A serotonin 5-HT1A antagonist
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WAY-100635 (maleate)

Item No. 14599

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-N-2-pyridinyl-cyclohexanecarboxamide, 2Z-butenedioate
CAS Number
1092679-51-0
Molecular Formula
C25H34N4O2 • C4H4O4
Formula Weight
538.6
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 15 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
271 nm
SMILES
O=C(C1CCCCC1)N(C2=NC=CC=C2)CCN(CC3)CCN3C4=CC=CC=C4OC.OC(/C=C\C(O)=O)=O
InChi Code
InChI=1S/C25H34N4O2.C4H4O4/c1-31-23-12-6-5-11-22(23)28-18-15-27(16-19-28)17-20-29(24-13-7-8-14-26-24)25(30)21-9-3-2-4-10-21;5-3(6)1-2-4(7)8/h5-8,11-14,21H,2-4,9-10,15-20H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
InChi Key
XIGAHNVCEFUYOV-BTJKTKAUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $90

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    10 mg

    $168

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    50 mg

    $567

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    Product Description

    WAY-100635 is a potent, silent antagonist of serotonin 5-HT1A receptors with an IC50 value of 2.2 nM (Ki = 0.8 nM) for inhibiting 5-HT1A receptors in rat hippocampal membranes.1,2 Because it displays 100-fold selectivity for 5-HT1A over other 5-HT subtypes, WAY-100635 is classically used to examine the distribution and function of 5-HT1A receptors.3 However, WAY-100635 has also been shown to exhibit agonist activity at dopamine D4 receptors (Kd = 2.4 nM).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhuang, Z.P., Kung, M.P., and Kung, H.F. Synthesis and evaluation of 4-(2'-methoxyphenyl)-1-[2'-[N-(2"-pyridinyl)-p-iodobenzamido]ethyl]piperazine (p-MPPI): A new iodinated 5-HT1A ligand. J. Med. Chem. 37(10), 1406-1407 (1994).

    2. Mensonides-Harsema, M.M., Liao, Y., Böttcher, H., et al. Synthesis and in vitro and in vivo functional studies of ortho-substituted phenylpiperazine and N-substituted 4-N-(o-methoxyphenyl)aminopiperidine analogues of WAY100635. J. Med. Chem. 43(3), 432-439 (2000).

    3. Forster, E.A., Cliffe, I.A., Bill, D.J., et al. A pharmacological profile of the selective silent 5-HT1A receptor antagonist, WAY-100635. Eur. J. Pharmacol. 281(1), 81-88 (1995).

    4. Chemel, B.R., Roth, B.L., Armbruster, B., et al. WAY-100635 is a potent dopamine D4 receptor agonist. Psychopharmacology (Berl) 188(2), 244-251 (2006).

    Product Citations

    Glatfelter, G.C., Pottie, E., Partilla, J.S., et al. Structure–activity relationships for psilocybin, baeocystin, aeruginascin, and related analogues to produce pharmacological effects in mice. ACS Pharmacol. Transl. Sci. 5(11), 1181-1196 (2022).