An atypical antipsychotic
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Labeled Version(s)
31980(±)-Asenapine-13C-d3 (hydrochloride)
Metabolite(s)
35085N-desmethyl Asenapine
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(±)-Asenapine

Item No. 9000496

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-5-chloro-2,3,3aR,12bR-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole
CAS Number
65576-45-6
Molecular Formula
C17H16ClNO
Formula Weight
285.8
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly SolubleMethanol: Slightly Soluble
SMILES
CN1C[C@]2([H])C3=C(C=CC(Cl)=C3)OC4=C(C=CC=C4)[C@@]2([H])C1
InChi Code
InChI=1S/C17H16ClNO/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/t14-,15-/m1/s1
InChi Key
VSWBSWWIRNCQIJ-HUUCEWRRSA-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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    5 mg

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    Product Description

    (±)-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).