83366-66-9

83366-66-9 structure

Name: nefazodone
Chemical Name: nefazodone
CAS Number: 83366-66-9
Molecular Formula: C₂₅H₃₂ClN₅O₂
Molecular Weight: 470.00700
Catalog: Signaling Pathways GPCR/G Protein 5-HT Receptor
Create Date: 2018-04-09 08:00:00
Modify Date: 2024-01-04 20:56:12
Nefazodone is an orally active phenylpiperazine antidepressant. Nefazodone can potently and selectively block postsynaptic 5-HT2A receptors, and moderately inhibit 5-HT and noradrenaline reuptake. Nefazodone can also relieve the adverse effects of stress on the the immune system of mice. Nefazodone has a high affinity for CYP3A4 isoenzyme, which indicates that it has certain risk of drug-drug interaction[1][2][3].

Name	nefazodone
Synonyms	[14C]-Nefazodone hydrochloride Nefazodonum Nefazodonum [Latin] 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]-propyl-]5-ethyl-2,4-dihydro-4-(2-phenoxy-ethyl)-3H-1,2,4-triazol-3-one 2-<3-<4-(3-chlorophenyl)-1-piperazinyl>propyl>-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazolin-3-one Nefazodone Hcl 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one Nefazodona Nefazodone (INN) Nefazodona [Spanish] 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-4-(2-phenoxyethyl)-2H-1,2,4-triazol-3(4H)-one UNII-59H4FCV1TF MFCD00935760

Description	Nefazodone is an orally active phenylpiperazine antidepressant. Nefazodone can potently and selectively block postsynaptic 5-HT2A receptors, and moderately inhibit 5-HT and noradrenaline reuptake. Nefazodone can also relieve the adverse effects of stress on the the immune system of mice. Nefazodone has a high affinity for CYP3A4 isoenzyme, which indicates that it has certain risk of drug-drug interaction[1][2][3].
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Inflammation/Immunology Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor
Target	5-HT receptor, Noradrenaline, CYP3A4[1]
In Vitro	Nefazodone collapses mitochondrial membrane potential, and imposes oxidative stress, as detected via glutathione depletion, leading to cell death[2]. Nefazodone (200 μM; 24 h) depletes 100% of ATP in both, glucose and galactose-grown HepG2 cells[2]. Nefazodone (6.25, 12.5 and 25 μM; 0-120 min) profoundly inhibits oxygen consumption (OCR) in HepG2[2].
In Vivo	Nefazodone (10 mg/kg; s.c.; for 16 days) is effective to counter the adverse effects of stress on the the immune system of mice[3]. Animal Model: Female BALB/c mice (7-12 weeks old; stress model; subjected to a broad band noise at 100 dB daily for 5 s every minute during a 1- or 3-h period around midnight)[3] Dosage: 10 mg/kg Administration: s.c.; for 16 days Result: Attenuated the reduction of thymus, spleen and peripheral blood cellularity caused by stress.

Melting Point	180-182°C
Molecular Formula	C₂₅H₃₂ClN₅O₂
Molecular Weight	470.00700
Exact Mass	469.22400
PSA	55.53000
LogP	3.55480
Water Solubility	DMSO: ~11 mg/mL at 60 °C