A serotonin, norepinephrine, and dopamine reuptake inhibitor
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Labeled Version(s)
34264Nefazodone-d6 (hydrochloride)
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Nefazodone (hydrochloride)

Item No. 10012642

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one, monohydrochloride
CAS Number
82752-99-6
Synonyms
  • BMY 13754
  • MJ13754-1
Molecular Formula
C25H32ClN5O2 • HCl
Formula Weight
506.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
SMILES
ClC1=CC(N2CCN(CCCN3C(N(CCOC4=CC=CC=C4)C(CC)=N3)=O)CC2)=CC=C1.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    250 mg

    $49

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    500 mg

    $93

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    1 g

    $152

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    Product Description

    Nefazodone is a serotonin (5-HT), norepinephrine, and dopamine reuptake inhibitor (SNDRI; Kis = 137, 570, 2,380 nM, respectively, in rat brain synaptosomes).1 It is also an antagonist of 5-HT2A, 5-HT1A, and histamine H1 receptors, as well as α1- and α2-adrenergic receptors (α2-ARs; Kis = 7.1, 52, 30, 5.5, and 84 nM, respectively).2 Nefazodone (100 mg/kg) reduces immobility time in the tail suspension test in gerbils.3 However, it is toxic to isolated human hepatocytes in a cultured sandwich hepatocyte preparation when used at a concentration of 30 µM.4 Formulations containing nefazodone have previously been used in the treatment of depression.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carlier, P.R., Lo, M.M.-C., Lo, P.C.-K., et al. Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group. Bioorg. Med. Chem. Lett. 8(5), 487-492 (1998).

    2. Owens, M.J., Neal, W., Plott, S.J., et al. Neurotransmitter receptor and transporter binding profile of antidepressants and their metabolites. J. Pharmacol. Exp. Ther. 283(3), 1305-1322 (1997).

    3. Varty, G.B., Cohen-Williams, M.E., and Hunter, J.C. The antidepressant-like effects of neurokinin NK1 receptor antagonists in a gerbil tail suspension test. Behav. Pharmacol. 14(1), 87-95 (2003).

    4. Kostrubsky, S.E., Strom, S.C., Kalgutkar, A.S., et al. Inhibition of hepatobiliary transport as a predictive method for clinical hepatotoxicity of nefazodone. Toxicol. Sci. 90(2), 451-459 (2006).