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Phenacetin

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Identification
Molecular formula
C10H13NO2
CAS number
62-44-2
IUPAC name
3-[2-(diethylamino)ethyl]-3-phenyl-benzofuran-2-one
State
State

At room temperature, Phenacetin is a solid.

Melting point (Celsius)
134.50
Melting point (Kelvin)
407.65
Boiling point (Celsius)
426.60
Boiling point (Kelvin)
699.75
General information
Molecular weight
179.22g/mol
Molar mass
179.2160g/mol
Density
1.2400g/cm3
Appearence

The compound typically appears as a white, crystalline powder. It may also be available in the form of small crystals. It is odorless and has a slightly bitter taste.

Comment on solubility

Solubility of 3-[2-(diethylamino)ethyl]-3-phenyl-benzofuran-2-one

The solubility of 3-[2-(diethylamino)ethyl]-3-phenyl-benzofuran-2-one can be quite informative when assessing its behavior in various solvents. This compound is known to exhibit:

  • Good Solubility in Organic Solvents: Due to its aromatic and ethylamine functional groups, it tends to dissolve well in non-polar to moderately polar organic solvents such as:
    • Hexane
    • Ethyl Acetate
    • Dichloromethane
  • Poor Solubility in Water: The presence of large hydrophobic aromatic rings reduces its interaction with water molecules, leading to low aqueous solubility.

In considering the compound's solubility, it's essential to note that solubility can be influenced by:

  • Temperature: Generally, an increase in temperature can enhance solubility in organic solvents.
  • pH Levels: The ionization state of the diethylamino group can affect solubility in different pH conditions.

In summary, the unique structure of 3-[2-(diethylamino)ethyl]-3-phenyl-benzofuran-2-one plays a pivotal role in determining its solubility characteristics, making it important for applications that require precise solvent interactions.

Interesting facts

Exploring 3-[2-(diethylamino)ethyl]-3-phenyl-benzofuran-2-one

The compound 3-[2-(diethylamino)ethyl]-3-phenyl-benzofuran-2-one, often referred to in academic circles as a derivative of benzofuran, features a unique structure that makes it particularly interesting for various chemical applications.

Key Characteristics

  • Pharmaceutical Applications: This compound has been noted for its potential use in medicinal chemistry, particularly as a lead compound for the development of novel therapeutic agents.
  • Structural Diversity: The presence of a diethylamino group adds to its basicity and alters its interaction with biological systems, allowing for diverse pharmacological properties.
  • Biological Activities: Research indicates that compounds like benzofuran derivatives may exhibit significant anti-inflammatory and analgesic effects, making them a subject of interest in drug discovery.
  • Mechanism of Action: The unique combination of a benzofuran backbone and an amine substituent suggests potential mechanisms of action via receptor modulation or enzyme inhibition.

Research Insights

Multiple studies have highlighted the following intriguing insights regarding benzofuran derivatives:

  • They often display interesting interactions with neurotransmitter systems, which could lead to valuable insights into their use in treating neurodegenerative diseases.
  • Some derivatives are being investigated for their activity against various forms of cancer, indicating a promising avenue for further research.

As stated by a renowned chemist, "The interaction of structurally diverse compounds with biological targets can unravel new therapeutic pathways." This compound encapsulates the essence of exploration in medicinal chemistry, beckoning scientists to probe deeper into its potential.

In summary, 3-[2-(diethylamino)ethyl]-3-phenyl-benzofuran-2-one serves as a fascinating example of how structure can influence function in chemical systems, with the potential for significant contributions to pharmaceutical chemistry and industries seeking innovative solutions.

Synonyms
Amolanone
Amethone
76-65-3
Amocaine
Amolanone [INN]
amolanon
Amolanona
Amolanonum
AP 43
Amolanonum [INN-Latin]
Amolanona [INN-Spanish]
Amethone base
AP-43
UNII-1ALL724WB1
3-(2-(Diethylamino)ethyl)-3-phenyl-2(3H)-benzofuranone
BRN 0287893
1ALL724WB1
3-[2-(diethylamino)ethyl]-3-phenyl-2(3h)-benzofuranone
AMOLANONE [MI]
2(3H)-BENZOFURANONE, 3-(beta-DIETHYLAMINOETHYL)-3-PHENYL-
3-(2-(Diethylamino)ethyl)-2-oxo-3-phenyl-2,3-dihydrobenzofuran
3-(beta-Diethylaminoethyl)-3-phenyl-2-benzofuranone
AP 43; Amethone; Amolanon
(R,S)-3-(2-Diethylaminoethyl)-2,3-dihydro-3-phenyl-2-benzofuranon
4-18-00-07995 (Beilstein Handbook Reference)
gamma-Diethylamino-alpha-(o-hydroxyphenyl)-alpha-phenylbutyric acid lactone
Butyric acid, 4-(diethylamino)-2-(o-hydroxyphenyl)-2-phenyl-, gamma-lactone
3-(.beta.-Diethylaminoethyl)-3-phenyl-2-benzofuranone
3-[2-(diethylamino)ethyl]-3-phenyl-1-benzofuran-2-one
2(3H)-Benzofuranone, 3-(.beta.-diethylaminoethyl)-3-phenyl-
Amolanonum (INN-Latin)
Amolanona (INN-Spanish)
2(3H)-Benzofuranone, 3-[2-(diethylamino)ethyl]-3-phenyl-
3-(.beta.-Diethylaminoethyl)-3-phenyl-2-(3H)-benzofuranone
2(3H)-BENZOFURANONE, 3-(2-(DIETHYLAMINO)ETHYL)-3-PHENYL-
.gamma.-Diethylamino-.alpha.-(o-hydroxyphenyl)-.alpha.-phenylbutyric acid lactone
Butyric acid, 4-(diethylamino)-2-(o-hydroxyphenyl)-2-phenyl-, .gamma.-lactone
BUTYRIC ACID, 4-DIETHYLAMINO-2-(O-HYDROXYPHENYL)-2-PHENYL-, .GAMMA.-LACTONE
2(3H)-Benzofuranone,3-[2-(diethylamino)ethyl]-3-phenyl-
Oprea1_133901
SCHEMBL24472
CHEMBL329901
DTXSID70861625
CHEBI:135320
AKOS030540384
NS00113976
Q27252162
3-(2-Diethylamino-ethyl)-3-phenyl-3H-benzofuran-2-one
3-(beta-Diethylaminoethyl)-3-phenyl-2-(3H)-benzofuranone
3-[2-(Diethylamino)ethyl]-3-phenyl-1-benzofuran-2(3H)-one
3-[2-(Diethylamino)ethyl]-3-phenyl-1-benzofuran-2(3H)-one #
BUTYRIC ACID, 4-DIETHYLAMINO-2-(O-HYDROXYPHENYL)-2-PHENYL-, GAMMA-LACTONE