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WAY-100635 (maleate)

Item № 14599
CAS № 1092679-51-0
Purity ≥95%
product image
                (CAS 1092679-51-0)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $57.00 0.00
     10 mg $108.00 0.00
     50 mg $399.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

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

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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
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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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 Journal of Medicinal Chemistry 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 Journal of Medicinal Chemistry 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 European Journal of Pharmacology 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).

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