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Carteolol

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Identification
Molecular formula
C16H24N2O3
CAS number
51781-06-7
IUPAC name
4-[3-(tert-butylamino)-2-hydroxy-propoxy]-1,3-dihydrobenzimidazol-2-one
State
State

At room temperature, carteolol is in a solid state. As a crystalline powder, it can easily be measured and formulated into various dosage forms, particularly in ophthalmic solutions.

Melting point (Celsius)
227.00
Melting point (Kelvin)
500.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
292.38g/mol
Molar mass
292.3770g/mol
Density
1.2670g/cm3
Appearence

Carteolol typically appears as a white to off-white crystalline powder. It is relatively odorless, making it manageable to work with in a laboratory setting. The compound is usually provided in its hydrochloride form, especially when used in pharmaceutical preparations.

Comment on solubility

Solubility of 4-[3-(tert-butylamino)-2-hydroxy-propoxy]-1,3-dihydrobenzimidazol-2-one

The solubility of 4-[3-(tert-butylamino)-2-hydroxy-propoxy]-1,3-dihydrobenzimidazol-2-one (C16H24N2O3) can be influenced by various factors. Understanding its solubility behavior is crucial for applications in medicinal chemistry and pharmaceutical formulations. Here are some key points to consider:

  • Polarity: The presence of a hydroxyl group in the structure contributes to hydrogen bonding, enhancing solubility in polar solvents.
  • Hydrophobicity: The tert-butyl group is non-polar, which may hinder solubility in aqueous environments while enhancing solubility in non-polar organic solvents.
  • pH Dependency: As with many compounds possessing amine groups, the solubility may vary with changes in pH; a more basic environment could improve solubility due to ionization.
  • Solvent Selection: For effective dissolution, using solvents like ethanol or dimethyl sulfoxide (DMSO) may be advantageous compared to water.

As a general rule, "solubility is a complex interplay of molecular interactions." Understanding these interactions can help in predicting the behavior of this compound in various solvents, enabling better applications in fields such as pharmaceuticals. Thus, it is essential to carry out empirical solubility testing in relevant media to fully establish its behavior.

Interesting facts

Exploring 4-[3-(tert-butylamino)-2-hydroxy-propoxy]-1,3-dihydrobenzimidazol-2-one

This compound is a fascinating member of the benzimidazole family, showcasing a blend of structural complexity and biological significance. Here are some intriguing aspects of this compound:

  • Pharmacological Potential: Compounds featuring the benzimidazole structure are often investigated for their pharmacological properties, including anti-inflammatory, antifungal, and anticancer activities. The presence of the tert-butylamino group enhances its biological activity.
  • Chirality and Isomerism: The presence of hydroxy and amino substituents creates potential for chirality, leading to the possibility of multiple stereoisomers. This can significantly influence the pharmacodynamics and pharmacokinetics of the compound.
  • Structure-Activity Relationship (SAR): SAR studies are vital in medicinal chemistry. By modifying the amino and hydroxy groups, scientists can explore how these changes affect the compound's biological activity, aiding in the development of more effective drug candidates.
  • Versatile Synthetic Approaches: The synthesis of this compound can involve various methods, including nucleophilic substitutions and coupling reactions. This versatility makes it a valuable target for synthetic chemists aiming to research or produce similar compounds.
  • Interdisciplinary Applications: Beyond medicinal chemistry, this compound could find applications in materials science and nanotechnology due to its unique functional groups, which may facilitate interactions in polymer matrices or as ligands in coordination compounds.

As a student of chemistry, uncovering the myriad of reactions and interactions involving this compound can be both a challenging and rewarding endeavor. Understanding these aspects can serve as a pathway to advancing research in drug discovery and material innovation.

Synonyms
Cgp 12177
81047-99-6
Cgp-12177
Cgp 12177A
4-(3-tert-Butylamino-2-hydroxypropoxy)benzimidazol-2-one
4-[3-(tert-butylamino)-2-hydroxypropoxy]-1,3-dihydrobenzimidazol-2-one
Tbhpbo
CHEBI:73288
[3H]CGP 12177
R89UMZ82MJ
CGP12177A
(+/-)-CGP-12177A hydrochloride
2H-Benzimidazol-2-one, 4-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-1,3-dihydro-
2H-Benzimidazol-2-one,4-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-1,3-dihydro-
4-[3-(tert-butylamino)-2-hydroxypropoxy]-1,3-dihydro-2H-benzimidazol-2-one
UNII-R89UMZ82MJ
2H-Benzimidazol-2-one, 4-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-1,3-dihydro-
4-(3-(TERT-BUTYLAMINO)-2-HYDROXYPROPOXY)-1,3-DIHYDROBENZIMIDAZOL-2-ONE
[3H]CGP12177
[3H]-CGP12177
Spectrum_001907
SpecPlus_000776
Spectrum4_000777
CGP-12177A hydrochloride
Lopac0_000372
GTPL532
KBioGR_001194
KBioSS_002444
DivK1c_006872
CHEMBL420746
GTPL5387
SCHEMBL2016211
BDBM25747
KBio1_001816
KBio2_002438
KBio2_005006
KBio2_007574
DTXSID901001733
CGP12177
BDBM50027879
CCG-204467
SDCCGSBI-0050360.P003
NCGC00015184-03
NCGC00015184-04
NCGC00015184-05
NCGC00015184-08
NCGC00025024-02
NCGC00025024-03
(+/-)-CGP-12177
CGP-12177, (+/-)-
L000166
BRD-A34706053-003-01-9
BRD-A40084411-003-07-7
Q27075889
7-[3-(tert-Butylamino)-2-hydroxypropoxy]-1H-benzimidazol-2-ol
4-[3-(tert-butylamino)-2-hydroxypropoxy]-2,3-dihydro-1H-1,3-benzodiazol-2-one
4-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-1,3-dihydro-2h-benzimidazol-2-one
4-[3-(tert-butylamino)-2-hydroxypropoxy]-2,3-dihydro-1H-1,3-benzodiazol-2-one hydrochloride