2-[4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine; but-2-enedioic acid

• ChemBase ID: 155398
• Molecular Formular: C20H22N4O6
• Molecular Mass: 414.41188
• Monoisotopic Mass: 414.15393444
• SMILES: c1cnc(nc1)N1CCN(CC1)Cc1ccc2c(c1)OCO2.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: c1cnc(nc1)N1CCN(CC1)Cc1ccc2c(c1)OCO2.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C16H18N4O2.C4H4O4/c1-4-17-16(18-5-1)20-8-6-19(7-9-20)11-13-2-3-14-15(10-13)22-12-21-14;5-3(6)1-2-4(7)8/h1-5,10H,6-9,11-12H2;1-2H,(H,5,6)(H,7,8)
• InChIKey: DKGOFBARSQSLOW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine; but-2-enedioic acid
• IUPAC Traditional name: butenedioic acid; trivastal
• Synonyms: 2-[4-(1,3-Benzodioxol-5-ylmethyl)-1-piperazinyl]pyrimidine maleate salt; Piribedil maleate salt

Database IDs

• MDL Number: MFCD02684412
• PubChem SID: 162249536; 24278661
• PubChem CID: 71312127

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.6967883
• LogD (pH = 7.4): 1.9306718
• Log P: 2.0313914
• Molar Refractivity: 83.5265 cm^3
• Polarizability: 31.74304 Å^3
• Polar Surface Area: 50.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: >10 mg/mL

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... DRD3(1814)

Product Information

• Empirical Formula (Hill Notation): C20H22N4O6

DETAILS

Sigma Aldrich - P9233

Biochem/physiol Actions
A direct dopamine agonist; may be selective for the D3 subtype; no significant affinity for D1 receptors.