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

• ChemBase ID: 164671
• Molecular Formular: C19H22ClN5O
• Molecular Mass: 371.86388
• Monoisotopic Mass: 371.15128803
• SMILES: C1N(CCN(C1)c1ccc(cc1)Cl)CCCn1nc2n(c1=O)cccc2
• Canonical SMILES: Clc1ccc(cc1)N1CCN(CC1)CCCn1nc2n(c1=O)cccc2
• InChI: InChI=1S/C19H22ClN5O/c20-16-5-7-17(8-6-16)23-14-12-22(13-15-23)9-3-11-25-19(26)24-10-2-1-4-18(24)21-25/h1-2,4-8,10H,3,9,11-15H2
• InChIKey: ZUZALSYWCGGMET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 157072-19-0
• PubChem SID: 162258806
• PubChem CID: 71314821

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.5277313
• LogD (pH = 7.4): 2.9559171
• Log P: 3.1318567
• Molar Refractivity: 105.8796 cm^3
• Polarizability: 39.198208 Å^3
• Polar Surface Area: 42.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C421650

A Trazodone (T718500) impurity. Trazodone impurity C.

REFERENCES

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