N-{[4-(2-cyanophenyl)piperazin-1-yl]methyl}-3-methylbenzamide; but-2-enedioic acid

• ChemBase ID: 155280
• Molecular Formular: C24H26N4O5
• Molecular Mass: 450.48704
• Monoisotopic Mass: 450.19031995
• SMILES: Cc1cccc(c1)C(=O)NCN1CCN(CC1)c1ccccc1C#N.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.N#Cc1ccccc1N1CCN(CC1)CNC(=O)c1cccc(c1)C
• InChI: InChI=1S/C20H22N4O.C4H4O4/c1-16-5-4-7-17(13-16)20(25)22-15-23-9-11-24(12-10-23)19-8-3-2-6-18(19)14-21;5-3(6)1-2-4(7)8/h2-8,13H,9-12,15H2,1H3,(H,22,25);1-2H,(H,5,6)(H,7,8)
• InChIKey: NAEUGRPISCANHO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[4-(2-cyanophenyl)piperazin-1-yl]methyl}-3-methylbenzamide; but-2-enedioic acid
• IUPAC Traditional name: N-{[4-(2-cyanophenyl)piperazin-1-yl]methyl}-3-methylbenzamide; butenedioic acid
• Synonyms: N-[[4-(2-Cyanophenyl)-1-piperazinyl]methyl]-3-methylbenzamide maleate salt; PD 168,077 maleate salt

Database IDs

• CAS Number: 190383-31-4
• MDL Number: MFCD01321067
• PubChem SID: 24277904; 162249418
• PubChem CID: 52941231

CALCULATED PROPERTIES

• Acid pKa: 14.893273
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.062537
• LogD (pH = 7.4): 3.280441
• Log P: 3.284065
• Molar Refractivity: 100.1731 cm^3
• Polarizability: 37.497894 Å^3
• Polar Surface Area: 59.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white powder

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 ... DRD4(1815)

Product Information

• Empirical Formula (Hill Notation): C20H22N4O · C4H4O4

DETAILS

Sigma Aldrich - P233

Biochem/physiol Actions
Selective D4 dopamine receptor agonist.
Caution
Hygroscopic