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

• ChemBase ID: 165511
• Molecular Formular: C19H23BrClN5O
• Molecular Mass: 452.77582
• Monoisotopic Mass: 451.07745006
• SMILES: C1N(CCN(C1)c1cccc(c1)Br)CCCn1nc2n(c1=O)cccc2.Cl
• Canonical SMILES: Brc1cccc(c1)N1CCN(CC1)CCCn1nc2n(c1=O)cccc2.Cl
• InChI: InChI=1S/C19H22BrN5O.ClH/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25;/h1-3,5-7,9,15H,4,8,10-14H2;1H
• InChIKey: XGKUASHFDRCBOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[4-(3-bromophenyl)piperazin-1-yl]propyl}-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one hydrochloride
• IUPAC Traditional name: 2-{3-[4-(3-bromophenyl)piperazin-1-yl]propyl}-[1,2,4]triazolo[4,3-a]pyridin-3-one hydrochloride
• Synonyms: 2-[3-[4-(3-Bromophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one Hydrochloride; 3-Dechloro-3-bromo Trazodone Hydrochloride

Database IDs

• CAS Number: 1263278-80-3
• PubChem SID: 162259644
• PubChem CID: 71315237

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.6778884
• LogD (pH = 7.4): 3.1155355
• Log P: 3.2965646
• Molar Refractivity: 108.6976 cm^3
• Polarizability: 40.08499 Å^3
• Polar Surface Area: 42.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 232-234°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D226260

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

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)