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Merck
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Key Documents

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N5536

Sigma-Aldrich

Nefazodone hydrochloride

≥98% (HPLC), solid, antidepressant

Sinónimos:

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, Serzone

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About This Item

Fórmula empírica (notación de Hill):
C25H32ClN5O2 · HCl
Número de CAS:
82752-99-6
Peso molecular:
506.47
MDL number:
MFCD00935760
UNSPSC Code:
12352200
PubChem Substance ID:
24724551
NACRES:
NA.77

product name

Nefazodone hydrochloride, ≥98% (HPLC), solid

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

DMSO: ≥10 mg/mL
H2O: insoluble

originator

Bristol-Myers Squibb

SMILES string

O=C1N(CCCN2CCN(C3=CC=CC(Cl)=C3)CC2)N=C(CC)N1CCOC4=CC=CC=C4.Cl

InChI

1S/C25H32ClN5O2.ClH/c1-2-24-27-31(25(32)30(24)18-19-33-23-10-4-3-5-11-23)13-7-12-28-14-16-29(17-15-28)22-9-6-8-21(26)20-22;/h3-6,8-11,20H,2,7,12-19H2,1H3;1H

InChI key

DYCKFEBIOUQECE-UHFFFAOYSA-N

Gene Information

human ... HTR2A(3356) , HTR2C(3358) , SLC6A2(6530) , SLC6A4(6532)

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Biochem/physiol Actions

Novel antidepressant; mixed 5-HT2A serotonin receptor antagonist/serotonin uptake inhibitor.

Features and Benefits

This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

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S C Collins et al.
Diabetologia, 51(9), 1689-1693 (2008-07-16)
Long-term exposure to NEFAs leads to inhibition of glucose-induced insulin secretion. We tested whether the release of somatostatin and glucagon, the two other major islet hormones, is also affected. Mouse pancreatic islets were cultured for 72 h at 4.5 or
Jonathan N Bauman et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(6), 1016-1029 (2008-03-12)
In vitro metabolism/bioactivation of structurally related central nervous system agents nefazodone (hepatotoxin) and aripiprazole (nonhepatotoxin) were undertaken in human liver microsomes in an attempt to understand the differences in toxicological profile. NADPH-supplemented microsomal incubations of nefazodone and glutathione generated conjugates
James A Dykens et al.
Toxicological sciences : an official journal of the Society of Toxicology, 103(2), 335-345 (2008-03-18)
Mitochondrial toxicity is increasingly implicated in a host of drug-induced organ toxicities, including hepatotoxicity. Nefazodone was withdrawn from the U.S. market in 2004 due to hepatotoxicity. Accordingly, we evaluated nefazodone, another triazolopyridine trazodone, plus the azaspirodecanedione buspirone, for cytotoxicity and
R Davis et al.
Drugs, 53(4), 608-636 (1997-04-01)
Nefazodone hydrochloride is a phenylpiperazine antidepressant with a mechanism of action that is distinct from those of other currently available drugs. It potently and selectively blocks postsynaptic serotonin (5-hydroxytryptamine; 5-HT) 5-HT2A receptors and moderately inhibits serotonin and noradrenaline (norepinephrine) reuptake.
Marc B J Blom et al.
Transcultural psychiatry, 47(3), 473-490 (2010-08-07)
This article presents the results of a large efficacy study comparing different forms of therapy for major depressive disorder (MDD), including interpersonal psychotherapy (IPT) and pharmacotherapy. Patients were randomized to either IPT, IPT in combination with anti-depressant medication, IPT in
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