2-{[4-(pyridin-2-yl)piperazin-1-yl]methyl}-1H-1,3-benzodiazole trihydrochloride

• ChemBase ID: 154545
• Molecular Formular: C17H22Cl3N5
• Molecular Mass: 402.74908
• Monoisotopic Mass: 401.09407877
• SMILES: c1ccc2c(c1)[nH]c(n2)CN1CCN(CC1)c1ccccn1.Cl.Cl.Cl
• Canonical SMILES: c1ccc(nc1)N1CCN(CC1)Cc1nc2c([nH]1)cccc2.Cl.Cl.Cl
• InChI: InChI=1S/C17H19N5.3ClH/c1-2-6-15-14(5-1)19-16(20-15)13-21-9-11-22(12-10-21)17-7-3-4-8-18-17;;;/h1-8H,9-13H2,(H,19,20);3*1H
• InChIKey: AZFUVPBLKQGSRI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[4-(pyridin-2-yl)piperazin-1-yl]methyl}-1H-1,3-benzodiazole trihydrochloride
• IUPAC Traditional name: 2-{[4-(pyridin-2-yl)piperazin-1-yl]methyl}-1H-1,3-benzodiazole trihydrochloride
• Synonyms: 2-[[4-(2-Pyridinyl)-1-piperazinyl]methyl]-1H-benzimidazole trihydrochloride; ABT-724 trihydrochloride

Database IDs

• CAS Number: 587870-77-7
• MDL Number: MFCD08703101
• PubChem SID: 162248684
• PubChem CID: 16759165

CALCULATED PROPERTIES

• Acid pKa: 11.480395
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.2723413
• LogD (pH = 7.4): 2.3538337
• Log P: 2.3890922
• Molar Refractivity: 87.5434 cm^3
• Polarizability: 34.519722 Å^3
• Polar Surface Area: 48.05 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >30 mg/mL
• Apperance: white powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H19N5 · 3HCl

DETAILS

Sigma Aldrich - A5111

Application
ABT-724 is a dopamine D4 receptor agonist. ABT-724 has been used in the study of impulsive behavior and penile erection in rats.