An active metabolite of thioridazine
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Parent Compound(s)
14400Thioridazine (hydrochloride)
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Mesoridazine

Item No. 31370

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylsulfinyl)-10H-phenothiazine
CAS Number
5588-33-0
Synonyms
  • NSC 186066
Molecular Formula
C21H26N2OS2
Formula Weight
386.6
Purity
≥95%
Formulation (Request formulation change)
A 50 mg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
Acetonitrile: slightly solubleDMSO: slightly, heatedMethanol: slightly soluble
SMILES
O=S(C)C1=CC=C2SC3=C(N(CCC4N(CCCC4)C)C2=C1)C=CC=C3
InChi Code
InChI=1S/C21H26N2OS2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(26(2)24)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
InChi Key
SLVMESMUVMCQIY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 mg

    $41

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    25 mg

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    50 mg

    $167

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    100 mg

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    Cayman Chemical
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    Product Description

    Mesoridazine is an active metabolite of the typical antipsychotic thioridazine (Item No. 14400).1,2 It is formed via sulfoxidation of thioridazine by the cytochrome P450 (CYP) isoform CYP2D6 in human liver microsomes.3 It binds to histamine H1, dopamine D2, muscarinic acetylcholine, and α1- and α2-adrenergic receptors (Kds = 1.8, 19, 69, 2, and 1,600 nM, respectively).2 Mesoridazine (10, 30, and 45 mg/kg, i.p.) prevents mescaline-induced hyperactivity in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. von Bahr, C., Movin, G., Nordin, C., et al. Plasma levels of thioridazine and metabolites are influenced by the debrisoquin hydroxylation phenotype. Clin. Pharmacol. Ther. 49(3), 234-240 (1991).

    2. Richelson, E., and Nelson, A. Antagonism by neuroleptics of neurotransmitter receptors of normal human brain in vitro. Eur. J. Pharmacol. 103(3-4), 197-204 (1984).

    3. Wójcikowski, J., Maurel, P., and Daniel, W.A. Characterization of human cytochrome P450 enzymes involved in the metabolism of the piperidine-type phenothiazine neuroleptic thioridazine. Drug Metab. Dispos. 34(3), 471-476 (2006).

    4. Shah, N.S. Influence of psychotropic drugs and β-diethylaminoethyl-diphenylpropylacetate (SKF 525-A) on mescaline-induced behavior and on tissue levels of mescaline in mice. Biochem. Pharmacol. 25(5), 591-597 (1976).