An atypical antipsychotic
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Zotepine

Item No. 23909

Technical Information
Formal Name
2-[(8-chlorodibenzo[b,f]thiepin-10-yl)oxy]-N,N-dimethyl-ethanamine
CAS Number
26615-21-4
Molecular Formula
C18H18ClNOS
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 10 mg/mlDMSO: 2 mg/mlEthanol: 10 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
247, 267, 295 nm
SMILES
CN(C)CCOC1=CC(C=CC=C2)=C2SC3=C1C=C(Cl)C=C3
InChi Code
InChI=1S/C18H18ClNOS/c1-20(2)9-10-21-16-11-13-5-3-4-6-17(13)22-18-8-7-14(19)12-15(16)18/h3-8,11-12H,9-10H2,1-2H3
InChi Key
HDOZVRUNCMBHFH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Zotepine is an atypical antipsychotic.1 It is a dopamine D2 and D3 receptor antagonist (Kis = 5.37 and 6.45 nm, respectively) that reverses dopamine inhibition of forskolin-stimulated cAMP production in CHO cells expressing human D2 and D3 receptors. In vivo, zotepine inhibits head twitches induced by 5-hydroxy-L-tryptophan (Item No. 20539), a behavior mediated by the serotonin (5-HT) receptor subtype 5-HT2, in mice (ED50 = 0.13 mg/kg).2 It acts as an α2-adrenergic receptor (α2-AR) antagonist, reducing the hind limb flexor reflex stimulated by clonidine (Item No. 15949) in rats. Zotepine blocks gnawing behavior and body turning induced by apomorphine (Item No. 16094) and methamphetamine in rats.3 It also induces catalepsy and inhibits apomorphine-induced vomiting in dogs. Formulations containing zotepine have been used in the treatment of schizophrenia and acute mania.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vanhauwe, J.F., Ercken, M., van de Wiel, D., et alEffects of recent and reference antipsychotic agents at human dopamine D2 and D3 receptor signaling in Chinese hamster ovary cells. Psychopharmacology (Berl.) 150(4), 383-390 (2000).

    2. Czyrak, A., Jaros, T., Moryl, E., et alPharmacological effects of zotepine and other antipsychotics on the central 5-HT2 receptors. Pharmacopsychiatry 26(2), 53-58 (1993).

    3. Lai, H., Carino, M.A., Sperry, R., et alEffects of microinjection of 2-chloro-11 (2-dimethylaminoethoxy)-dibenzo[b,f]-thiepine (zotepine), thioridazine and haloperidol into the striatum and nucleus accumbens on stereotypic behaviour and motor activity. J. Pharm. Pharmacol. 33(4), 252-254 (1981).