CAS 6640-24-0

1-(3-Chlorophenyl)piperazine

Description:

1-(3-Chlorophenyl)piperazine, with the CAS number 6640-24-0, is an organic compound that belongs to the piperazine class of chemicals. It features a piperazine ring, which is a six-membered saturated heterocycle containing two nitrogen atoms, and is substituted with a 3-chlorophenyl group. This compound is typically characterized by its white to off-white crystalline solid form and is soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO). It exhibits a range of biological activities, making it of interest in medicinal chemistry, particularly in the development of pharmaceuticals targeting various neurological and psychiatric conditions. The presence of the chlorine atom on the phenyl ring can influence its pharmacological properties, including receptor binding affinity and metabolic stability. As with many piperazine derivatives, it may interact with neurotransmitter systems, particularly those involving serotonin and dopamine. Safety and handling precautions should be observed, as with all chemical substances, due to potential toxicity and environmental impact.

Formula: C₁₀H₁₃ClN₂

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

InChI key: InChIKey=VHFVKMTVMIZMIK-UHFFFAOYSA-N

SMILES: ClC=1C=C(C=CC1)N2CCNCC2

Synonyms:

• 1-(3-Chlorphenyl)-piperazine
• 1-(M-Chlorophenyl)Piperazine
• 1-(M-Clorofenil)Piperazina
• 1-(m-Chlorphenyl)piperazin
• 3-Chlorophenyl piperazine
• 3-Chlorphenylpiperazine
• 4-(3-Chlorophenyl)piperazine
• N-(3-Chlorophenyl)piperazine
• N-(m-Chlorophenyl)piperazine
• Nsc 49307
• Piperazine, 1-(3-chlorophenyl)-
• Piperazine, 1-(m-chlorophenyl)-
• m-CPP
• mCPP (pharmaceutical)
• 1-(3-Chlorophenyl)-piperazine

Trazodone EP Impurity L

CAS: 6640-24-0

Formula: C₁₀H₁₃ClN₂

Molecular weight: 196.68

Ref: ST-EA-CP-T29028

1-(3-Chlorophenyl)piperazine

Controlled Product

CAS: 6640-24-0

Applications It is noteworthy that 1-(3-Chlorphenyl)piperazine (m-CPP), resulting from N-dealkylation of Trazodone, is a major circulating metabolite in humans common to several antidepressants including Trazodone, Nefazodone, and Etoperidone (1,2,3). The metabolite m-CPP is of significant interest because it has 5-HT2C agonistic and 5-HT2A antagonistic properties. It has also been suggested that m-CPP may contribute to the antidepressant efficacy of Trazodone.
References (1) Bo Wen, et al.: Drug Metab. Dispos., 36, 841 (2008) (2) Maes, M., et al.: J. Clin. Psychopharmacol., 17, 358 (1997) (3) Fiorella, D., et al.: Psychopharmacology, 119, 220 (1995)

Formula: C₁₀H₁₃ClN₂

Color and Shape: Neat

Molecular weight: 196.68

Ref: TR-C379590

3-Chlorophenyl piperazine

CAS: 6640-24-0

Formula: C₁₀H₁₃ClN₂

Color and Shape: Solid

Molecular weight: 196.6766

Ref: IN-DA0033OG