1-(3-chlorophenyl)piperazine

• ChemBase ID: 164567
• Molecular Formular: C10H13ClN2
• Molecular Mass: 196.67662
• Monoisotopic Mass: 196.07672611
• SMILES: C1NCCN(C1)c1cccc(c1)Cl
• Canonical SMILES: Clc1cccc(c1)N1CCNCC1
• 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
• InChIKey: VHFVKMTVMIZMIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-chlorophenyl)piperazine
• IUPAC Traditional name: m-chlorophenylpiperazine
• Synonyms: 1-(m-Chlorophenyl)piperazine; 4-(3-Chlorophenyl)piperazine; N-(3-Chlorophenyl)piperazine; N-(m-Chlorophenyl)piperazine; NSC 49307; mCPP; 1-(3-Chlorophenyl)piperazine

Database IDs

• CAS Number: 6640-24-0
• PubChem SID: 162258702
• PubChem CID: 1355

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.8511092
• LogD (pH = 7.4): 0.6721104
• Log P: 2.149406
• Molar Refractivity: 56.0468 cm^3
• Polarizability: 21.49175 Å^3
• Polar Surface Area: 15.27 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Orange Oil

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C379590

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. The metabolite m-CPP is

REFERENCES

• Melzacka, M., et al.: Pol. J. Pharmacol Pharm., 32, 551 (1980)
• Fong, M.H., et al.: J. Pharm. Pharmacol., 34, 674 (1980)
• Fiorella, D., et al.: Psychopharmacology, 119, 220 (1980)
• Maes, M., et al.: J. Clin. Psychopharmacol., 17, 358 (1980)
• Bo Wen, et al