2-[3-(4-phenylpiperazin-1-yl)propyl]-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one

• ChemBase ID: 165533
• Molecular Formular: C19H23N5O
• Molecular Mass: 337.41882
• Monoisotopic Mass: 337.19026038
• SMILES: C1N(CCN(C1)c1ccccc1)CCCn1nc2n(c1=O)cccc2
• Canonical SMILES: O=c1n(CCCN2CCN(CC2)c2ccccc2)nc2n1cccc2
• InChI: InChI=1S/C19H23N5O/c25-19-23-11-5-4-9-18(23)20-24(19)12-6-10-21-13-15-22(16-14-21)17-7-2-1-3-8-17/h1-5,7-9,11H,6,10,12-16H2
• InChIKey: JGIRPKCVHRVHJZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-(4-phenylpiperazin-1-yl)propyl]-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one
• IUPAC Traditional name: 2-[3-(4-phenylpiperazin-1-yl)propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one
• Synonyms: 2-[3-(4-Phenyl-1-piperazinyl)propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one; Dechloro Trazodone

Database IDs

• CAS Number: 62337-66-0
• PubChem SID: 162259666
• PubChem CID: 71315252

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.82229203
• LogD (pH = 7.4): 2.3139493
• Log P: 2.527812
• Molar Refractivity: 101.0748 cm^3
• Polarizability: 37.33802 Å^3
• Polar Surface Area: 42.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D226700

A Trazodone (T718500) impurity. An antipsychotic with potential use as a schizophrenia agent. Trazodone impurity B.

REFERENCES

• Pai, N. et al.: J. Chem Pharmaceut. Res., 2, 458 (2010)
• Silvestrini, B., et al.: Eur. J. Pharmacol., 12, 231 (2010)
• Brogden, R.N., et al.: Drugs, 21, 401 (2010)