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    Asenapine maleate (Org 5222 maleate)
    Asenapine maleate (Org 5222 maleate)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1097
    CAS #: 85650-56-2Purity ≥98%

    Description: Asenapine maleate (Org5222; Org-5222; HSDB-8061; HSDB8061; Saphris and Sycrest), an atypical antipsychotic, is a potent and high-affinity antagonist of serotonin, norepinephrine, dopamine and histamine receptors. Asenapine has been approved as an atypical antipsychotic for the treatment of schizophrenia and acute mania associated with bipolar disorders. Preliminary data indicate that it has minimal anticholinergic and cardiovascular side effects, as well as minimal weight gain. It was approved by FDA in August 2009. 

    References: J Psychopharmacol. 2009 Jan;23(1):65-73; Psychopharmacology (Berl). 2008 Feb;196(3):417-29.

    Related CAS #: 85650-56-2 (maleate); 65576-45-6 (free); 1412458-61-7 (HCl) 

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    • 香港大学
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    Molecular Weight (MW)401.84
    CAS No.85650-56-2
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 80 mg/mL (199.1 mM)
    Water: <1 mg/mL
    Ethanol: <1 mg/mL
    Other info

    Chemical Name: (3aS,12bS)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole maleate


    InChi Code: InChI=1S/C17H16ClNO.C4H4O4/c1-19-9-14-12-4-2-3-5-16(12)20-17-7-6-11(18)8-13(17)15(14)10-19;5-3(6)1-2-4(7)8/h2-8,14-15H,9-10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15-;/m1./s1

    SMILES Code: CN1C[[email protected]@](C2=CC=CC=C2OC3=CC=C(Cl)C=C34)([H])[[email protected]]4([H])C1.O=C(O)/C=C\C(O)=O

    SynonymsOrg 5222; HSDB 8061; Org 5222; HSDB 8061; Org5222; Org-5222; HSDB-8061; HSDB8061; Asenapine; Asenapine maleate; trade names Saphris and Sycrest.

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    In Vitro

    In vitro activity: Asenapine shows high affinity and a different rank order of binding affinities (pKi) for serotonin receptors (5-HT1A [8.6], 5-HT1B [8.4], 5-HT2A [10.2], 5-HT2B [9.8], 5-HT2C [10.5], 5-HT5 [8.8], 5-HT6 [9.6] and 5-HT7 [9.9]), adrenoceptors (alpha1 [8.9], alpha2A [8.9], alpha2B [9.5] and alpha2C [8.9]), dopamine receptors (D1 [8.9], D2 [8.9], D3 [9.4] and D4 [9.0]) and histamine receptors (H1 [9.0] and H2 [8.2]). Asenapine has a higher affinity for 5-HT2C, 5-HT2A, 5-HT2B, 5-HT7, 5-HT6, alpha2B and D3 receptors, suggesting stronger engagement of these targets at therapeutic doses. Asenapine behaves as a potent antagonist (pKB) at 5-HT1A (7.4), 5-HT1B (8.1), 5-HT2A (9.0), 5-HT2B (9.3), 5-HT2C (9.0), 5-HT6 (8.0), 5-HT7 (8.5), D2 (9.1), D3 (9.1), alpha2A (7.3), alpha2B (8.3), alpha2C (6.8) and H1 (8.4) receptors. 

    Kinase Assay: Relative to its D2 receptor affinity, asenapine has a higher affinity for 5-HT2C, 5-HT2A, 5-HT2B, 5-HT7, 5-HT6, α2B and D3 receptors, suggesting stronger engagement of these targets at therapeutic doses. Asenapine behaves as a potent antagonist (pKB) at 5-HT1A (7.4), 5-HT1B (8.1), 5-HT2A (9.0), 5-HT2B (9.3), 5-HT2C (9.0), 5-HT6 (8.0), 5-HT7 (8.5), D2 (9.1), D3 (9.1), α2A (7.3), α2B (8.3), α2C (6.8) and H1 (8.4) receptors.

    In VivoAsenapine is an atypical antipsychotic that is currently available for the treatment of schizophrenia and bipolar I disorder. Asenapine may have superior therapeutic effect on anxiety symptoms than other agents in rats. Asenapine has anxiolytic-like effects in the EPM and the defensive marble burying tests in mice.
    Animal modelRats: Asenapine maleate is suspended in 10% hydroxypropyl-β-cyclodextrin and administered in a volume of 1 mL/kg body weight . Rats are individually fear conditioned using electrical foot shock in a Skinner box. Animals are injected intraperitoneally (i.p.) with asenapine, clozapine, olanzapine, buspirone, or SB242084 at 30 min before freezing behaviour assessment.

    Mice: Male ICR mice are repeatedly treated with 0.1 or 0.3mg/kg injections of asenapine and then tested in a battery of behavioural tests related to anxiety including the open-field test, elevated plus-maze (EPM), defensive marble burying and hyponeophagia tests.

    Formulation & DosageMice: 0.1 or 0.3mg/kg; Rats: 1 mL/kg, injections

    J Psychopharmacol. 2009 Jan;23(1):65-73; Psychopharmacology (Berl). 2008 Feb;196(3):417-29.

    These protocols are for reference only. InvivoChem does not independently validate these methods.


    Asenapine maleate

    Prior asenapine treatment increased sensitivity to asenapine re-exposure and olanzapine exposure in the avoidance response. Neuropharmacology. 2013 Dec; 0: 10.1016/j.neuropharm.2013.05.031.
    Asenapine maleate
    Repeated asenapine treatment increased inhibition of PCP-induced hyperlocomotion throughout the 5 drug test days. Neuropharmacology. 2013 Dec; 0: 10.1016/j.neuropharm.2013.05.031.
    Asenapine maleate
    Prior asenapine treatment increased the inhibition of PCP-induced hyperlocomotion upon asenapine re-exposure and on olanzapine and clozapine treatment. Neuropharmacology. 2013 Dec; 0: 10.1016/j.neuropharm.2013.05.031.


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