A dopamine receptor antagonist
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trans-Clopenthixol

Item No. 24961

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(3E)-3-(2-chloro-9H-thioxanthen-9-ylidene)propyl]-1-piperazineethanol
CAS Number
53772-84-2
Molecular Formula
C22H25ClN2OS
Formula Weight
401.0
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 2.5 mg/ml
λmax
206, 232, 272 nm
SMILES
OCCN(CC1)CCN1CC/C=C2C3=C(C=CC=C3)SC4=CC=C(Cl)C=C4\2
InChi Code
InChI=1S/C22H25ClN2OS/c23-17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)27-22)5-3-9-24-10-12-25(13-11-24)14-15-26/h1-2,4-8,16,26H,3,9-15H2/b18-5+
InChi Key
WFPIAZLQTJBIFN-BLLMUTORSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $69

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    250 mg

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    500 mg

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    Product Description

    trans-Clopenthixol is a dopamine receptor antagonist (Kis = 9.8 and 1.5 nM for D1 and D2 receptors, respectively).1 It also binds to serotonin (5-HT) receptor subtypes 5-HT2 and 5-HT6, α1-adrenergic, and histamine receptors (Kis = 7.6, 3, 33, and 169 nM, respectively) but not α2-adrenergic receptors (Ki = >4,300 nM).1,2 trans-Clopenthixol inhibits dopamine-induced accumulation of cAMP in rat striatal homogenates (IC50 = 330 nM; Ki = 16 nM).2 It decreases stereotypic behavior induced by methylphenidate in mice (ED50 = 0.8 µmol/kg) and by apomorphine in rats and dogs (ED50s = 6.0 and 1.3 µmol/kg, respectively). trans-Clopenthixol (0.7 and 1.4 mg/kg, i.p.) administered prior to testing enhances memory retrieval in rats in an inhibitory avoidance task without affecting locomotor activity.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hajjo, R., Setola, V., Roth, B.L., et al. Chemocentric informatics approach to drug discovery: Identification and experimental validation of selective estrogen receptor modulators as ligands of 5-hydroxytryptamine-6 receptors and as potential cognition enhancers. J. Med. Chem. 55(12), 5704–5719 (2012).

    2. Christensen, A.V., Arnt, J., Hyttel, J., et al. Pharmacological effects of a specific dopamine D-1 antagonist SCH 23390 in comparison with neuroleptics. Life Sci. 34(16), 1529-1540 (1984).

    3. Khalifa, A.E. Zuclopenthixol facilitates memory retrieval in rats: Possible involvement of noradrenergic and serotonergic mechanisms. Pharmacol. Biochem. Behav. 75(4), 755-762 (2003).