N-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}pyridin-2-amine

• ChemBase ID: 179569
• Molecular Formular: C18H24N4O
• Molecular Mass: 312.40936
• Monoisotopic Mass: 312.19501141
• SMILES: N(CCN1CCN(CC1)c1ccccc1OC)c1ncccc1
• Canonical SMILES: COc1ccccc1N1CCN(CC1)CCNc1ccccn1
• InChI: InChI=1S/C18H24N4O/c1-23-17-7-3-2-6-16(17)22-14-12-21(13-15-22)11-10-20-18-8-4-5-9-19-18/h2-9H,10-15H2,1H3,(H,19,20)
• InChIKey: ZOOGISIXBJEBLV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}pyridin-2-amine
• IUPAC Traditional name: N-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}pyridin-2-amine
• Synonyms: 4-(2-Methoxyphenyl)-N-2-pyridinyl-1-piperazineethanamine; WAY 100634

Database IDs

• CAS Number: 155204-28-7
• PubChem SID: 164235479
• PubChem CID: 10018417

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.3016377
• LogD (pH = 7.4): 2.1254222
• Log P: 2.422022
• Molar Refractivity: 95.4393 cm^3
• Polarizability: 35.675694 Å^3
• Polar Surface Area: 40.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - W498610

Major metabolite of WAY 100635 (W49865), a dopamine D4 receptor.

REFERENCES

• Tenbrink, R., et al.: J. Med. Chem., 39, 2435 (1996)
• Khawaja, X., et al.: J. Neurochem., 98, 134 (1996)
• Martel, J., et al.: Eur. J. Pharmacol., 574, 15 (1996)