An internal standard for the quantification of pirlindole
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Unlabeled Version(s)
22060Pirlindole
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Pirlindole-d4 (hydrochloride)

Item No. 33375

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3,3a,4,5,6-hexahydro-2-d-8-methyl-1H-pyrazino[3,2,1-jk]carbazole-1,1,2-d3, monohydrochloride
CAS Number
1801617-88-8
Molecular Formula
C15H14D4N2 • HCl
Formula Weight
266.8
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
CC1=CC=C2N(C([2H])([2H])C([2H])([2H])NC3CCC4)C3=C4C2=C1.Cl
InChi Code
InChI=1S/C15H18N2.ClH/c1-10-5-6-14-12(9-10)11-3-2-4-13-15(11)17(14)8-7-16-13;/h5-6,9,13,16H,2-4,7-8H2,1H3;1H/i7D2,8D2;
InChi Key
LIFOOCLGAAEVIF-UVSTZUAESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Pirlindole-d4 is intended for use as an internal standard for the quantification of pirlindole (Item No. 22060) by GC- or LC-MS. Pirlindole is a selective and reversible monoamine oxidase A (MAO-A) inhibitor (IC50s = 250 and 34.2 nM for rat brain and heart MAO-A, respectively).1 It is selective for MAO-A over MAO-B (Kis = 52,100 and 59,900 nM, for rat brain and heart MAO-B, respectively). In rats, it reverses the depressive-like effects induced by chronic mild stress (CMS), increases proliferation of hippocampal neural progenitor cells, and reverses dendritic atrophy in granule neurons.2 Pirlindole is also an inhibitor of enterovirus-D68 and coxsackievirus B3 (CV-B3), inhibiting the genome replication phase of CV-B3 infection with an EC50 value of 7.7 µM independent of MAO-A activity.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bruhwyler, J., Liégeois, J.F., and Géczy, J. Pirlindole: A selective reversible inhibitor of monoamine oxidase A. A review of its preclinical properties. Pharmacol. Res. 36(1), 23-33 (1997).

    2. Morais, M., Santos, P.A., Mateus-Pinheiro, A., et al. The effects of chronic stress on hippocampal adult neurogenesis and dendritic plasticity are reversed by selective MAO-A inhibition. J. Psychopharmacol. 28(12), 1178-1183 (2014).

    3. Ulferts, R., de Boer, S.M., van der Linden, L., et al. Screening of a library of FDA-approved drugs identifies several enterovirus replication inhibitors that target viral protein 2C. Antimicrob. Agents Chemother. 60(5), 2627-2638 (2016).