Introduction:Basic information about CAS 83366-66-9|Nefazodone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Nefazodone |
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| CAS Number | 83366-66-9 | Molecular Weight | 470.00700 |
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| Density | / | Boiling Point | / |
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| Molecular Formula | C25H32ClN5O2 | Melting Point | 180-182°C |
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| MSDS | / | Flash Point | / |
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Names
| Name | nefazodone |
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| Synonym | More Synonyms |
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Nefazodone BiologicalActivity
| 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]. |
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| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>Cytochrome P450Research Areas >>Inflammation/ImmunologyResearch Areas >>Neurological DiseaseSignaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT Receptor |
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| Target | 5-HT receptor, Noradrenaline, CYP3A4[1] |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Melting Point | 180-182°C |
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| Molecular Formula | C25H32ClN5O2 |
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| Molecular Weight | 470.00700 |
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| Exact Mass | 469.22400 |
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| PSA | 55.53000 |
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| LogP | 3.55480 |
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| InChIKey | VRBKIVRKKCLPHA-UHFFFAOYSA-N |
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| SMILES | CCc1nn(CCCN2CCN(c3cccc(Cl)c3)CC2)c(=O)n1CCOc1ccccc1 |
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| Water Solubility | DMSO: ~11 mg/mL at 60 °C |
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Safety Information
| Safety Phrases | S22-S24/25 |
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| WGK Germany | 3 |
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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 |