2-{3-[4-(3-chloro-4-ethylphenyl)piperazin-1-yl]propyl}-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one

• ChemBase ID: 168775
• Molecular Formular: C21H26ClN5O
• Molecular Mass: 399.91704
• Monoisotopic Mass: 399.18258816
• SMILES: C1N(CCN(C1)c1ccc(c(c1)Cl)CC)CCCn1nc2n(c1=O)cccc2
• Canonical SMILES: CCc1ccc(cc1Cl)N1CCN(CC1)CCCn1nc2n(c1=O)cccc2
• InChI: InChI=1S/C21H26ClN5O/c1-2-17-7-8-18(16-19(17)22)25-14-12-24(13-15-25)9-5-11-27-21(28)26-10-4-3-6-20(26)23-27/h3-4,6-8,10,16H,2,5,9,11-15H2,1H3
• InChIKey: FAKVJGFSBCIPNY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[4-(3-chloro-4-ethylphenyl)piperazin-1-yl]propyl}-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one
• IUPAC Traditional name: 2-{3-[4-(3-chloro-4-ethylphenyl)piperazin-1-yl]propyl}-[1,2,4]triazolo[4,3-a]pyridin-3-one
• Synonyms: 2-[3-[4-(3-Chloro-4-ethylphenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one; Ethyl Trazodone

Database IDs

• PubChem SID: 162262907
• PubChem CID: 71316674

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.473876
• LogD (pH = 7.4): 3.9097726
• Log P: 4.0898466
• Molar Refractivity: 115.5218 cm^3
• Polarizability: 42.810425 Å^3
• Polar Surface Area: 42.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E927100

A Trazodone (T718500) impurity. Trazodone impurity E.

REFERENCES

• Silvestrini, B., et al.: Eur. J. Pharmacol., 12, 231 (1970)
• Brogden, R.N., et al.: Drugs, 21, 401 (1970)