An internal standard for the quantification of (±)-asenapine
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Unlabeled Version(s)
9000496(±)-Asenapine
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(±)-Asenapine-13C-d3 (hydrochloride)

Item No. 31980

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3aR,12bR)-rel-5-chloro-2,3,3a,12b-tetrahydro-2-(methyl-13C-d3)-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole, monohydrochloride
CAS Number
1261392-55-5
Molecular Formula
C16[13C]H13ClD3NO • HCl
Formula Weight
326.2
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
[H][C@]12C3=C(C=CC(Cl)=C3)OC4=C(C=CC=C4)[C@]1([H])CN([13C]([2H])([2H])[2H])C2.Cl
InChi Code
InChI=1S/C17H16ClNO.ClH/c1-19-9-14-12-4-2-3-5-16(12)20-17-7-6-11(18)8-13(17)15(14)10-19;/h2-8,14-15H,9-10H2,1H3;1H/t14-,15-;/m0./s1/i1+1D3;
InChi Key
FNJQDKSEIVVULU-XSYCCUFUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    (±)-Asenapine-13C-d3 is intended for use as an internal standard for the quantification of (±)-asenapine (Item No. 9000496) by GC- or LC-MS. (±)-Asenapine is an atypical antipsychotic.1,2 It binds to dopamine D1-4, α-adrenergic, and histamine receptors (Kis = 0.42-1.45, 0.32-1.26, and 1-6.17 nM, respectively), as well as the serotonin (5-HT) receptor subtypes 5-HT1A, 5-HT1B, 5-HT2A, 5-HT2B, 5-HT2C, 5-HT5A, 5-HT6, and 5-HT7 (Kis = 0.03-3.98 nM).2 (±)-Asenapine inhibits the suppression of neuron firing induced by the 5-HT2A, dopamine D2, and α2-adrenergic receptor agonists 2,5-dimethoxy-4-iodoamphetamine (DOI), apomorphine, and clonidine (Item No. 15949), respectively, in rat brain (ED50s = 75, 40, and 85 μg/kg, respectively).1 In vivo, (±)-asenapine (0.05-0.2 mg/kg, s.c.) increases extracellular dopamine levels in the medial prefrontal cortex (mPFC), nucleus accumbens (NAc), and lateral striatum and suppresses the conditioned avoidance response in rats.3 It prevents acute and chronic phencyclidine-induced deficits in cued reversal learning in rats when administered at a dose of 0.075 mg/kg.4 Formulations containing asenapine have been used in the treatment of schizophrenia and bipolar I disorder.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ghanbari, R., El Mansari, M., Shahid, M., et al. Electrophysiological characterization of the effects of asenapine at 5-HT1A, 5-HT2A, α2-adrenergic and D2 receptors in the rat brain. Eur. Neuropsychopharmacol. 19(3), 177-187 (2009).

    2. Shahid, M., Walker, G.B., Zorn, S.H., et al. Asenapine: A novel psychopharmacologic agent with a unique human receptor signature. J. Psychopharmacol. 23(1), 65-73 (2009).

    3. Frånberg, O., Wiker, C., Marcus, M.M., et al. Asenapine, a novel psychopharmacologic agent: Preclinical evidence for clinical effects in schizophrenia. Psychopharmacol. (Berl) 196(3), 417-429 (2008).

    4. McLean, S.L., Neill, J.C., Idris, N.F., et al. Effects of asenapine, olanzapine, and risperidone on psychotomimetic-induced reversal-learning deficits in the rat. Behav. Brain Res. 214(2), 240-247 (2010).