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Lacosamide

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Identification
Molecular formula
C13H18ClNO3F3
CAS number
175481-36-4
IUPAC name
2-acetamidoethyl 2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetate
State
State

Lacosamide is a solid at room temperature.

Melting point (Celsius)
143.50
Melting point (Kelvin)
416.70
Boiling point (Celsius)
392.00
Boiling point (Kelvin)
665.15
General information
Molecular weight
377.80g/mol
Molar mass
377.7970g/mol
Density
1.2543g/cm3
Appearence

Lacosamide is typically a white to off-white crystalline powder. It is usually odorless.

Comment on solubility

Solubility of 2-acetamidoethyl 2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetate

The solubility of 2-acetamidoethyl 2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetate can be influenced by multiple factors, including its chemical structure and the nature of its functional groups. Understanding its solubility profile is essential for predicting its behavior in various environments.

Key Factors Affecting Solubility:

  • Polarity: The presence of polar functional groups, such as the acetamido group, generally increases solubility in polar solvents like water.
  • Hydrophobic Interactions: The trifluoromethyl and chlorophenyl groups may lead to lower solubility in aqueous solutions due to their hydrophobic character.
  • Intermolecular Forces: Hydrogen bonding from the acetamido portion can enhance solubility in specific solvents, while steric hindrance from bulky aromatic rings may impede it in others.

Overall, the solubility of this compound is likely to be moderate in polar solvents and low in non-polar solvents. A precise evaluation would require conducting solubility tests under varying conditions, specifically considering:

  1. Temperature
  2. pH of the solution
  3. Presence of co-solvents

In conclusion, the solubility of 2-acetamidoethyl 2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetate showcases a complex interplay between its molecular characteristics and the solvent environment, making it an intriguing subject for further exploration.

Interesting facts

Interesting Facts about 2-Acetamidoethyl 2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetate

This intriguing compound is a member of the broad family of pharmaceuticals and agrochemicals, showcasing a complex structure that allows it to interact with biological systems in interesting ways. Here are a few fascinating insights:

  • Pharmacological Potential: The unique combination of functional groups in this compound hints at a range of biological activities. Compounds with similar structures are often investigated for their potential as anti-inflammatory, anti-cancer, or anti-microbial agents.
  • Fluorinated Substituents: The presence of trifluoromethyl groups enhances the lipophilicity of the molecule, often leading to increased membrane permeability. This property is critical when designing lead compounds in drug discovery.
  • Chirality Considerations: Compounds that have chiral centers can exhibit different biological activities based on their stereochemistry. Understanding how the orientation of the substituents affects the activity of this compound can be crucial in pharmacology.
  • Industrial Relevance: Besides its potential as a pharmaceutical ingredient, compounds like this are integral in the formulation of agricultural chemicals, contributing to pest control solutions that ensure optimal crop yield.
  • Structure-Activity Relationships: Researchers often employ this compound as a model to study structure-activity relationships (SAR) in drug design. By modifying different functional groups, scientists can gauge their effects on biological and chemical activity.

In summary, 2-acetamidoethyl 2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetate is more than just a chemical formula; it represents a convergence of chemical ingenuity and biological potential. As scientists continue to explore compounds like this, we may uncover new applications that could eventually lead to significant advancements in medicine and agriculture.

Synonyms
HALOFENATE
26718-25-2
MK 185
Halofenato
Halofenatum
MK-185
K9TZK4MNO6
DTXSID9023120
Benzeneacetic acid, 4-chloro-alpha-(3-(trifluoromethyl)phenoxy)-, 2-(acetylamino)ethyl ester
MK185
RefChem:389032
DTXCID103120
Halofenate; Lipivas
2-acetamidoethyl 2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetate
CHEMBL456071
Halofenatum [INN-Latin]
Halofenato [INN-Spanish]
UNII-K9TZK4MNO6
Halofenate [USAN:INN:BAN]
MBX 102;JNJ 39659100
HALOFENATE [INN]
Halofenate (USAN/INN)
HALOFENATE [USAN]
2-Acetamidoethyl 2-(4-chlorphenyl)-2-(3-trifluormethylphenoxy)acetat
HALOFENATE [WHO-DD]
(p-Chlorophenyl)((alpha,alpha,alpha-trifluoro-m-tolyl)oxy)acetic acid ester with N-(2-hydroxyethyl)acetamide
SCHEMBL635325
GLXC-07313
BDBM50266371
SB16866
HY-14998
CS-0003688
D04411
718H252
Q27282141
2-acetamidoethyl (3-trifluoromethylphenoxy)(4-chlorophenyl)acetate
2-(acetylamino)ethyl (4-chlorophenyl)[3-(trifluoromethyl)phenoxy]acetate
racemic 2-Acetamidoethyl 4-Chlorophenyl-(3-trifluoro methylphenoxy)-acetate
(-)-(4-Chloro-phenyl)-(3-trifluoromethyl-phenoxy)-acetic acid 2-acetylamino-ethyl ester
(P-CHLOROPHENYL)((.ALPHA.,.ALPHA.,.ALPHA-TRIFLUORO-M-TOLYL)OXY)ACETIC ACID ESTER WITH N-(2-HYDROXYETHYL)ACETAMIDE
24136-24-1
ACETAMIDE, N-(2-HYDROXYETHYL)-, (P-CHLOROPHENYL)((.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)OXY)ACETATE (ESTER)
ACETIC ACID, (P-CHLOROPHENYL)((.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)OXY)-, ESTER WITH N-(2-HYDROXYETHYL)ACETAMIDE
BENZENEACETIC ACID, 4-CHLORO-.ALPHA.-(3-(TRIFLUOROMETHYL)PHENOXY)-, 2-(ACETYLAMINO)ETHYL ESTER