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N5536

Nefazodone hydrochloride

Name: Nefazodone hydrochloride
Brand: SIGMA

≥98% (HPLC), solid, selective serotonin reuptake inhibitor

Synonym(s):

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

Empirical Formula (Hill Notation):

C₂₅H₃₂ClN₅O₂ · HCl

CAS Number:

82752-99-6

Molecular Weight:

506.47

UNSPSC Code:

12352200

PubChem Substance ID:

24724551

NACRES:

NA.77

MDL number:

MFCD00935760

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

desiccated

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Product Name

Nefazodone hydrochloride, ≥98% (HPLC), solid

Quality Level

100

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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Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Biochem/physiol Actions

Novel antidepressant; mixed 5-HT_2A 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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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In vitro assessment of mitochondrial dysfunction and cytotoxicity of nefazodone, trazodone, and buspirone.

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 Nefazodone was withdrawn from the U.S. market in 2004 due to hepatotoxicity.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

Nefazodone. A review of its pharmacology and clinical efficacy in the management of major depression.

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.

Clinical and genetic correlates of suicidal ideation during antidepressant treatment in a depressed outpatient sample.

Nader Perroud et al.

Pharmacogenomics, 12(3), 365-377 (2011-04-01)

This study investigated clinical and genetic predictors of increasing suicidal ideation during antidepressant treatment. A total of 131 depressed outpatients were allocated to four antidepressants (paroxetine, venlafaxine, clomipramine or nefazodone) in a sequential step procedure until remission. Suicidality was assessed

Long-term exposure of mouse pancreatic islets to oleate or palmitate results in reduced glucose-induced somatostatin and oversecretion of glucagon.

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

Comparison of the bioactivation potential of the antidepressant and hepatotoxin nefazodone with aripiprazole, a structural analog and marketed drug.

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

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Global Trade Item Number

SKU	GTIN
N5536-50MG	04061832092348
N5536-10MG	04061832092331

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