N-{2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl}-3-methoxybenzamide

• ChemBase ID: 131594
• Molecular Formular: C20H24ClN3O2
• Molecular Mass: 373.87646
• Monoisotopic Mass: 373.1557047
• SMILES: COc1cccc(c1)C(=O)NCCN1CCN(CC1)c1ccc(cc1)Cl
• Canonical SMILES: COc1cccc(c1)C(=O)NCCN1CCN(CC1)c1ccc(cc1)Cl
• InChI: InChI=1S/C20H24ClN3O2/c1-26-19-4-2-3-16(15-19)20(25)22-9-10-23-11-13-24(14-12-23)18-7-5-17(21)6-8-18/h2-8,15H,9-14H2,1H3,(H,22,25)
• InChIKey: DQVARXSGNFBPMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl}-3-methoxybenzamide
• IUPAC Traditional name: N-{2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl}-3-methoxybenzamide
• Synonyms: N-[2-(4-(4-Chlorophenyl)piperazin-1-yl)ethyl]-3-methoxybenzamide

Database IDs

• MDL Number: MFCD03452901
• PubChem SID: 24278333; 162225872
• PubChem CID: 3626837

CALCULATED PROPERTIES

• Acid pKa: 14.592622
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.8870311
• LogD (pH = 7.4): 3.1435182
• Log P: 3.25082
• Molar Refractivity: 105.8688 cm^3
• Polarizability: 40.11218 Å^3
• Polar Surface Area: 44.81 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble22 mg/mL; H2O: insoluble
• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... DRD2(1813), DRD4(1815)rat ... Adra1a(29412), Drd3(29238), Htr1a(24473)

DETAILS

Sigma Aldrich - C7230

Biochem/physiol Actions
Potent, selective D4 dopamine receptor ligand.