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

• ChemBase ID: 172995
• Molecular Formular: C27H36ClN5O4
• Molecular Mass: 530.05884
• Monoisotopic Mass: 529.24558234
• SMILES: C1N(CCN(C1)c1cc(ccc1)Cl)CCCn1nc(n(c1=O)CCOc1ccccc1)C(OCOC)C
• Canonical SMILES: COCOC(c1nn(c(=O)n1CCOc1ccccc1)CCCN1CCN(CC1)c1cccc(c1)Cl)C
• InChI: InChI=1S/C27H36ClN5O4/c1-22(37-21-35-2)26-29-33(27(34)32(26)18-19-36-25-10-4-3-5-11-25)13-7-12-30-14-16-31(17-15-30)24-9-6-8-23(28)20-24/h3-6,8-11,20,22H,7,12-19,21H2,1-2H3
• InChIKey: KGMZBWNECBSLAH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-3-[1-(methoxymethoxy)ethyl]-4-(2-phenoxyethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one
• IUPAC Traditional name: 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-5-[1-(methoxymethoxy)ethyl]-4-(2-phenoxyethyl)-1,2,4-triazol-3-one
• Synonyms: 2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]-2,4-dihydro-5-[1-(methoxymethoxy)ethyl]-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one; Methoxymethoxy Nefazodone

Database IDs

• PubChem SID: 164228905
• PubChem CID: 71750093

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 2.8163545
• LogD (pH = 7.4): 4.2377872
• Log P: 4.4102
• Molar Refractivity: 144.5494 cm^3
• Polarizability: 55.779247 Å^3
• Polar Surface Area: 70.08 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Alcohols; Chloroform; Dcihloromethane; Ethyl Acetate
• Apperance: Viscous Yellow Oil

DETAILS

Toronto Research Chemicals - M262930

Derivative of a Nefazodone (N389100) metabolite used in the treatment of depression and other mental disorders.

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)