CAS 83366-66-9|Nefazodone

Introduction:Basic information about CAS 83366-66-9|Nefazodone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameNefazodone
CAS Number83366-66-9Molecular Weight470.00700
Density/Boiling Point/
Molecular FormulaC25H32ClN5O2Melting Point180-182°C
MSDS/Flash Point/

Names

Namenefazodone
SynonymMore Synonyms

Nefazodone BiologicalActivity

DescriptionNefazodone 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 CatalogSignaling 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
Target

5-HT receptor, Noradrenaline, CYP3A4[1]

In VitroNefazodone 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 VivoNefazodone (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.

Chemical & Physical Properties

Melting Point180-182°C
Molecular FormulaC25H32ClN5O2
Molecular Weight470.00700
Exact Mass469.22400
PSA55.53000
LogP3.55480
InChIKeyVRBKIVRKKCLPHA-UHFFFAOYSA-N
SMILESCCc1nn(CCCN2CCN(c3cccc(Cl)c3)CC2)c(=O)n1CCOc1ccccc1
Water SolubilityDMSO: ~11 mg/mL at 60 °C

Safety Information

Safety PhrasesS22-S24/25
WGK Germany3

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
CAS 66532-85-2|Propacetamol
CAS 61381-04-2|3,4-Diethoxyphenethylamine
Recommended......
TOP