A 5-HT2C and 5-HT2B receptor antagonist
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SB-206553 (hydrochloride)

Item No. 34263

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,5-dihydro-5-methyl-N-3-pyridinyl-benzo[1,2-b:4,5-b′]dipyrrole-1(2H)-carboxamide, monohydrochloride
CAS Number
1197334-04-5
Molecular Formula
C17H16N4O • HCl
Formula Weight
328.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
214, 236, 272, 325 nm
SMILES
O=C(N1C2=CC3=C(C=C2CC1)N(C)C=C3)NC4=CN=CC=C4.Cl
InChi Code
InChI=1S/C17H16N4O.ClH/c1-20-7-4-12-10-16-13(9-15(12)20)5-8-21(16)17(22)19-14-3-2-6-18-11-14;/h2-4,6-7,9-11H,5,8H2,1H3,(H,19,22);1H
InChi Key
VGEMBOFBPSNOIO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $121

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    10 mg

    $215

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    25 mg

    $505

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    50 mg

    $951

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    Product Description

    SB-206553 is an antagonist of the serotonin (5-HT) receptor subtypes 5-HT2C (Ki = 12.6 nM) and 5-HT2B.1 It is selective for 5-HT2C and 5-HT2B over 5-HT1A, 5-HT1D, 5-HT1E, 5-HT1F, 5-HT2A, 5-HT3, 5-HT4, and 5-HT7 receptors, as well as dopamine D2, D3, and D4, α1-adrenergic, histamine H1, and adenosine A1 receptors (Kis = >1 µM for all). SB-206553 inhibits 5-HT-induced contraction of isolated rat stomach fundus, a tissue rich in 5-HT2B receptors, with an EC50 value of 4.8 nM. It inhibits 5-HT-induced inositol phosphate release in HEK293 cells expressing human 5-HT2C receptors (EC50 = 3.16 nM). SB-206553 (2 and 20 mg/kg) increases the time spent in active social interaction in a social interaction test and increases punished responding in the Geller-Seifter conflict test in rats, indicating anxiolytic-like activity. It also increases suppressed responding in a marmoset conflict model of anxiety when administered at doses of 15 and 20 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kennett, G.A., Wood, M.D., Bright, F., et al. In vitro and in vivo profile of SB 206553, a potent 5-HT2C/5-HT2B receptor antagonist with anxiolytic-like properties. Br. J. Pharmacol. 117(3), 427-434 (1996).