A serotonin receptor antagonist
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1-(1-Naphthyl)piperazine (hydrochloride)

Item No. 16150

Technical Information
Formal Name
1-(1-naphthalenyl)-piperazine, monohydrochloride
CAS Number
104113-71-5
Synonyms
  • 1-NP
Molecular Formula
C14H16N2 • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
216, 302 nm
SMILES
C1(C(N2CCNCC2)=CC=C3)=C3C=CC=C1.Cl
InChi Code
InChI=1S/C14H16N2.ClH/c1-2-6-13-12(4-1)5-3-7-14(13)16-10-8-15-9-11-16;/h1-7,15H,8-11H2;1H
InChi Key
ZYVYPNZFOCZLEM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    1-(1-Naphthyl)piperazine (1-NP) is a ligand for serotonin (5-hydroxytryptamine, 5-HT) receptors. It acts as an antagonist for 5-HT at 5-HT1 and 5-HT2 in rat cortical membranes with IC50 values of 6 and 1 nM, respectively.1 1-NP also blocks contraction in the rat fundus induced by either 5-HT or tryptamine (IC50 = 1 nM for both agonists).1 1-NP mimics the 5-HT1 agonist 1-(m-trifluoromethylphenyl)piperazine (TFMPP, Item No. 11205) in decreasing 5-HT receptor turnover and increasing serum corticosterone, suggesting that, in the absence of 5-HT, 1-NP may act as an agonist of the 5-HT1 receptor.2 However, in squirrel monkeys, 1-NP acts as a non-selective 5-HT receptor antagonist in altering operant behavior.2 1-NP also binds to the human 5-HT6 receptor with an affinity comparable to that of 5-HT (Kis = 120 and 100 nM, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cohen, M.L., and Wittenauer, L.A. Relationship between serotonin and tryptamine receptors in the rat stomach fundus. J. Pharmacol. Exp. Ther. 233(1), 75-79 (1985).

    2. McKearney, J.W. Serotonin-antagonist effects of 1-(1-naphthyl)piperazine on operant behavior of squirrel monkeys. Neuropharmacology 28(8), 817-821 (1989).

    3. Lee, M., Rangisetty, J.B., Pullagurla, M.R., et al1-(1-Naphthyl)piperazine as a novel template for 5-HT6 serotonin receptor ligands. Bioorg. Med. Chem. Lett. 15(6), 1707-1711 (2005).