1-{3-[4-(3-chlorophenyl)piperazin-1-yl](2H6)propyl}-3-(1-hydroxyethyl)-4-(2-phenoxyethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one hydrochloride

• ChemBase ID: 170962
• Molecular Formular: C25H33Cl2N5O3
• Molecular Mass: 522.46722
• Monoisotopic Mass: 521.1960453
• SMILES: C1N(CCN(C1)c1cc(ccc1)Cl)CCCn1nc(n(c1=O)CCOc1ccccc1)C(O)C.Cl
• Canonical SMILES: Clc1cccc(c1)N1CCN(CC1)CCCn1nc(n(c1=O)CCOc1ccccc1)C(O)C.Cl
• InChI: InChI=1S/C25H32ClN5O3.ClH/c1-20(32)24-27-31(25(33)30(24)17-18-34-23-9-3-2-4-10-23)12-6-11-28-13-15-29(16-14-28)22-8-5-7-21(26)19-22;/h2-5,7-10,19-20,32H,6,11-18H2,1H3;1H
• InChIKey: SOIINUSEPKIUJO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{3-[4-(3-chlorophenyl)piperazin-1-yl](^2H₆)propyl}-3-(1-hydroxyethyl)-4-(2-phenoxyethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one hydrochloride
• IUPAC Traditional name: 2-{3-[4-(3-chlorophenyl)piperazin-1-yl](^2H₆)propyl}-5-(1-hydroxyethyl)-4-(2-phenoxyethyl)-1,2,4-triazol-3-one hydrochloride
• Synonyms: 2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl-d6]-2,4-dihydro-5-(1-hydroxyethyl)-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one Hydrochloride; OH-NEF-d6; Hydroxy Nefazodone-d6 Hydrochloride

Database IDs

• PubChem SID: 164226872
• PubChem CID: 71749203

CALCULATED PROPERTIES

• Acid pKa: 14.009494
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.1101027
• LogD (pH = 7.4): 3.5315351
• Log P: 3.7039483
• Molar Refractivity: 133.9452 cm^3
• Polarizability: 51.322372 Å^3
• Polar Surface Area: 71.85 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H948572

A labelled metabolite of Nefazodone (N389100), an antidepressant.

REFERENCES

• Barbhaiya, R., et al.: Eur. J. Clin. Pharmacol., 49, 221 (1995)
• Greene, D., et al.: Clin. Pharmacokinet., 33, 260 (1995)
• Kalgutkar, A., et al.: Drug Metab. Dispos., 33, 243 (1995)