1-[[2-(4-Chlorophenyl)-4,4-dimethylcyclohex-1-enyl]methyl]piperazine
[CAS# 1228780-72-0]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Piperazine
• Name: 1-[[2-(4-Chlorophenyl)-4,4-dimethylcyclohex-1-enyl]methyl]piperazine
• Molecular Formula: C₁₉H₂₇ClN₂
• Molecular Weight: 318.88
• CAS Registry Number: 1228780-72-0
• SMILES: CC1(CCC(=C(C1)C2=CC=C(C=C2)Cl)CN3CCNCC3)C

Properties

• Solubility: Very slightly soluble (0.24 g/L) (25 °C), Calc.^*
• Density: 1.072±0.06 g/cm³ (20 °C 760 Torr), Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2015 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P305+P351+P338

Discovery and Applications

1-[[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl]methyl]piperazine was developed through the systematic modification of piperazine derivatives to explore new pharmacological properties. The introduction of 4-chlorophenyl and dimethylcyclohexene rings on the piperazine backbone was intended to enhance its activity and selectivity. The synthesis involved advanced organic chemistry techniques to attach these substituents to the piperazine core, resulting in a molecule with potentially unique biological interactions.

1-[[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl]methyl]piperazine was primarily explored for its potential as a drug. The unique structure of the compound suggests that it may interact with a variety of biological targets, making it a candidate for drug development. Researchers have exploited its piperazine backbone to modulate activity, studying its efficacy in treating conditions such as anxiety, depression, and other central nervous system disorders.

The compound is used in neurochemical studies to understand its effects on neurotransmitter systems. Its potential as a selective modulator of specific receptors makes it a valuable tool for studying receptor binding and signaling pathways. Insights gained from these studies may aid in the development of new treatments for neurological and psychiatric disorders.

In organic synthesis, this compound can serve as an intermediate to make more complex molecules. Its unique chemical groups and piperazine core provide opportunities to develop new synthetic routes and generate novel compounds with tailored properties. It is used to synthesize specialty chemicals and research materials.

The structure of this compound provides a platform for exploring structure-activity relationships (SAR) in chemical research. By modifying its substituents and analyzing changes in biological activity, researchers can gain insight into the effects of various chemical groups on piperazine derivatives.

References

2017. Venetoclax. Pharmaceutical Substances.
URL: https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-122-0046

2019. Synthesis of Venetoclax. Synfacts.
DOI: 10.3056/s-3039-1689868