Structure via PubChem · Public domain (PubChem)
ネファゾドン
Sign in to saveAlso known as BMY-13754, MJ-13754-1, 1-{3-[4-(m-chlorophenyl)-1-piperazinyl]propyl}-3-ethyl-4-(2-phenoxyethyl)-delta2-1,2,4-triazolin-5-one
Nefazodone, sold formerly under the brand names Serzone, Dutonin, and Nefadar among others, is an atypical antidepressant medication which is used in the treatment of depression and for other uses. Nefazodone was withdrawn in most countries by 2004 (due to liver toxicity). On December 2021, it was published that despite shortage it is still available in the United States.As of February 2026 it is available in the United States in generic form. The medication is taken by mouth.
Chemical data
- Formula
- C25H32ClN5O2
- Molecular weight
- 470 g/mol
- IUPAC name
- 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one
- SMILES
- CCC1=NN(C(=O)N1CCOC2=CC=CC=C2)CCCN3CCN(CC3)C4=CC(=CC=C4)Cl
- InChIKey
- VRBKIVRKKCLPHA-UHFFFAOYSA-N
- XLogP
- 4.3
- Polar surface area
- 51.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1994
- Admin. routes
- oral
- Indications
- cocaine dependence, cannabis dependence, major depressive disorder
via ChEMBL · EBI
Research
829 papers- Nefazodone.2012
- Nefazodone: a new antidepressant.American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists · 1995
- Nefazodone: its place among antidepressants.The Annals of pharmacotherapy · 1996
- Clinical pharmacokinetics of nefazodone.Clinical pharmacokinetics · 1997
- Nefazodone-induced mania.Canadian journal of psychiatry. Revue canadienne de psychiatrie · 1995
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 469.224
- Has use
- medication
Show 8 more facts
- chemical formula
- C₂₅H₃₂ClN₅O₂
- significant drug interaction
- tranylcypromine
- medical condition treated
- depression
- canonical SMILES
- CCC1=NN(C(=O)N1CCOC2=CC=CC=C2)CCCN3CCN(CC3)C4=CC(=CC=C4)Cl
- World Health Organisation international non-proprietary name
- nefazodone
- defined daily dose
- 0.4
- Commons category
- Nefazodone
- physically interacts with
- solute carrier family 6 member 4
Sources (6)
via Wikidata · CC0