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QuickView for Nefazodone (compound)


PubChem
Name: nefazodone
PubChem Compound ID: 4449
Molecular formula: C25H32ClN5O2
Molecular weight: 470.007 g/mol
Synonyms:
1-(3-(4-(m-Chlorophenyl)-1-piperazinyl)propyl)-3-ethyl-4-(2-phenoxyethyl)-delta2-1,2,4-triazolin-5-one; Nefazodona [Spanish]; 2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one; Nefazodone; Nefazodonum [Latin]; 3H-1,2,4-Triazol-3-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-; 83366-66-9; 3H-1,2,4-Triazol-3-one, 2,4-dihydro-2-3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-5-ethyl-4-(2-phenoxyethyl)-; 1-(3-(4-(3-Chlorpheyl-1-piperazinylpropyl)-3-ethyl-4,5-dihydro-4-(2-phenoxyethyl)-1,2,4-triazol-5-on; C07256.
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DrugBank
Identification
Name: nefazodone
Name (isomeric): DB01149
Drug Type: small molecule
Synonyms:
Nefazodona [Spanish]; Nefazodonum [Latin]; Nefazodone Hcl; Nefazodone Hydrochloride
Brand: Serzone, Dutonin
Category: Antidepressants, Serotonin Agents, Analgesics, Antidepressive Agents, Second-Generation
CAS number: 83366-66-9
Pharmacology
Indication: For the treatment of depression.
Pharmacology:
Nefazodone, an antidepressant synthetically derived phenylpiperazine, is used to treat major depression. Although it is structurally similar to trazodone, nefazodone has a mechanism of action different from other antidepressants and, hence, lacks the risk for major cardiovascular toxicity seen with tricyclics and insomnia and inhibition of REM slee...
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Mechanism of Action:
Within the serotonergic system, nefazodone acts as an antagonist at type 2 serotonin (5-HT2) post-synaptic receptors and, like fluoxetine-type antidepressants, inhibits pre-synaptic serotonin (5-HT) reuptake. These mechanisms increase the amount of serotonin available to interact with 5-HT receptors. Within the noradrenergic system, nefa...
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Absorption: Nefazodone is rapidly and completely absorbed. Its absolute bioavailability is low (about 20%).
Protein binding: Greater than 99% (in vitro, human plasma proteins).
Biotransformation: Hepatic.
Route of elimination: Nefazodone is extensively metabolized after oral administration by n-dealkylation and aliphatic and aromatic hydroxylation, and less than 1% of administered nefazodone is excreted unchanged in urine.
Half Life: 2-4 hours
Toxicity: Cases of life-threatening hepatic failure have been reported in patients treated with nefazodone.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Avoid avocado.
Avoid alcohol.
Limit garlic, ginger, gingko, and horse chestnut.
Take this medication either consistently with or without food as instructed by your doctor.
Drug interaction:
ErlotinibThis CYP3A4 inhibitor increases levels/toxicity of erlotinib
PhenelzinePossible severe adverse reaction with this combination
TerbinafineTerbinafine may reduce the metabolism and clearance of Nefazodone. Consider alternate therapy or monitor for therapeutic/adverse effects of Nefazodone if Terbinafine is initiated, discontinued or dose changed.
AlmotriptanIncreased risk of CNS adverse effects
CerivastatinNefazodone, a strong CYP3A4 inhibitor, may increase the serum concentration of cerivastatin by decreasing its metabolism. Monitor for changes in the therapeutic and adverse effects of cerivastatin if nefazodone is initiated, discontinued or dose changed.
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