A dopamine D2 receptor antagonist
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Labeled Version(s)
31916Prochlorperazine-d8 (hydrochloride)
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Prochlorperazine (maleate)

Item No. 20742

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine, dimaleate
CAS Number
84-02-6
Molecular Formula
C20H24ClN3S • 2C4H4O4
Formula Weight
606.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:5): 0.16 mg/ml
λmax
258, 312 nm
SMILES
CN1CCN(CCCN2C(C=CC=C3)=C3SC4=C2C=C(Cl)C=C4)CC1.O=C(O)/C=C\C(O)=O.O=C(O)/C=C\C(O)=O
InChi Code
InChI=1S/C20H24ClN3S.2C4H4O4/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24;2*5-3(6)1-2-4(7)8/h2-3,5-8,15H,4,9-14H2,1H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
InChi Key
DSKIOWHQLUWFLG-SPIKMXEPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $36

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    100 mg

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    250 mg

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    500 mg

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    Product Description

    Prochlorperazine is a dopamine D2 receptor antagonist with Ki values of 4.7 and 2.9 nM for rat recombinant D2 receptors in CHO cells and rat striatal membranes, respectively.1,2 It also binds to rat recombinant D3 receptors expressed in CHO cells (Ki = 35 nM) and to the serotonin (5-HT) receptor subtype 5-HT3 in N1E-115 mouse neuroblastoma cell membranes (Ki = 1,200 nM).1,3 Prochlorperazine (2 mg/kg) increases the latency to paw licking in a hot plate test, indicating analgesia, an effect that is blocked by antisense oligonucleotides against the M1 muscarinic receptor.4 It also inhibits emesis induced by apomorphine (Item No. 16094) in dogs (ED50 = 0.34 mg/kg).5 Formulations containing prochlorperazine have been used in the treatment of psychotic disorders and as antiemetics.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sokoloff, P., Giros, B., Martres, M.P., et al. Molecular cloning and characterization of a novel dopamine receptor (D3) as a target for neuroleptics. Nature 137(6289), 146-151 (1990).

    2. Tsuchihashi, H., Sasaki, T., Kojima, S., et al. Binding of [3H]haloperidol to dopamine D2 receptors in the rat striatum. J. Pharm. Pharmacol. 44(11), 911-914 (1992).

    3. Lummis, S.C., and Baker, J. Radioligand binding and photoaffinity labelling studies show a direct interaction of phenothiazines at 5-HT3 receptors. Neuropharmacology 36(4-5), 665-670 (1997).

    4. Ghelardini, C., Galeotti, N., Uslenghi, C., et al. Prochlorperazine induces central antinociception mediated by the muscarinic system. Pharmacol. Res. 50(3), 351-358 (2004).

    5. Niemegeers, C.J.E. Antiemetic specificity of dopamine antagonists. Psychopharmacology (Berl.) 78(3), 210-213 (1982).