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Etiracetam

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Identification
Molecular formula
C18H24Cl2N3O3
CAS number
103673-65-4
IUPAC name
methyl 4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate
State
State

At room temperature, the compound is typically found as a solid.

Melting point (Celsius)
142.00
Melting point (Kelvin)
415.15
Boiling point (Celsius)
616.70
Boiling point (Kelvin)
889.85
General information
Molecular weight
403.31g/mol
Molar mass
403.3000g/mol
Density
1.4640g/cm3
Appearence

The compound is typically observed as a solid crystalline powder. The crystals are white or off-white, displaying a level of brightness under light exposure, indicative of its purity and fine-grained structure.

Comment on solubility

Solubility of Methyl 4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate

The solubility of the compound methyl 4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate (C18H24Cl2N3O3) is influenced by several factors including its molecular structure and the presence of functional groups. The compound contains both polar and non-polar characteristics due to its diverse functional groups which can dramatically affect its solubility in various solvents.

Solvent Interactions

In general, the solubility can be categorized as follows:

  • Polar Solvents: The presence of the carboxylate group may enhance solubility in polar solvents, such as water or alcohol, especially at elevated temperatures.
  • Non-Polar Solvents: Conversely, the chlorinated aromatic components may encourage increased solubility in organic solvents like dichloromethane or chloroform.
  • Medium-Polar Solvents: Solvents such as ethyl acetate could provide a balance, allowing for moderate solubility due to the mixture of polar and non-polar interactions.

Practical Considerations

It is essential to recognize that:

  • Solubility may vary significantly depending on the conditions, such as temperature and pH.
  • Some compounds tend to form aggregates or complexes in solution that can lower effective solubility.
  • The presence of impurities or additives in the solvent may also affect the solubility profiles.

Ultimately, conducting empirical testing under various conditions is the best approach to ascertain the precise solubility of this compound in practical applications.

Interesting facts

Interesting Facts about Methyl 4-[2-(3,4-Dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate

This compound is an intriguing member of the piperazine family, known for its unique structure and potential applications in medicinal chemistry. Here are some fascinating aspects of this compound:

  • Structural Complexity: The compound possesses a multifaceted architecture featuring a piperazine ring, which grants it interesting biological properties. This heterocyclic structure is known for enhancing pharmacological profiles.
  • Chlorinated Phenyl Group: The presence of the 3,4-dichlorophenyl group is particularly noteworthy. Chlorination can significantly affect the compound's reactivity and its interaction with biological targets, potentially leading to greater efficacy in therapeutic applications.
  • Pyrrolidine Influence: The inclusion of a pyrrolidine moiety introduces flexibility and can affect conformational stability. This could play a significant role in the compound's ability to engage with various receptors.
  • Pharmacological Potential: Compounds involving piperazine and pyrrolidine structures are often explored for their potential as antidepressants, analgesics, or even as agents in the treatment of neurological disorders.
  • Research Interest: The structural elements of this compound make it a candidate for studies involving structure-activity relationships (SAR), which are crucial in drug development. Finding optimal modifications could enhance its therapeutic index.

In conclusion, methyl 4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate stands out as a compound rich in potential, combining various functional groups that can lead to groundbreaking discoveries in medicinal chemistry.

Synonyms
GR-89696
YXV3Q43RS9
126766-31-2
gr89696
methyl 4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate
J363.375F
UNII-YXV3Q43RS9
GR 85571
GR 89696 (free base)
CHEMBL603370
(+/-)-Methyl 4-((3,4-dichlorophenyl)acetyl)-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate
4-((3,4-Dichlorophenyl)acetyl)-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylic acid methyl ester
1-Piperazinecarboxylic acid, 4-((3,4-dichlorophenyl)acetyl)-3-(1-pyrrolidinylmethyl)-, methyl ester
1-Piperazinecarboxylic acid, 4-(2-(3,4-dichlorophenyl)acetyl)-3-(1-pyrrolidinylmethyl)-, methyl ester
1-((3,4-Dichlorophenyl)acetyl)-4-acetyl-2-(1-pyrrolidinylmethyl)piperazine
GR 103545
1-Piperazinecarboxylic acid, 4-((3,4-dichlorophenyl)acetyl)-3-(1-pyrrolidinylmethyl)-, methyl ester, (E)-2-butenedioate (1:1)
Methyl 4-((3,4-dichlorophenyl)acetyl)-3-(1-pyrrolidinylmethyl)-1-piperazinecarboxylate fumarate
methyl 4-(2-(3,4-dichlorophenyl)acetyl)-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate
GR85571
GR-85571
GR 89696 free base
Lopac0_000572
GTPL1649
SCHEMBL4545382
CHEBI:91965
DTXSID50875164
BDBM50027433
CCG-204661
HY-107747A
SDCCGSBI-0050554.P002
NCGC00015465-03
NCGC00015465-04
NCGC00015465-05
NCGC00015465-08
NCGC00015465-10
NCGC00025181-02
NCGC00025181-03
DA-73862
CS-0653690
L003484
Q5514393
BRD-A93659613-051-03-6
Methyl 4-[(3,4-dichlorophenyl)acetyl]-3-(1-pyrrolidinylmethyl)-1-piperazinecarboxylate
4-[(3,4-dichlorophenyl)acetyl]-3-(1-pyrrolidinylmethyl)-1-piperazinecarboxylic acid methyl ester