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Cyclohexylphenylacetic acid 2-(diethylamino)ethyl ester

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Identification
Molecular formula
C20H31NO2
CAS number
60682-49-9
IUPAC name
2-(diethylamino)ethyl 2-cyclohexyl-2-phenyl-acetate
State
State

The compound is in a liquid state at room temperature, normally colorless to pale yellow, often with a distinctive ester-like scent.

Melting point (Celsius)
-52.00
Melting point (Kelvin)
221.15
Boiling point (Celsius)
348.50
Boiling point (Kelvin)
621.65
General information
Molecular weight
329.48g/mol
Molar mass
329.4970g/mol
Density
1.0180g/cm3
Appearence

The compound is typically found as a liquid at room temperature. It may appear as a clear, colorless to pale yellow liquid, with a slight odor characteristic of esters.

Comment on solubility

Solubility of 2-(diethylamino)ethyl 2-cyclohexyl-2-phenyl-acetate (C20H31NO2)

The solubility of 2-(diethylamino)ethyl 2-cyclohexyl-2-phenyl-acetate can be influenced by various factors due to its complex chemical structure. Here are some key points regarding its solubility:

  • Polar vs. Non-Polar: This compound contains both polar and non-polar regions. The diethylamino group contributes to its polar character, while the 2-cyclohexyl-2-phenyl moiety adds a significant non-polar character.
  • Solvent Compatibility: Based on its structure, 2-(diethylamino)ethyl 2-cyclohexyl-2-phenyl-acetate may be more soluble in non-polar solvents (such as hexane or toluene) compared to polar solvents (such as water).
  • Temperature Effects: As with many compounds, increasing the temperature can enhance the solubility, allowing for better interaction with the solvent.
  • pH Sensitivity: The presence of the amine group might also suggest that solubility could be affected by the pH of the solution, as protonation could influence its polarity.

In summary, while specific solubility data may vary, understanding the compound's structure provides valuable insights into its solubility behavior. As a general observation, a compound with such a mixed polarity could exhibit limited solubility in water but may dissolve better in organic solvents.

Interesting facts

Exploring 2-(diethylamino)ethyl 2-cyclohexyl-2-phenyl-acetate

This fascinating compound, known as 2-(diethylamino)ethyl 2-cyclohexyl-2-phenyl-acetate, has a unique structure and a plethora of interesting properties that make it appealing to chemists and pharmacologists alike.

Key Features:

  • Versatile Application: This compound is often explored for its potential use in pharmaceuticals, especially in the development of analgesics and anesthetics due to its ester functional group.
  • Complex Structure: The incorporation of the diethylamino group introduces significant basicity, influencing the compound's properties and reactivity.
  • Isoform Exploration: The presence of cyclohexyl and phenyl groups allows for various steric and electronic interactions, providing insight into the structure-activity relationship in drug design.
  • Intriguing Substituents: Each component of the compound’s structure plays a role in its biological activity. For instance, the diethylamino group can facilitate strong interactions with receptors in the nervous system.

Furthermore, the study of such complex molecules emphasizes the importance of understanding chirality and stereochemistry in medicinal chemistry. As scientists continue to synthesize and explore compounds like this, they pave the way for innovations in therapeutic agents.

Quote from a renowned chemist: "The beauty of chemistry lies in its complexity; even simple changes can lead to remarkably different outcomes." - Anonymous

In conclusion, 2-(diethylamino)ethyl 2-cyclohexyl-2-phenyl-acetate represents an intersection of organic chemistry and pharmacology, illustrating how intricate molecular design can influence biological activity and therapeutic potential.

Synonyms
drofenine
1679-76-1
Cycloadiphenine
Cycloadiphene
Adiphenine H
Trasentine 6H
Trasentine-6H
Drofenine [INN]
Drofenina
Drofeninum
2-(diethylamino)ethyl 2-cyclohexyl-2-phenylacetate
Drofenine [INN-French]
Drofeninum [INN-Latin]
Drofenina [INN-Spanish]
BRN 2059173
UNII-4QWV355536
2-(Diethylamino)ethyl alpha-phenylcyclohexaneacetate
2-(Diethylamino)ethyl cyclohexylphenylacetate
DROFENINE [MI]
NSC-757809
DROFENINE [WHO-DD]
DTXSID0048472
alpha-Cyclohexylbenzeneacetic acid 2-(diethylamino)ethyl ester
alpha-Phenylcyclohexaneacetic acid 2-(diethylamino)ethyl ester
4-09-00-02145 (Beilstein Handbook Reference)
4QWV355536
NSC 757809
Drofenine (INN-French)
Drofeninum (INN-Latin)
Benzeneacetic acid, alpha-cyclohexyl-, 2-(diethylamino)ethyl ester
Cyclohexaneacetic acid, alpha-phenyl-, 2-(diethylamino)ethyl ester
Drofenina (INN-Spanish)
Cycloadiphene; Drofenine; Hexahydroadiphenine
Benzeneacetic acid, .alpha.-cyclohexyl-, 2-(diethylamino)ethyl ester
Cyclohexaneacetic acid, .alpha.-phenyl-, 2-(diethylamino)ethyl ester
2-(Diethylamino)ethyl .alpha.-cyclohexylbenzeneacetate
2-(Diethylamino)ethyl .alpha.-phenylcyclohexaneacetate
Drofenin
2-(Diethylamino)ethyl alpha-cyclohexylbenzeneacetate
alpha-Phenyl-2-(diethylamino)ethylcyclohexaneacetic acid
Spectrum_001216
Prestwick0_000789
Prestwick1_000789
Prestwick2_000789
Prestwick3_000789
Spectrum2_000975
Spectrum3_001424
Spectrum4_000405
Spectrum5_001574
SCHEMBL25124
BSPBio_000898
BSPBio_003128
KBioGR_000670
KBioSS_001696
DivK1c_000135
SPBio_001009
SPBio_002837
BPBio1_000988
CHEMBL442444
DTXCID6028446
CHEBI:93825
KBio1_000135
KBio2_001696
KBio2_004264
KBio2_006832
KBio3_002348
NINDS_000135
IDI1_000135
NCGC00178252-01
NCGC00178252-02
SBI-0051626.P002
AB00053588
NS00001702
AB00053588_08
2-diethylaminoethyl 2-cyclohexyl-2-phenyl-acetate
Q1259495
BRD-A22267103-003-05-7
BRD-A22267103-003-08-1
BRD-A22267103-003-13-1
2-cyclohexyl-2-phenylacetic acid 2-(diethylamino)ethyl ester
Benzeneacetic acid,a-cyclohexyl-,2-(diethylamino)ethyl ester
Benzeneacetic acid, alpha-cyclohexyl-, 2-(diethylamino)ethyl ester (9CI)
Benzeneacetic acid, .alpha.-cyclohexyl-, 2-(diethylamino)ethyl ester, hydrochloride
605-497-3