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83366-66-9

83366-66-9 Structure

83366-66-9 Structure
IdentificationMore
[Name]

Nefazodone
[CAS]

83366-66-9
[Synonyms]

2-[3-[4-(3-CHLOROPHENYL)-1-PIPERAZINYL]PROPYL]-5-ETHYL-2,4-DIHYDRO-4-(2-PHENOXYETHYL)-3H-1,2,4-TRIAZOL-3-ONE HYDROCHLORIDE
BMY-13754
MJ-13754-1
NEFAZODONE
NEFAZODONE HCL
NEFAZODONE HYDROCHLORIDE
SERZONE
3h-1,2,4-triazol-3-one,2,4-dihydro-2-3-(4-(3-chlorophenyl)-1-piperazinyl)propy
l)-5-ethyl-4-(2-phenoxyethyl)-
Nefazodone base
2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one, Hydrochloride
3H-1,2,4-Triazol-3-one, 2-3-4-(3-chlorophenyl)-1-piperazinylpropyl-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-
Nefazodone (base and/or unspecified salts)
Dutonin
MJ-13754-I
2-[3-[4-(3-Chlorophenyl)piperazino]propyl]-4-(2-phenoxyethyl)-5-ethyl-2H-1,2,4-triazole-3(4H)-one
[Molecular Formula]

C25H32ClN5O2
[MDL Number]

MFCD00935760
[Molecular Weight]

470.01
[MOL File]

83366-66-9.mol
Chemical PropertiesBack Directory
[Appearance]

Crystalline Solid
[Melting point ]

180-182°C
[Boiling point ]

599.6±60.0 °C(Predicted)
[density ]

1.23±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ~11 mg/mL at 60 °C
[form ]

solid
[pka]

pKa 6.5 (Uncertain)
[color ]

white
[Usage]

A selective serotonin 5-HT2 receptor antagonist. An antidepressant
[CAS DataBase Reference]

83366-66-9(CAS DataBase Reference)
[NIST Chemistry Reference]

Nefazodone(83366-66-9)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[Hazardous Substances Data]

83366-66-9(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Bromoethane-->1-Bromo-3-chloropropane-->Urethane-->3-Amino-5-mercapto-1,2,4-triazole-->1-(3-Chlorphenyl)piperazine-->Α-PHENOXYPROPIONIC ACID-->HYDRAZINE-->Triethyl orthopropionate-->Thionyl chloride-->Sodium nitrite
Hazard InformationBack Directory
[Chemical Properties]

Crystalline Solid
[Originator]

Dutonin,Bristol-Myers Squibb,USA
[Uses]

A selective serotonin 5-HT2 receptor antagonist. An antidepressant
[Definition]

ChEBI: Nefazodone is a N-arylpiperazine, a N-alkylpiperazine, a member of triazoles, a member of monochlorobenzenes and an aromatic ether. It has a role as an antidepressant, a serotonergic antagonist, a serotonin uptake inhibitor, an alpha-adrenergic antagonist and an analgesic.
[Brand name]

Serzone (Bristol-Myers Squibb).
[Therapeutic Function]

Antidepressant
[Biological Functions]

Although nefazodone (Serzone) is structurally related to trazodone, it is less sedating. It does not block α1- adrenoreceptors, and its use is not associated with priapism. Nefazodone inhibits the neuronal reuptake of serotonin and blocks 5HT2A receptors. Its short half-life requires dosing twice a day. Nefazodone is not associated with weight gain or sexual dysfunction. It inhibits the cytochrome P450 3A4 isoenzyme that is responsible for 50% of known oxidative metabolism, and therefore, nefazodone can elevate levels of drugs dependent on this pathway for metabolism.
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