6640-24-0

Basic information

• Product Name: 3-Chlorophenyl piperazine
• Synonyms: RARECHEM AH CK 0071;N-(3-CHLOROPHENYL)PIPERAZINE;TIMTEC-BB SBB003579;MCPP;1-(3-CHLORPHENYL)-PIPERAZINE;1-(3-CHLOROPHENYL)PIPERAZINE;3-chlorophenyl piperazine;AKOS BBS-00003580
• CAS NO: 6640-24-0
• Molecular Formula: C₁₀H₁₃ClN₂
• Molecular Weight: 196.68
• EINECS: 229-654-7
• Product Categories: Piperazines;PHARMACEUTICAL INTERMEDIATES;Piperidines, Piperidones, Piperazines;Piperaizine;API intermediates;Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;FOR TRAZODONE'S PRODUCTION
• Mol File: 6640-24-0.mol
• Article Data: 18

Chemical Properties

• Melting Point: 210-214°C
• Boiling Point: 105 °C
• Flash Point: 157.2 °C
• Appearance: clear colorless to light yellow oily liquid
• Density: 1.193
• Vapor Pressure: 0.000112mmHg at 25°C
• Refractive Index: 1,598-1,600
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Methanol (Sparingly)
• PKA: 8.85±0.10(Predicted)
• CAS DataBase Reference: 3-Chlorophenyl piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chlorophenyl piperazine(6640-24-0)
• EPA Substance Registry System: 3-Chlorophenyl piperazine(6640-24-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 6640-24-0(Hazardous Substances Data)

Usage

Description

3-Chlorophenyl piperazine, also known as 1-(3-Chlorphenyl)piperazine (m-CPP), is a N-arylpiperazine derivative carrying a 3-chlorophenyl substituent at position 1. It is a metabolite of the antidepressant drug trazodone and is characterized by its clear colorless to light yellow oily liquid appearance. m-CPP possesses 5-HT2C agonistic and 5-HT2A antagonistic properties, which contribute to its significance in the field of pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
3-Chlorophenyl piperazine is used as a metabolite in the development and understanding of antidepressant medications, particularly trazodone, nefazodone, and etoperidone. Its unique properties of being a 5-HT2C agonist and a 5-HT2A antagonist make it a valuable compound in the study and treatment of depression.
Used in Antidepressant Efficacy:
3-Chlorophenyl piperazine is used as a key contributor to the antidepressant efficacy of trazodone. Its interaction with the serotonin receptors, specifically the 5-HT2C and 5-HT2A, plays a significant role in the overall effectiveness of the antidepressant treatment.
Used in Research and Development:
3-Chlorophenyl piperazine serves as an important compound in the research and development of new antidepressant drugs. Its properties and interactions with serotonin receptors provide valuable insights into the mechanisms of action and potential improvements in the treatment of depression.

Hazard

A poison.

InChI:InChI=1/C10H13ClN2/c11-9-2-1-3-10(8-9)13-6-4-12-5-7-13/h1-3,8,12H,4-7H2

Upstream product

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Downstream Products

• 1668-42-4 1-(4-(3-chlorophenyl)piperazin-1-yl)-3-phenoxypropan-2-ol 
• 110148-29-3 1-[4-(3-chloro-phenyl)-piperazino]-3-o-tolyloxy-propan-2-ol 
• 110148-38-4 1-[4-(3-chloro-phenyl)-piperazino]-3-(2-methoxy-phenoxy)-propan-2-ol 
• 51941-10-7 2-(4-m-chlorophenyl-piperazino)-ethanol 
• 110148-30-6 1-[4-(3-chloro-phenyl)-piperazino]-3-p-tolyloxy-propan-2-ol 
• 109808-64-2 1-[4-(3-chloro-phenyl)-piperazino]-3-phenylsulfanyl-propan-2-ol 
• 116402-31-4 1-(benzo[1,3]dioxole-5-thiocarbonyl)-4-(3-chloro-phenyl)-piperazine 
• 110146-48-0 1-(2-chloro-phenoxy)-3-[4-(3-chloro-phenyl)-piperazino]-propan-2-ol 
• 112990-77-9 1-[2-(N-ethyl-anilino)-ethyl]-4-(3-chloro-phenyl)-piperazine 
• 141511-13-9 1-acetyl-4-(3-chloro-phenyl)-piperazine 
• 20011-17-0 (4-(3-chlorophenyl)piperazin-1-yl)(phenyl)methanone 
• 116402-29-0 1-(3-chloro-phenyl)-4-(3,4-dimethoxy-thiobenzoyl)-piperazine 
• 39577-43-0 1-(3-chloropropyl)-4-(3-chlorophenyl)piperazine 
• 6323-09-7 1,3-bis-[4-(3-chloro-phenyl)-piperazino]-propane 

Relevant articles and documents

MONOACYLGLYCEROL LIPASE INHIBITORS

Provided are compounds of formula (I), or a pharmaceutically acceptable salt or solvate thereof: Also provided are compositions comprising compounds of formula (I). The compounds and compositions are also provided for use as medicaments, for example as medicaments useful in the treatment of a condition modulated by monoacylglycerol lipase (MAGL). Also provided are the use of compounds and compositions for the inhibition of monoacylglycerol lipase (MAGL).

DUAL NAV1.2/5HT2A INHIBITORS FOR TREATING CNS DISORDERS

Compounds of formula I: I are disclosed, as are pharmaceutical compositions containing such compounds. Methods of treating neurological or psychiatric disorders in a patient in need are also disclosed. Such disorders include depression, bipolar disorder, pain, schizophrenia, obsessive compulsive disorder, addiction, social disorder, attention deficit hyperactivity disorder, an anxiety disorder, autism, a cognitive impairment, or a neuropsychiatric symptom such as apathy, depression, anxiety, psychosis, aggression, agitation, impulse control disorders, and sleep disorders in neurological disorders such as Alzheimer's and Parkinson's diseases.

Pd-Catalyzed Synthesis of Piperazine Scaffolds under Aerobic and Solvent-Free Conditions

A facile Pd-catalyzed methodology providing an efficient synthetic route to biologically relevant arylpiperazines under aerobic conditions is reported. Electron donating and sterically hindered aryl chlorides were aminated to afford yields up to 97%, with examples using piperazine as solvent, illustrating an ecofriendly, cost-effective synthesis of these privileged structures.