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bupivacaine

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Identification
Molecular formula
C18H28N2O2
CAS number
38396-39-3
IUPAC name
N-[2-hydroxy-1-(morpholinomethyl)-2-phenyl-ethyl]decanamide
State
State

At room temperature, bupivacaine is typically found as a solid in the form of its hydrochloride salt, which is often used in medical applications. Its hydrochloride form is more commonly distributed as a sterile solution for injection.

Melting point (Celsius)
107.00
Melting point (Kelvin)
380.15
Boiling point (Celsius)
596.10
Boiling point (Kelvin)
869.25
General information
Molecular weight
325.50g/mol
Molar mass
325.4990g/mol
Density
0.8410g/cm3
Appearence

Bupivacaine typically appears as a colorless crystal, or it may be available as a white crystalline powder. It is odorless and has a slightly bitter taste.

Comment on solubility

Solubility of N-[2-hydroxy-1-(morpholinomethyl)-2-phenyl-ethyl]decanamide

N-[2-hydroxy-1-(morpholinomethyl)-2-phenyl-ethyl]decanamide, with the chemical formula C18H28N2O2, exhibits unique solubility characteristics due to its structural complexity and the presence of various functional groups.

When discussing the solubility of this compound, it is important to consider key factors:

  • Polarity: The hydroxyl group (-OH) contributes to a degree of polarity, enhancing its solubility in polar solvents such as water to some extent.
  • Hydrophobic Chain: The long decanamide chain can create hydrophobic interactions, making the compound less soluble in highly polar solvents.
  • Amine Group Influences: The morpholine moiety can contribute to solubility in both polar and non-polar solvents depending on the overall environment.

Given these factors, the solubility of N-[2-hydroxy-1-(morpholinomethyl)-2-phenyl-ethyl]decanamide is likely moderate in water but can be significantly increased in organic solvents, such as ethanol or DMSO, that can interact favorably with its structure.

In conclusion, while N-[2-hydroxy-1-(morpholinomethyl)-2-phenyl-ethyl]decanamide displays some degree of water solubility, it is more soluble in organic solvents due to complex intermolecular interactions. Understanding these solubility properties is crucial for practical applications and formulation strategies.

Interesting facts

Interesting Facts about N-[2-hydroxy-1-(morpholinomethyl)-2-phenyl-ethyl]decanamide

N-[2-hydroxy-1-(morpholinomethyl)-2-phenyl-ethyl]decanamide is a fascinating chemical compound with various implications in the field of medicinal chemistry and pharmacology. Here are some noteworthy points that highlight its significance:

  • Pharmaceutical Potential: This compound is known for its possible applications in developing drugs due to its structural similarity to biologically active molecules.
  • Morpholine Derivative: The inclusion of a morpholinomethyl group is particularly interesting. Morpholine is often used in the synthesis of pharmaceuticals because it can enhance the compound's solubility and bioavailability.
  • Hydroxyl Group Functionality: The presence of a hydroxyl (-OH) group contributes to the compound's ability to interact with biological systems, making it a potential candidate for therapeutic agents that target specific receptors.
  • Structure-Activity Relationship: Understanding how the structural components of this compound influence its activity can provide valuable insights into drug design, allowing chemists to innovate more effective treatments.
  • Research Applications: Studies have been conducted to explore the compound's role in various biological processes, which may lead to advances in pharmacotherapy.

As a compound that bridges synthetic chemistry and biological activity, N-[2-hydroxy-1-(morpholinomethyl)-2-phenyl-ethyl]decanamide serves as an illustrative example of how intricate molecular designs can yield significant therapeutic benefits. In the words of a prominent chemist, "The beauty of medicinal chemistry lies within its precision—each atom meticulously placed can unlock new realms of healing."

Synonyms
117019-08-6
D,l-Threo-1-phenyl-2-decanoylamino-3-morpholino-1-propanol HCl
N-(1-hydroxy-3-morpholin-4-yl-1-phenylpropan-2-yl)decanamide
1-Phenyl-2-decanoylamino-3-morpholino-1-propanol
DL-PDMP
PDMP
N-[2-Hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]decanamide
1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol
SCHEMBL137622
CHEMBL4642999
CHEBI:156332
UYNCFCUHRNOSCN-UHFFFAOYSA-N
NS00016767