., water) due to its hydroxyl groups
  • Non-polar organic solvents because of its hydrophobic components

Understanding the solubility behavior of this compound is crucial for applications in pharmaceuticals and material science where the interaction with different solvents can significantly influence performance.

Interesting facts

Interesting Facts about 5-[3-(tert-butylamino)-2-hydroxy-propoxy]tetralin-2,3-diol

This compound is an intriguing member of the extended family of organic molecules due to its complex structure and potential applications. Here are some interesting aspects:

  • Pharmaceutical Potential: Compounds with similar structures have been studied for their pharmacological properties, making them candidates for drug development. The incorporation of the tert-butylamino group often enhances solubility and bioavailability.
  • Structural Diversity: The synthesis of molecules like this allows chemists to explore a diverse array of derivatives, contributing to the field of medicinal chemistry. The unique combination of functional groups creates opportunities for various chemical reactions and modifications.
  • Reactive Intermediates: The presence of the -OH (hydroxyl) groups in the molecule indicates potential reactivity. These functional groups can participate in biological processes, making it essential in the study of enzyme interactions and biochemical pathways.
  • Chirality: Depending on the specific orientation of the substituents around the chiral centers, this compound might exist in multiple stereoisomeric forms. Chirality plays a significant role in determining the efficacy and safety of pharmaceutical agents.

As noted by chemists, "The devil is in the details" when it comes to understanding the intricate relationships between structure and function in organic molecules. This compound exemplifies this principle, showcasing how subtle variations can lead to vastly different biological activities. Chemists continue to study such compounds to unlock their potential and develop novel therapeutic agents.

Synonyms
Solgol
42200-33-9
5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol
Anabet
Nadololum [INN-Latin]
SQ 11725
CCRIS 1048
CHEMBL521606
HSDB 6532
EINECS 255-706-3
Nadolol [USAN:USP:INN:BAN:JAN]
NSC 758430
Nadololum (INN-Latin)
5-(3-((1,1-Dimethylethyl)amino)-2-hydroxypropoxy)-1,2,3,4-tetrahydro-2,3-naphthalenediol
Corgard;Solgol
Nadolol (USAN:USP:INN:BAN:JAN)
2,3-cis-1,2,3,4-Tetrahydro-5-((2-hydroxy-3-tert-butylamino)propoxy)-2,3-naphthalenediol
2,3-Naphthalenediol, 5-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-1,2,3,4-tetrahydro-
SMR000304369
5-(3-(tert-butylamino)-2-hydroxypropoxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol
2,3-Naphthalenediol, 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-1,2,3,4-tetrahydro-
Nadolol (Standard)
Corzide (Salt/Mix)
Prestwick3_000818
Oprea1_423217
BSPBio_000715
MLS001333998
MLS001333999
MLS002154017
BPBio1_000787
SCHEMBL1134022
CHEBI:91985
HY-B0804R
HMS1607C05
HMS2097D17
HMS2231K13
HMS3369O18
HMS3372J01
HY-B0804
BDBM50237606
ZB1799
AKOS001483026
AKOS021983735
NCGC00018270-02
NCGC00018270-03
NCGC00021623-02
NCGC00095034-01
NCGC00095034-02
LS-14606
DB-050872
AB00513927
CS-0012452
EN300-295998
L000661
SR-01000106183
SR-01000106183-1
BRD-A97454584-001-02-0
Q27163784
5-(2-hydroxy-3-t-butylamino-propoxy)tetralin-2,3-diol
5-[3-(tert-Butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydro-2,3-naphthalenediol, cis-