A selective 5-HT6 receptor antagonist
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SB-258585 (hydrochloride)

Item No. 17416

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-iodo-N-[4-methoxy-3-(4-methyl-1-piperazinyl)phenyl]-benzenesulfonamide, hydrochloride
Molecular Formula
C18H22IN3O3S • XHCl
Formula Weight
523.8
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mLDMSO: 20 mg/mLEthanol: 0.25 mg/mLPBS (pH 7.2): 10 mg/mL
λmax
215, 247 nm
SMILES
CN(CC1)CCN1C2=C(OC)C=CC(NS(C3=CC=C(I)C=C3)(=O)=O)=C2.Cl
InChi Code
InChI=1S/C18H22IN3O3S.ClH/c1-21-9-11-22(12-10-21)17-13-15(5-8-18(17)25-2)20-26(23,24)16-6-3-14(19)4-7-16;/h3-8,13,20H,9-12H2,1-2H3;1H
InChi Key
BFGOZFXMAJBFGI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $128

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    10 mg

    $203

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    50 mg

    $835

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    Product Description

    SB-258585 is a potent, selective antagonist of the serotonin 5-HT6 receptor (pKi = 8.53).1 It displays over 100-fold selectivity for 5-HT6 over other 5-HT, dopamine, and α-adrenergic receptors. Radiolabeled forms of SB-258585 have been used to evaluate other potential ligands of the 5-HT6 receptor.2 SB-258585 has been used in cells and in animals to evaluate the role of the 5-HT6 receptor in diverse processes.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hirst, W.D., Minton, J.A.L., Bromidge, S.M., et al. Characterization of [125I]-SB-258585 binding to human recombinant and native 5-HT6 receptors in rat, pig and human brain tissue. Br. J. Pharmacol. 130(7), 1597-1605 (2000).

    2. Routledge, C., Bromidge, S.M., Moss, S.F., et al. Characterization of SB-271046: A potent, selective and orally active 5-HT6 receptor antagonist. Br. J. Pharmacol. 130, 1606-1612 (2000).

    3. Tatara, A., Shimizu, S., Shin, N., et al. Modulation of antipsychotic-induced extrapyramidal side effects by medications for mood disorders. Prog. Neuropsychopharmacol. Biol. Psychiatry 38, 252-259 (2012).

    4. Duhr, F., Déléris, P., Raynaud, F., et al. Cdk5 induces constitutive activation of 5-HT6 receptors to promote neurite growth. Nat. Chem. Biol. 10, 590-597 (2014).

    5. Shumizu, S., Mizuguchi, Y., Sobue, A., et al. Interaction between anti-Alzheimer and antipsychotic drugs in modulating extrapyramidal motor disorders in mice. J. Pharmacol. Sci. 127(4), 439-445 (2015).