Nefazodone hydrochlorideProduct ingredient for Nefazodone

Name
Nefazodone hydrochloride
Drug Entry
Nefazodone

Nefazodone hydrochloride (trade name Serzone) is an antidepressant drug marketed by Bristol-Myers Squibb. Its sale was discontinued in 2003 in some countries, due to the small possibility of hepatic (liver) injury. Drug-induced hepatic injuries were associated with an risk of elevated need for a liver transplant, or even death, with the incidence of severe liver damage was shown to be approximately 1 in 250,000 to 300,000 patient-years. On May 20, 2004, Bristol-Myers Squibb discontinued the sale of Serzone in the United States.

Accession Number
DBSALT000406
Structure
Synonyms
Nefazodone HCl
UNII
27X63J94GR
CAS Number
82752-99-6
Weight
Average: 506.468
Monoisotopic: 505.201130739
Chemical Formula
C25H33Cl2N5O2
InChI Key
DYCKFEBIOUQECE-UHFFFAOYSA-N
InChI
InChI=1S/C25H32ClN5O2.ClH/c1-2-24-27-31(25(32)30(24)18-19-33-23-10-4-3-5-11-23)13-7-12-28-14-16-29(17-15-28)22-9-6-8-21(26)20-22;/h3-6,8-11,20H,2,7,12-19H2,1H3;1H
IUPAC Name
1-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-3-ethyl-4-(2-phenoxyethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one hydrochloride
SMILES
Cl.CCC1=NN(CCCN2CCN(CC2)C2=CC=CC(Cl)=C2)C(=O)N1CCOC1=CC=CC=C1
PubChem Compound
54911
ChemSpider
49584
ChEBI
7495
ChEMBL
CHEMBL1200492
Wikipedia
Nefazodone
Predicted Properties
PropertyValueSource
Water Solubility0.0698 mg/mLALOGPS
logP3.71ALOGPS
logP4.65Chemaxon
logS-3.8ALOGPS
pKa (Strongest Basic)7.09Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area51.62 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity132.38 m3·mol-1Chemaxon
Polarizability51.96 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon