A selective dopamine D3 antagonist
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SB 277011A (hydrochloride)

Item No. 11982

Technical Information
Formal Name
N-[trans-4-[2-(6-cyano-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]cyclohexyl]-4-quinolinecarboxamide, dihydrochloride
CAS Number
1226917-67-4
Molecular Formula
C28H30N4O • 2HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 3 mg/mlDMSO: 14 mg/mlDMSO:PBS (pH 7.2)(1:9): 0.1 mg/mlEthanol: 0.1 mg/ml
λmax
230, 284 nm
SMILES
O=C(C1=C2C(C=CC=C2)=NC=C1)N[C@H](CC3)CC[C@@H]3CCN(C4)CCC5=C4C=CC(C#N)=C5.Cl.Cl
InChi Code
InChI=1S/C28H30N4O.2ClH/c29-18-21-5-8-23-19-32(16-13-22(23)17-21)15-12-20-6-9-24(10-7-20)31-28(33)26-11-14-30-27-4-2-1-3-25(26)27;;/h1-5,8,11,14,17,20,24H,6-7,9-10,12-13,15-16,19H2,(H,31,33);2*1H/t20-,24-;;
InChi Key
HEZIOTGUXSPDAK-ONAIBGCWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    SB 277011A is an antagonist of the dopamine D3 receptor (pKi = 8.0) that is at least 100-fold selective for D3 over other monoamine receptors (pKis = 6.0, 5.0, and <5.2 for D2, 5-HT1D and 5-HT1B respectively).1,2,3 It has high oral bioavailability and enters the central nervous system of the rat.1 SB 277011A has been shown to have potential benefits in animal models of schizophrenia and Parkinson’s disease.2,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stemp, G., Ashmeade, T., Branch, C.L., et alDesign and synthesis of trans-N-[4-[2-(6-cyano-1,2,3, 4-tetrahydroisoquinolin-2-yl)ethyl]cyclohexyl]-4-quinolinecarboxamide (SB-277011): A potent and selective dopamine D(3) receptor antagonist with high oral bioavailability and CNS penetration in the rat. J. Med. Chem. 43(9), 1878-1885 (2000).

    2. Reavill, C., Taylor, S.G., Wood, M.D., et alPharmacological actions of a novel, high-affinity, and selective human dopamine D(3) receptor antagonist, SB-277011-A. J. Pharmacol. Exp. Ther. 294(3), 1154-1165 (2000).

    3. Heidbreder, C.A., Gardner, E.L., Xi, Z.-X., et alThe role of central dopamine D3 receptors in drug addiction: a review of pharmacological evidence. Brain Res.Rev. 49(1), 77-105 (2005).

    4. Carcinella, S., Drui, G., Boulet, S., et alImplication of dopamine D3 receptor activation in the reversion of Parkinson’s disease-related motivational deficits. Transl. Psychiatry 4(6), e401 (2014).