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Dibucaine

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Identification
Molecular formula
C20H29N2O2
CAS number
85-79-0
IUPAC name
2-(dibutylamino)-2-(4-methoxyphenyl)acetamide
State
State

At room temperature, Dibucaine is in a solid state. It is typically presented as a powder and is highly soluble in ethanol and other organic solvents but less soluble in water.

Melting point (Celsius)
129.00
Melting point (Kelvin)
402.15
Boiling point (Celsius)
391.00
Boiling point (Kelvin)
664.15
General information
Molecular weight
343.47g/mol
Molar mass
343.4720g/mol
Density
1.0469g/cm3
Appearence

Dibucaine appears as a white, crystalline powder. It is typically odorless and is characterized by its slightly bitter taste. It absorbs moisture when exposed to the atmosphere.

Comment on solubility

Solubility of 2-(dibutylamino)-2-(4-methoxyphenyl)acetamide

The solubility of 2-(dibutylamino)-2-(4-methoxyphenyl)acetamide is quite intriguing owing to its complex structure. This compound, which includes a dibutylamino group, tends to exhibit varying solubility in different solvents due to the balance of hydrophilic and hydrophobic interactions. Here are some key points to consider:

  • Polar solvents: Compounds with an amino group often show some degree of solubility in polar solvents such as water and ethanol, but the bulky dibutyl groups can hinder this solubility.
  • Nonpolar solvents: Due to its hydrophobic characteristics influenced by the dibutyl chain, it may be more soluble in nonpolar solvents like chloroform or benzene.
  • Temperature dependence: The solubility may increase with temperature, as heat often enhances molecular interactions, leading to better dissolution.
  • pH effects: Changes in pH can significantly impact the solubility, especially for compounds with amines, as protonation can increase solubility in aqueous environments.

In summary, the solubility of 2-(dibutylamino)-2-(4-methoxyphenyl)acetamide is influenced by multiple factors, and understanding these interactions is key for effective application in chemical processes. As aptly stated, "the right solvent can make all the difference!"

Interesting facts

Interesting Facts about 2-(Dibutylamino)-2-(4-methoxyphenyl)acetamide

This compound, known for its intriguing structure and properties, falls within the category of amides, which are crucial in drug synthesis and biological functions. Here are some fascinating insights:

  • Biodiversity and Applications: Compounds like 2-(dibutylamino)-2-(4-methoxyphenyl)acetamide often serve as intermediates in the synthesis of pharmaceuticals.
    These intermediates can lead to the development of a variety of medicinal agents that possess antidepressant and antipsychotic properties.
  • Structure-Activity Relationship: The unique structure of this compound can influence its pharmacokinetic and pharmacodynamic properties greatly. The presence of dibutylamino and methoxyphenyl groups can play a significant role in its ability to interact with biological targets.
  • Novel Research Directions: Ongoing research into compounds with similar structures may reveal newfound potential in treating neurological disorders or even certain types of cancers. The versatility of such amides places them at the forefront of medicinal chemistry.
  • Complementary Effects: The modifier groups—particularly the dibutylamino group—are known to enhance lipid solubility, which may improve the compound's overall bioavailability.
    This attribute helps in tweaking the compound's efficacy in delivering medicinal benefits.
  • Safety and Toxicology: As with many organic compounds, thorough assessments of safety and toxicological profiles are essential. Understanding the metabolic pathways and potential side effects is crucial for any therapeutic use.

Overall, 2-(dibutylamino)-2-(4-methoxyphenyl)acetamide represents a small but significant part of pharmaceutical research and development, illustrating the complex relationship between chemical structure and biological activity.

Synonyms
Ambucetamide
519-88-0
Dibutamide
Meritin
Ambucetamid
Bersen
Ambucetamida
Dibutamid
Dibutamid [German]
Ambucetamidum
Ambucetamide [INN:BAN]
2-(Dibutylamino)-2-(p-methoxyphenyl)acetamide
Ambucetamidum [INN-Latin]
Ambucetamida [INN-Spanish]
EINECS 208-278-7
2-Dibutylamino-2-(p-methoxyphenyl)acetamide
UNII-131B408RZI
BRN 2870878
DTXSID4057760
alpha-Dibutyl-amino-p-methoxyphenylacetamide
131B408RZI
alpha-(Dibutylamino)-4-methoxybenzeneacetamide
AMBUCETAMIDE [MI]
(.+/-.)-Ambucetamide
AMBUCETAMIDE [INN]
alpha-p-Methoxyphenyl-alpha-di-n-butylaminoacetamide
AMBUCETAMIDE [MART.]
ACETAMIDE, 2-DIBUTYLAMINO-2-(p-METHOXYPHENYL)-
AMBUCETAMIDE [WHO-DD]
DTXCID1031549
4-14-00-02101 (Beilstein Handbook Reference)
Benzeneacetamide, alpha-(dibutylamino)-4-methoxy-
Benzeneacetamide, .alpha.-(dibutylamino)-4-methoxy-
.alpha.-Dibutyl-amino-p-methoxyphenylacetamide
.alpha.-Dibutyl-amino-4-methoxybenzeneacetamide
Ambucetamidum (INN-Latin)
Ambucetamida (INN-Spanish)
AMBUCETAMIDE (MART.)
Acetamide, 2-(dibutylamino)-2-(p-methoxyphenyl)-
.alpha.-Dibutylamino-.alpha.-(p-methoxyphenyl)acetamide
.alpha.-p-Methoxyphenyl-.alpha.-di-n-butylaminoacetamide
alpha-Dibutyl-amino-4-methoxybenzeneacetamide
alpha-Dibutylamino-alpha-(p-methoxyphenyl)acetamide
Benzeneacetamide, alpha-(dibutylamino)-4-methoxy-(9CI)
208-278-7
(+-)-ambucetamide
ambucetamide, (+-)-
wusavcgxmswmqm-uhfffaoysa-n
2-(Dibutylamino)-2-(4-methoxyphenyl)acetamide
(+/-)-AMBUCETAMIDE
a-(Dibutylamino)-4-methoxy-benzeneacetamide
AMBUCETAMIDE, (+/-)-
Bersen; Dibutamide; Meritin; R 5
R 5
SCHEMBL26298
CHEMBL2104638
CHEBI:135221
AAA51988
Tox21_113898
AKOS040747809
NCGC00261978-01
CAS-519-88-0
DA-50383
HY-105652
CS-0026403
NS00001646
G80488
2-(Dibutylamino)-2-(4-methoxyphenyl)acetamide #
Q4741935