1-(3-Chlorophenyl) piperazine

Product Description

13Chlorophenylpiperazine is an organic compound with a piperazine ring structure substituted with a chlorophenyl group at the 1position Here is a detailed description of the compound

 Chemical Information

 Chemical Name 13Chlorophenylpiperazine  

 Chemical Formula C9H12ClN  

 Molecular Weight 16966 gmol  

 IUPAC Name 13Chlorophenylpiperazine  

 CAS Number 3066417  

 Structure  

   The compound consists of a piperazine ring a sixmembered ring with two nitrogen atoms at positions 1 and 4 attached to a 3chlorophenyl group a benzene ring with a chlorine atom at the 3position relative to the phenyl group  

   This substitution pattern makes the compound an aromatic piperazine derivative

 Physical Properties

 Appearance White to offwhite crystalline solid or powder  

 Melting Point 162164C  

 Boiling Point Approximately 285287C  

 Solubility  

   Soluble in polar organic solvents such as ethanol methanol and dimethyl sulfoxide DMSO  

   Sparingly soluble in water due to its relatively lipophilic nature

 Applications

1 Pharmaceuticals  

    Psychotropic Drugs 13Chlorophenylpiperazine is often used as a building block or intermediate in the synthesis of drugs with central nervous system CNS activity It has been studied for its antidepressant and anxiolytic properties due to its ability to interact with serotonin 5HT receptors  

    Serotonin Receptor Modulation It can be a precursor to compounds that target the 5HT2 receptors and it has been investigated for its role in modulating mood disorders anxiety and related conditions

    Antipsychotic Research This compound may also be involved in the study of antipsychotic medications or as a potential scaffold for designing new therapeutic agents

2 Research and Medicinal Chemistry  

    13Chlorophenylpiperazine is used in research settings for studying the interactions of piperazine derivatives with neurotransmitter receptors especially serotonergic systems

    It is also used in preclinical drug development as it can serve as a lead compound for designing analogs with improved pharmacological properties

3 Industrial Applications  

    In addition to its use in the pharmaceutical industry this compound may also find application in chemical synthesis including in the production of other piperazine derivatives and compounds used in agrochemicals or materials science

 Reactivity and Chemistry

 Piperazine Ring Reactivity  

   The nitrogen atoms in the piperazine ring are nucleophilic and can participate in a variety of chemical reactions such as alkylation acylation or condensation reactions

   Piperazine derivatives are often involved in reactions with electrophiles which makes this compound useful as an intermediate for further chemical modification

 Chlorophenyl Substitution  

   The 3chlorophenyl group is an electronwithdrawing group due to the chlorine atom at the meta position relative to the phenyl ring This affects the electronic properties of the molecule making the aromatic ring less reactive in electrophilic substitution reactions but more reactive in nucleophilic substitution reactions

   The chlorine atom also imparts some steric hindrance to the molecule affecting its binding interactions with proteins or receptors

 Pharmacological Activity  

   The compound can interact with serotonin receptors and its structure suggests that it may be involved in binding to the 5HT2 receptor a target for several psychotropic drugs  

   It may also affect other neurotransmitter systems such as dopamine or norepinephrine depending on its specific molecular interactions

 Safety and Handling

 Toxicity  

   The toxicity of 13Chlorophenylpiperazine is not well documented but should be considered when handling especially in large quantities or in an experimental setting  

   The compound may be toxic if ingested inhaled or absorbed through the skin so proper precautions should be taken

 Handling  

   Personal protective equipment PPE such as gloves goggles and a lab coat should be used when handling this compound  

   Handle it in a wellventilated area or under a fume hood to minimize inhalation of vapors or dust

 Storage  

   Store in a cool dry place away from heat or direct sunlight and keep the container tightly sealed to avoid moisture or contamination

 Synthesis

1 Synthesis of 13Chlorophenylpiperazine  

    13Chlorophenylpiperazine can be synthesized through various synthetic routes including the reaction of 3chlorobenzyl chloride with piperazine in the presence of a base such as sodium hydroxide NaOH or potassium carbonate K2CO3

    Another method could involve the use of 3chlorophenylamine and an appropriate electrophilic reagent that reacts with the piperazine ring under suitable conditions

 Conclusion

13Chlorophenylpiperazine is a versatile chemical compound primarily used in medicinal chemistry for the development of drugs with central nervous system effects especially in the realm of serotonin receptor modulation Its piperazine core combined with a chlorophenyl group allows it to be used as an intermediate in the synthesis of more complex pharmaceuticals 

Would you like to explore its specific pharmacological effects or perhaps its synthetic routes in greater detail