1-(3-chlorophenyl)-4-[2-(5-methyl-1H-pyrazol-3-yl)ethyl]piperazine

• ChemBase ID: 128259
• Molecular Formular: C16H21ClN4
• Molecular Mass: 304.81774
• Monoisotopic Mass: 304.14547437
• SMILES: Clc1cccc(N2CCN(CCc3[nH]nc(c3)C)CC2)c1
• Canonical SMILES: Clc1cccc(c1)N1CCN(CC1)CCc1[nH]nc(c1)C
• InChI: InChI=1S/C16H21ClN4/c1-13-11-15(19-18-13)5-6-20-7-9-21(10-8-20)16-4-2-3-14(17)12-16/h2-4,11-12H,5-10H2,1H3,(H,18,19)
• InChIKey: DOTIMEKVTCOGED-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-chlorophenyl)-4-[2-(5-methyl-1H-pyrazol-3-yl)ethyl]piperazine; 1-(3-chlorophenyl)-4-[2-(3-methyl-1H-pyrazol-5-yl)ethyl]piperazine
• IUPAC Traditional name: 1-(3-chlorophenyl)-4-[2-(5-methyl-1H-pyrazol-3-yl)ethyl]piperazine; 1-(3-chlorophenyl)-4-[2-(5-methyl-2H-pyrazol-3-yl)ethyl]piperazine
• Synonyms: 1-(3-Chlorophenyl)-4-[2-(5-methyl-1H-pyrazol-3-yl)ethyl]piperazine Hydrochloride; 1-(m-Chlorophenyl)-4-[2-(5-methylpyrazol-3-yl)ethyl]piperazine; H 4007; Psigodal; Quiadon; Mepiprazole Dihydrochloride; PAP; EMD-16,923, H-4,007; Mepiprazole

Database IDs

• CAS Number: 20326-12-9; 20344-15-4
• PubChem SID: 162222568
• PubChem CID: 71897
• Chemspider ID: 64909
• Unique Ingredient Identifier: 977BAL0NR7
• Wikipedia Title: Mepiprazole

CALCULATED PROPERTIES

• Acid pKa: 15.240218
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.8946679
• LogD (pH = 7.4): 2.6013432
• Log P: 3.0791569
• Molar Refractivity: 88.9684 cm^3
• Polarizability: 33.26138 Å^3
• Polar Surface Area: 35.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Rx-only

DETAILS

Toronto Research Chemicals - M225030

A novel psychotropic drug; effects on uptake and retention of monoamines in rat brain synaptosomes.

REFERENCES

• Malinowska, B., et al.: Eur. J. Pharmacol., 377, 13 (1999)
• Suzuki, T., et al.: Life Sci., 64, PL151 (1999)
• Broadbent, J., et al.: Psychopharmacology., 167, 225 (1999)